September 2027 bike rides & races
96 rides and races · 5 with the organizer’s date
organizer’s dateprojected from 2026, check first
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1Sep
1–5 ~DALMAC 2027 (56th) - Dick Allen Lansing to MACkinawDetails
- Dates
- Wed, Sep 1 – Sun, Sep 5, 2027 · projected (2026 was Sep 2–6)
- Where
- Lansing, MI
- Route
- Lansing (MSU Pavilion) → Mackinaw City
- Distances
- 5-Day West 325 mi; 5-Day East 282/308; 5-Day East Gravel 306/333; 4-Day West 322/402; 3-Day East 165/182; 2-Day East 105/131; 2-Day Trail 84
- Format
- point-to-point camping tour (2-5 day routes)
- Cause
- DALMAC Fund (bicycle safety/infrastructure grants in Michigan, $2M+ granted)
- Cost
- varies by route (not extracted); described as one of the lowest-cost tours
- Organizer
- Tri-County Bicycle Association (all-volunteer)
- Registration
- 2026 registration closed; 2027 opens in spring (typically March)
Date2026 (55th) was September 2-6, 2026 (Wednesday-Sunday ending the Sunday before Labor Day). Labor Day 2027 is Sept 6, so Sept 1-5, 2027 is projected; not yet announced by TCBA.
Notes~1,500 riders; SAG, baggage transport, mechanics, camping, showers, breakfast and dinner included.
Event siteSources: dalmac.org dalmac.org
2Thu
Sep ~Smoke 'n' Fire 400Details
- Dates
- Thu, Sep 2, 2027 · projected (2026 was Sep 3)
- Where
- Boise, ID
- Distances
- ~400 mi, ~41,000 ft; two-track, gravel, singletrack; free, no support, no prizes
- Format
- self-supported Idaho backcountry race
- Organizer
- Norb DeKerchove
- Registration
- No fee; sign-up via organizer site
- Qualification
- None (self-supported grand depart)
DateStarts the first Thursday of September from Hyde Park, Boise (2026: Thu Sept 3, 2026, 6am; 2025: Sept 4; 2024: Sept 5). 2027 projected Thu Sept 2, 2027. Not yet announced.
Event siteSources: bikepacking.com
3Sep
3–6 ~Gateway CupDetails
- Dates
- Fri, Sep 3 – Mon, Sep 6, 2027 · projected
- Where
- St. Louis, MO
- Distances
- Four criteriums for pro-am and USAC categories
- Format
- 4-day criterium series (Labor Day weekend)
- Organizer
- Gateway Cup / Big Shark Bicycle Co.
- Qualification
- USA Cycling license
DateHeld every Labor Day weekend (Fri-Mon) in St. Louis neighborhoods (Lafayette Square, Francis Park, The Hill/Giro della Montagna, Benton Park); 2027 projected Sept 3-6, 2027. Not yet announced.
3Sep
3–6 ~Green Mountain Stage Race (GMSR)Details
- Dates
- Fri, Sep 3 – Mon, Sep 6, 2027 · projected (2026 was Sep 4–7)
- Where
- Waitsfield / Burlington, VT
- Distances
- Circuit race/TT, Mad River road race, Appalachian Gap road race, Burlington criterium; all USAC categories
- Format
- 4-day amateur/pro stage race
- Organizer
- Green Mountain Stage Race
- Registration
- 2027 TBA
- Qualification
- USA Cycling license
DateGMSR is always held over Labor Day weekend (Fri-Mon); 2027 Labor Day is Sept 6, so projected Sept 3-6, 2027. 2026 edition expected Sept 4-7, 2026; organizer has not published 2027.
4Sat
Sep ~Maryland Cycling ClassicDetails
- Dates
- Sat, Sep 4, 2027 · projected (2026 was Sep 5)
- Where
- Baltimore, MD
- Distances
- ~195 km UCI ProSeries one-day race (men)
- Format
- UCI 1.Pro one-day men's race (Baltimore)
- Organizer
- Maryland Cycling Classic (Kelly Benefits / Sport & Entertainment Corp. of Maryland)
- Registration
- n/a (pro)
- Qualification
- UCI WorldTeams/ProTeams/Continental teams by invitation
Date2026 edition Sat Sept 5, 2026 (UCI 1.Pro). The race is held on Labor Day weekend; 2027 projected Sat Sept 4, 2027.
Sources: cyclingnews.com
4Sat
Sep ~Mt. Ascutney Bicycle HillclimbDetails
- Dates
- Sat, Sep 4, 2027 · projected (2026 was Sep 5)
- Where
- Windsor, VT
- Distances
- 3.5 miles, 2,279 ft, avg 12.4% grade
- Elevation
- 2,279 ft
- Format
- hill climb (auto road)
- Organizer
- Ascutney Trails Association
- Registration
- BikeReg
Date2026 edition was Sat Sep 5, 2026 (first Saturday of September); 2027 projected as the same weekend pattern = Sat Sep 4, 2027. Organizer has not published a 2027 date yet. Held Saturday of Labor Day weekend (2026: Sat Sept 5). 2027 Labor Day weekend Saturday = Sept 4, 2027.
NotesBUMPS series event.
4Sat
Sep ~Shenandoah Mountain 100Details
- Dates
- Sat, Sep 4, 2027 · projected (2026 was Sep 5)
- Where
- Mt. Solon (Stokesville), VA
- Distances
- 100 mi
- Format
- NUE 100-mile MTB race
- Organizer
- Shenandoah Mountain Touring
- Series
- NUE Series
- Lottery
- No lottery.
Date2026 edition Sep 5, 2026 (Saturday of Labor Day weekend); 2027 Labor Day weekend Saturday is Sep 4, 2027 -> projected; not announced.
Event siteSources: strambecco.com strambecco.com
4Sat
Sep ~Tour de FuzzDetails
- Dates
- Sat, Sep 4, 2027 · projected (2026 was Sep 5)
- Where
- Santa Rosa, CA
- Distances
- 50 km, 100 km, 100 mi
- Format
- Sonoma County century (benefit for law-enforcement chaplaincy)
- Cause
- Sonoma County Law Enforcement Chaplaincy Services
- Organizer
- Tour de Fuzz
Date2026 edition Sat Sept 5, 2026 (Labor Day weekend Saturday). 2027 projected Sept 4.
Event siteSources: cyclingwest.com
5Sun
Sep ✓Bike the DriveDetails
- Dates
- Sun, Sep 5, 2027
- Where
- Chicago, IL
- Distances
- Up to 30-mile loop on DuSable Lake Shore Drive (ride as much or as little as you like); 5 entry points
- Elevation
- flat
- Format
- car-free Lake Shore Drive mass ride
- Cause
- Bike advocacy — Active Transportation Alliance
- Organizer
- Active Transportation Alliance
- Registration
- 2026 registration closed; 2027 registration not yet open as of Sept 2026 (2026 pricing: $20 adult, $18 youth, $174 family 4-pack)
DateOrganizer site states 'See you on Sunday, September 5, 2027' (Sunday before Labor Day). 2026 edition was Sunday Sept 6, 2026.
Notes~20,000 riders; held since 2002; permanently moved to Labor Day weekend Sunday in 2021.
5Sun
Sep ~Dakota Five-ODetails
- Dates
- Sun, Sep 5, 2027 · projected (2026 was Sep 6)
- Where
- Spearfish, SD
- Distances
- ~50 mi
- Format
- 50-mile Black Hills MTB race
- Organizer
- Dakota Five-O
- Lottery
- No lottery.
Date2026 edition Sep 6, 2026 (Sunday of Labor Day weekend) -> Sep 5, 2027 projected; not announced.
Event siteSources: strambecco.com
5Sun
Sep ~Wright Stuff CenturyDetails
- Dates
- Sun, Sep 5, 2027 · projected (2026 was Sep 6)
- Where
- Dane/Iowa County (Madison area), WI
- Distances
- 35, 65, 100 mi
- Elevation
- ~65 ft/mi rolling Driftless
- Format
- club century (Taliesin)
- Cause
- Bikes for Kids Wisconsin
- Organizer
- Bombay Bicycle Club (Madison)
DateProjected: Sunday of Labor Day weekend (2026 edition Sunday Sept 6, 2026). No 2027 date published.
NotesRoute past Frank Lloyd Wright's Taliesin.
8Sep
8–11 ~Rebecca's Private Idaho (site now redirects to 'The Big Lost')Details
- Dates
- Wed, Sep 8 – Sat, Sep 11, 2027 · projected (2026 was Sep 9–12)
- Where
- Ketchum / Sun Valley, ID
- Distances
- Baked Potato 100–104 mi; Fully Loaded Potato 118 mi (new 2026); French Fry 56 mi; Tater Tot 20 mi; Harriman Trail 35 mi and Dollarhide Summit TT (Queen's Stage Race stages)
- Format
- multi-day gravel festival + Queen's Stage Race
- Cause
- Be Good Foundation
- Organizer
- Rusch Ventures (Rebecca Rusch) with Bike Monkey
- Registration
- 2026 registration opened Nov 17, 2025; 2027 not announced. ~1,200–1,500 cap.
- Lottery
- No lottery.
Date2026 edition moved off Labor Day to Sep 9–12, 2026 (Wed–Sat). No 2027 dates published; same-week pattern gives Sep 8–11, 2027. IMPORTANT: rebeccasprivateidaho.com and rebeccarusch.com/track-rpi now 302-redirect to thebiglost.com, which suggests a rebrand to 'The Big Lost'.
NotesFounded 2013.
CheckNot checked with the organizer yet. Look at their site before you plan around it.
Event siteSources: rebeccasprivateidaho.com rebeccasprivateidaho.com
10Sep
10–13 ✓Hoodoo 500Details
- Dates
- Fri, Sep 10 – Mon, Sep 13, 2027
- Where
- St. George, UT
- Distances
- 500 mi (solo, tandem, 2- and 4-person teams; non-stop or 3-day stage), 400 mi (solo/tandem/2-person; non-stop or NEW 2-day stage race for 2027), 300 mi (solo/tandem/2-person; non-stop or 2-day stage); 46-50 hr limits for non-stop 500; Voyager self-supported (drop-bag) solo divisions
- Format
- ultra-distance road race (500/400/300 mi; non-stop or stage)
- Organizer
- Planet Ultra
- Registration
- Registration open for 2027 via BikeSignup (bikesignup.com/Race/UT/StGeorge/Hoodoo500)
- Qualification
- Open entry; the 500-mile non-stop race is a RAAM qualifier
DateOfficial site states '21st Annual Race: September 10-13, 2027' with a date change from the traditional late-August weekend 'to avoid conflict with 2027 Paris-Brest-Paris'. 2026 edition was Aug 28-31, 2026.
NotesLoop through southern Utah passing Zion/Bryce/Cedar Breaks/Capitol Reef country; ~500 mi with ~30,000 ft climbing.
Event siteSources: hoodoo500.com hoodoo500.com
10Sep
10–12 ~Recovery Ride (Castro Country Club)Robert’s rideDetails
- Dates
- Fri, Sep 10 – Sun, Sep 12, 2027 · projected (2026 was Sep 11–13)
- Where
- San Francisco, CA
- Route
- Sausalito → Sausalito (via Guerneville)
- Distances
- Sausalito → Guerneville (Marin/Sonoma hills) day 1; off-bike recovery day (meetings, speakers) day 2; coastal return day 3
- Format
- Addiction-recovery / LGBTQ sober-community multi-day (3-day)
- Cause
- Recovery — Castro Country Club (sober LGBTQ community space in San Francisco's Castro district)
- Min. fundraising
- $1,500
- Organizer
- Castro Country Club
- Registration
- Organizer page says 'Registration Opens Friday, October 2' (no year shown; Oct 2, 2026 is a Friday). Not open as of Oct 1, 2026; 2027 ride dates not yet published.
DateInaugural ride was Sept 11–13, 2026 (SFAF/Castro Country Club announcement). Projected to the equivalent weekend in 2027 (Sept 10–12); no 2027 date announced yet — first-year event, so low confidence. Organizer's Recovery Ride page (Oct 1, 2026) now carries Year 2 / 2027 branding and the line 'Registration Opens Friday, October 2' (Oct 2, 2026 is a Friday) but still gives no 2027 ride dates; its Training page is still the 2026 version.
NotesFully supported, camping in Guerneville, $1,500 minimum; sober LGBTQ+ community ride benefiting Castro Country Club. SFAF calls it a complementary event to Cycle to Zero. Organizer contact: cccrecoveryride@gmail.com.
Event siteSources: ebar.com sfaf.org
10Fri
Sep ~TATR - The Adirondack Trail RideDetails
- Dates
- Fri, Sep 10, 2027 · projected (2026 was Sep 11)
- Where
- Northville, NY
- Distances
- 585 mi (941 km)
- Format
- self-supported Adirondack loop
- Organizer
- TATR organizers
- Qualification
- None (self-supported)
Date2026 grand depart Sept 11, 2026 (Fri) from Northville, NY. 2027 projected to the equivalent second Friday of September (Sept 10, 2027); not yet announced.
Sources: bikepacking.com
11Sep
11–17 ✓Bike the US for MS - Vermont Gravel RideDetails
- Dates
- Sat, Sep 11 – Fri, Sep 17, 2027
- Where
- Burlington, VT
- Route
- Burlington, VT (loop) → Burlington, VT
- Distances
- 253 mi
- Format
- MS multi-day/multi-week self-contained charity tour
- Cause
- MS — Bike the US for MS (MS research and community-service projects)
- Min. fundraising
- Organizer requires per-mile fundraising
- Organizer
- Bike the US for MS
- Registration
- 2027 routes listed
Date2027 dates published on the Bike the US for MS routes page.
NotesSmall-group, self-contained charity tours.
Event siteSources: biketheusforms.org
11Sat
Sep ~DAM J.A.M. Bicycle TourDetails
- Dates
- Sat, Sep 11, 2027 · projected (2026 was Sep 12)
- Where
- Pryor, OK
- Distances
- 33, 55, 73 and 105 miles
- Format
- Green Country century (Pryor)
- Organizer
- DAM J.A.M. Bicycle Tour (Pryor)
Date2026 edition was Sat Sep 12, 2026 (second Saturday of September); 2027 projected as the same weekend pattern = Sat Sep 11, 2027. Organizer has not published a 2027 date yet.
Notes35th year in 2026.
11Sat
Sep ~Fool's GoldDetails
- Dates
- Sat, Sep 11, 2027 · projected (2026 was Sep 12)
- Where
- Dahlonega, GA
- Distances
- 100/50 mi options
- Format
- Georgia endurance MTB race
- Organizer
- Mountain Goat Adventures
- Lottery
- No lottery.
Date2026 edition Sep 12, 2026 -> second Saturday of September 2027 projected; not announced.
Event siteSources: strambecco.com
11Sep
11–12 ~Georgia Time Trial Endurance Challenge (6/12/24-hour)Details
- Dates
- Sat, Sep 11 – Sun, Sep 12, 2027 · projected (2026 was Sep 12–13)
- Where
- GA
- Distances
- 24-hour, 12-hour and 6-hour timed events
- Format
- 6/12/24-hour timed time trial
- Organizer
- Georgia TT Endurance Challenge organizers
- Registration
- 2027 TBA
- Qualification
- Open entry
Date2026 edition Sept 12-13, 2026. 2027 projected to the equivalent second weekend of September.
Sources: ultracycling.com ultracycling.com
11Sat
Sep ~Grinduro CaliforniaDetails
- Dates
- Sat, Sep 11, 2027 · projected (2026 was Sep 12)
- Where
- Quincy, CA
- Distances
- Grinduro 51 mi / 7,200 ft with 4 timed segments; Grindurito 23 mi / 2 segments
- Format
- gravel enduro (timed segments)
- Cause
- Bike advocacy — Sierra Buttes Trail Stewardship
- Organizer
- Sierra Buttes Trail Stewardship (Grinduro)
- Series
- Grinduro (global series)
- Registration
- BikeReg; camping included; 2027 not open.
- Lottery
- No lottery.
Date2026 edition Sep 12, 2026 at Plumas-Sierra County Fairgrounds, Quincy (second Saturday of September). No 2027 date published -> Sep 11, 2027 projected.
11Sat
Sep ~Hancock Horizontal HundredDetails
- Dates
- Sat, Sep 11, 2027 · projected (2026 was Sep 12)
- Where
- Findlay, OH
- Distances
- 15 (free community ride), 30, 62, 100 mi
- Elevation
- Ohio's flattest century
- Format
- flat century
- Organizer
- Making Miles Matter
- Registration
- 2026 via BikeReg
DateProjected: 2nd Saturday of September (2026 edition Saturday Sept 12, 2026). Organizer says 2027 will add timing and 'more than one Saturday' of programming; no date published.
Event siteSources: makingmilesmatter.org
11Sat
Sep ~Kelly Brush RideDetails
- Dates
- Sat, Sep 11, 2027 · projected (2026 was Sep 12)
- Where
- Middlebury, VT
- Distances
- 20, 50, 100 mi road; 30 mi gravel; remote option
- Format
- spinal cord injury one-day ride
- Cause
- Other — Kelly Brush Foundation (spinal cord injury / ski-racing safety)
- Min. fundraising
- Not published yet
- Organizer
- Kelly Brush Foundation
DateProjected to Sat Sep 11, 2027.
CheckNot checked with the organizer yet. Look at their site before you plan around it.
Event siteSources: bikenewengland.com
11Sat
Sep ~LOTOJA ClassicDetails
- Dates
- Sat, Sep 11, 2027 · projected (2026 was Sep 12)
- Where
- Logan (start) to Jackson Hole, WY (finish), UT
- Distances
- 202-208 mi depending on category; 3 states, 3 mountain passes
- Elevation
- ~10,000 ft
- Format
- 200+ mile one-day Logan UT to Jackson Hole WY (race + cyclosportive + relay)
- Cause
- Cancer — Huntsman Cancer Foundation (fundraising optional)
- Organizer
- LOTOJA Classic LLC (director Brent Chambers)
- Registration
- Registration historically opens in spring with a lottery/first-come sell-out (~1,300-1,500 riders)
Date44th edition confirmed Sat Sept 12, 2026. LOTOJA is held the Saturday after Labor Day.
NotesIncludes USAC-licensed race categories; the cyclosportive/relay side makes it a signature mass-participation event.
Event siteSources: cyclingwest.com cyclingwest.com
11Sat
Sep ~Mammoth Gran FondoDetails
- Dates
- Sat, Sep 11, 2027 · projected (2026 was Sep 12)
- Where
- Mammoth Lakes, CA
- Distances
- 102 mi Gran, 70 mi Medio, 42 mi Piccolo
- Format
- closed-road high-Sierra gran fondo
- Cause
- Community — Mammoth Mountain Community Foundation
- Organizer
- Mammoth Mountain Community Foundation (presented by Hyundai)
- Registration
- 2026 open; ~1,800-rider cap
Date2026 edition confirmed Sat Sept 12, 2026 (2nd Saturday of September).
Notes~75 mi of the Gran route closed to through traffic; mass start from The Village.
11Sat
Sep ~Michigan Gravel Race Series – Lord of the SpringsDetails
- Dates
- Sat, Sep 11, 2027 · projected (2026 was Sep 12)
- Where
- Michigan, MI
- Distances
- Multiple
- Format
- series round
- Organizer
- MGRS
- Series
- Michigan Gravel Race Series
- Lottery
- No lottery.
Date2026 edition Sep 12, 2026 -> Sep 11, 2027 projected; not announced.
Event siteSources: gravelcalendar.com
11Sat
Sep ~Mount Greylock Hillclimb Time TrialDetails
- Dates
- Sat, Sep 11, 2027 · projected (2026 was Sep 12)
- Where
- North Adams, MA
- Distances
- 9 miles to the summit of Mt. Greylock (3,491 ft)
- Elevation
- ~2,800 ft gain
- Format
- hill climb time trial
- Organizer
- Northampton Cycling Club
- Registration
- Registration via bikereg.com/greylock
Date2026 edition was Sat Sep 12, 2026 (second Saturday of September); 2027 projected as the same weekend pattern = Sat Sep 11, 2027. Organizer has not published a 2027 date yet. 2026 edition Sept 12, 2026 from Western Gateway Heritage State Park.
NotesBUMPS series event.
11Sat
Sep ~Northfield Rotary Bike Tour (formerly Jesse James Bike Tour)Details
- Dates
- Sat, Sep 11, 2027 · projected (2026 was Sep 12)
- Where
- Northfield/Dundas, MN
- Distances
- Road 20-100 mi, gravel routes, 6-mi family ride
- Elevation
- rolling
- Format
- road/gravel/family tour during Defeat of Jesse James Days
- Cause
- Community — Rotary Club of Northfield
- Organizer
- Rotary Club of Northfield
DateProjected: Saturday of Defeat of Jesse James Days (2nd weekend of Sept; 2026 edition Saturday Sept 12, 2026). No 2027 date published.
NotesRotary took over the former Jesse James Bike Tour; 4th year under Rotary in 2026.
Event siteSources: kymnradio.net
11Sat
Sep ~Passport to PainDetails
- Dates
- Sat, Sep 11, 2027 · projected (2026 was Sep 12)
- Where
- Vashon Island, WA
- Distances
- 30, 50 and 80 miles
- Elevation
- 3,400 ft (30mi) / 6,500 ft (50mi) / 10,000 ft (80mi)
- Format
- extreme climbing challenge ride
- Cause
- Vashon Island Rowing Club
- Organizer
- Vashon Island Rowing Club
- Registration
- 2027 registration not yet open as of Sept 2026
DateHeld Sat Sept 12, 2026.
NotesStart at Jensen Point, 8900 SW Bayview Dr, Vashon Island. 18 passport checkpoints stamped along the route. Explicitly NOT a race or timed/sanctioned ride; described as extremely strenuous. Includes BBQ dinner, t-shirt, water bottle.
Event siteSources: granfondoguide.com ahotu.com
11Sat
Sep ~Race the Rails (Ely)Details
- Dates
- Sat, Sep 11, 2027 · projected (2026 was Sep 12)
- Where
- Ely, NV
- Format
- ride/race against a 100-year-old steam locomotive; road and MTB options
- Organizer
- Ely / White Pine County tourism
Date2026 edition Sat Sept 12, 2026 (2nd Saturday of September).
Event siteSources: cyclingwest.com
11Sep
11–12 ~Roscoe RambleDetails
- Dates
- Sat, Sep 11 – Sun, Sep 12, 2027 · projected (2026 was Sep 12–13)
- Where
- Canal Fulton/Kidron to Coshocton, OH
- Distances
- ~75 mi/day long route (150 total) or ~55 mi/day short route (110 total)
- Elevation
- hilly Amish country
- Format
- two-day out-and-back tour
- Organizer
- Akron Bicycle Club
- Registration
- 2026: $117 members/$129 non-members; capacity limited by hotel rooms; registration closed Sept 1
DateProjected: 2nd weekend of September (2026 edition Sept 12-13, 2026). No 2027 date published.
Notes52nd annual in 2026.
Event siteSources: akronbike.org
11Sat
Sep ~Tour of the MoonDetails
- Dates
- Sat, Sep 11, 2027 · projected (2026 was Sep 12)
- Where
- Grand Junction (Colorado National Monument), CO
- Distances
- 41 and 64 miles
- Elevation
- Substantial - the route climbs Rim Rock Drive through Colorado National Monument
- Format
- national monument scenic ride
- Cause
- A portion of proceeds supports One Riverfront and Bicycle Colorado
- Organizer
- The Ride Collective
- Registration
- 2027 registration not yet open as of Sept 2026
DateThe Ride Collective ran the 2026 edition on Sat Sept 12, 2026; the ride is held on a September Saturday, so Sat Sept 11, 2027 is the projection.
NotesRIDER CAP 2,000. Start/finish at Two Rivers Convention Center, 159 Main St, Grand Junction. Named for the lunar-looking red rock landscape; the route featured in the 1985 film American Flyers. Formerly part of the Roll Massif series.
12Sun
Sep ~Buffalo Bicycle ClassicDetails
- Dates
- Sun, Sep 12, 2027 · projected (2026 was Sep 13)
- Where
- Boulder, CO
- Distances
- Multiple routes, historically from a short family ride up to a 100-mile century (commonly 14, 35, 50, 70 and 100 miles)
- Elevation
- Rolling Boulder County foothills; the longer routes climb into the foothills north and west of Boulder
- Format
- scholarship-benefit century
- Cause
- Community — CU Boulder College of Arts and Sciences scholarship fund
- Organizer
- University of Colorado Boulder
- Registration
- 2027 registration not yet open as of Sept 2026; registration via BikeSignup/GiveSignup
DateNo 2027 date published. The 2026 edition was Sun Sept 13, 2026; the ride is held on a September Sunday, so Sun Sept 12, 2027 is the projection.
NotesStart/finish on the CU Boulder campus. Has raised millions for need-based scholarships since 2003; the ride's identity is a Boulder century, with the scholarship funding as the beneficiary.
Event siteSources: findtherun.com bikesignup.com
12Sun
Sep ~Cabot Ride the RidgesDetails
- Dates
- Sun, Sep 12, 2027 · projected (2026 was Sep 13)
- Where
- Cabot, VT
- Distances
- Multiple routes (per GF Guide calendar)
- Format
- road/mixed ride in Vermont's Northeast Kingdom
- Organizer
- Cabot community event
Date2026 edition was Sun Sep 13, 2026 (second Sunday of September); 2027 projected as the same weekend pattern = Sun Sep 12, 2027. Organizer has not published a 2027 date yet.
NotesSome routes include dirt roads.
CheckNot checked with the organizer yet. Look at their site before you plan around it.
Event siteSources: granfondoguide.com
12Sun
Sep ~California Classic Century (Fresno)Details
- Dates
- Sun, Sep 12, 2027 · projected (2026 was Sep 13)
- Where
- Fresno, CA
- Distances
- 35, 60, 100 mi
- Format
- Fresno foothills century (California Classic Weekend)
- Cause
- Children
Date2026 edition Sun Sept 13, 2026 (35/60/100 mi) (2nd Sunday of September). 2027 projected Sept 12.
Sources: granfondoguide.com
12Sun
Sep ~Connecticut Valley CenturyDetails
- Dates
- Sun, Sep 12, 2027 · projected (2026 was Sep 13)
- Where
- Hatfield, MA
- Distances
- Century and shorter (per GF Guide calendar)
- Format
- club century
- Organizer
- Franklin-Hampshire Freewheelers (per event history)
Date2026 edition was Sun Sep 13, 2026 (second Sunday of September); 2027 projected as the same weekend pattern = Sun Sep 12, 2027. Organizer has not published a 2027 date yet.
CheckNot checked with the organizer yet. Look at their site before you plan around it.
Event siteSources: granfondoguide.com
12Sun
Sep ~Door County CenturyDetails
- Dates
- Sun, Sep 12, 2027 · projected (2026 was Sep 13)
- Where
- Sturgeon Bay, WI
- Distances
- 30, 50, 70, 100 mi
- Elevation
- rolling
- Format
- large century (sells out)
- Cause
- Community
- Organizer
- Door County Century (founded by Bay Shore Bicycle Club)
- Registration
- Cap 3,000; sells out each year
DateProjected: 2nd Sunday of September (2026 edition Sunday Sept 13, 2026).
Notes47th edition in 2026; one of the largest single-day rides in the US.
12Sun
Sep ~Mt. Baker Hill ClimbDetails
- Dates
- Sun, Sep 12, 2027 · projected (2026 was Sep 14)
- Where
- Glacier / Deming (Mt. Baker Highway), WA
- Distances
- 22 miles
- Elevation
- 4,462 ft (Chair 9 in Glacier to Artist Point, 5,140 ft)
- Format
- timed mass-start hill climb
- Organizer
- Mt. Baker Hill Climb (Kulshan Cycles / local organizers)
- Registration
- 2027 registration not yet open as of Sept 2026
DateThe 2026 edition was Sun Sept 14, 2026; the event runs on a September Sunday, so Sept 12, 2027 is consistent but not organizer-confirmed.
NotesSELLS OUT EVERY YEAR - field limited to ~450 riders; 2024, 2025 and 2026 editions all sold out. Widely described as one of the most scenic paved climbs in the US. Start at 10459 Mt Baker Hwy, Deming, WA.
12Sun
Sep ~Saint Paul Classic Bike TourDetails
- Dates
- Sun, Sep 12, 2027 · projected (2026 was Sep 13)
- Where
- Saint Paul, MN
- Distances
- 12.8/15.8 mi short; 30/33 mi Grand Round
- Elevation
- mostly flat
- Format
- car-free parkway tour
- Organizer
- Saint Paul Parks and Recreation
- Registration
- 2026 registration closed
DateProjected: 2nd Sunday of September (2026 edition Sunday Sept 13, 2026). No 2027 date published.
Event siteSources: bikeclassic.org bikemn.org
12Sun
Sep ~Scenic Schuylkill CenturyDetails
- Dates
- Sun, Sep 12, 2027 · projected (2026 was Sep 13)
- Where
- Conshohocken, PA
- Distances
- 23, 40, 42, 64, 78, 100 miles
- Format
- club century
- Organizer
- Bicycle Club of Philadelphia
- Registration
- 2026 open
Date2026 edition was Sun Sep 13, 2026 (second Sunday of September); 2027 projected as the same weekend pattern = Sun Sep 12, 2027. Organizer has not published a 2027 date yet. Traditionally the Sunday after Labor Day (2025: Sept 7; 2026: Sept 13), which gives Sept 12, 2027.
NotesStarts at AIM Academy, Conshohocken.
12Sun
Sep ~Shenandoah Valley CenturyDetails
- Dates
- Sun, Sep 12, 2027 · projected (2026 was Sep 13)
- Where
- Harrisonburg, VA
- Distances
- Century plus shorter (per GF Guide calendar)
- Format
- club century
- Organizer
- Shenandoah Valley Bicycle Coalition (per event history)
Date2026 edition was Sun Sep 13, 2026 (second Sunday of September); 2027 projected as the same weekend pattern = Sun Sep 12, 2027. Organizer has not published a 2027 date yet.
CheckNot checked with the organizer yet. Look at their site before you plan around it.
Event siteSources: granfondoguide.com
12Sun
Sep ~Tour de AcomaDetails
- Dates
- Sun, Sep 12, 2027 · projected (2026 was Sep 13)
- Where
- Acoma Pueblo, NM
- Distances
- 100, 50, 25 mi (all paved)
- Format
- century on Acoma Pueblo lands (Sky City)
- Cause
- Pueblo of Acoma community programs (historical)
- Organizer
- Pueblo of Acoma / Sky City Casino
Date2026 edition Sun Sept 13, 2026 (2nd Sunday of September).
Event siteSources: cyclingwest.com
17Sep
17–19 ~Marji GesickDetails
- Dates
- Fri, Sep 17 – Sun, Sep 19, 2027 · projected (2026 was Sep 18–20)
- Where
- Marquette / Ishpeming, MI
- Distances
- 100 mi, 50 mi (plus 200 and run variants); ~85–90% singletrack, no aid stations
- Format
- 'hardest single-day MTB race in America' (100/50 + 200)
- Organizer
- 906 Adventure Team
- Series
- NUE Series (100)
- Registration
- 2027 opening TBA; no waitlist.
- Lottery
- No lottery.
Date2026 edition Sep 18–20, 2026 (third weekend of September) -> Sep 17–19, 2027 projected; not announced. Registration sells out within a minute.
17Sep
17–19 ~Mickelson Trail TrekDetails
- Dates
- Fri, Sep 17 – Sun, Sep 19, 2027 · projected (2026 was Sep 18–20)
- Where
- Custer to Deadwood (Black Hills), SD
- Distances
- 109 mi over 3 days (44.5/39.5/24)
- Elevation
- rail-trail grades
- Format
- 3-day supported rail-trail ride (multi-day)
- Organizer
- South Dakota Game, Fish and Parks
- Registration
- 2026: $225 + fee (online registration closed)
DateProjected: 3rd weekend of September (2026 edition Sept 18-20, 2026 with Thursday check-in). No 2027 date published.
NotesIncluded per brief as a note; multi-day trail ride, not a road event.
17Sep
17–18 ~VeloSano Bike to CureDetails
- Dates
- Fri, Sep 17 – Sat, Sep 18, 2027 · projected (2026 was Sep 18)
- Where
- Cleveland, OH
- Distances
- 12, 25, 50, 100, 202 mi
- Format
- cancer ride weekend
- Cause
- Cancer — Cleveland Clinic cancer research
- Min. fundraising
- Not published yet
- Organizer
- Cleveland Clinic (VeloSano)
DateProjected to the same mid-September weekend in 2027.
CheckNot checked with the organizer yet. Look at their site before you plan around it.
Event siteSources: granfondoguide.com
18Sat
Sep ~AIDS Ride for LifeDetails
- Dates
- Sat, Sep 18, 2027 · projected (2026 was Sep 19)
- Where
- Ithaca, NY
- Distances
- 14, 42, 50, 90 and 100 miles around Cayuga Lake; seven pit stops; shuttle for shorter options
- Format
- HIV/AIDS one-day ride
- Cause
- HIV/AIDS — Southern Tier AIDS Program (STAP)
- Min. fundraising
- Not published yet
- Organizer
- Southern Tier AIDS Program
- Registration
- 2026 edition has run; 2027 registration not yet open (2026 registration opened April 1).
Date2026 ride was Saturday September 19, 2026 (7 AM, Stewart Park, Ithaca; registration opened April 1, 2026; no fee, $200 fundraising ask). No 2027 date published; projected to the third Saturday of September 2027 (Sept 18).
NotesLong-running (since 1999) single-day Finger Lakes AIDS ride. STAP's current event page calls it the 'Finger Lakes Ride for Life'.
18Sat
Sep ~Beautiful Backroads CenturyDetails
- Dates
- Sat, Sep 18, 2027 · projected (2026 was Sep 19)
- Where
- Cartersville, GA
- Distances
- Century plus shorter routes (per GF Guide calendar)
- Format
- club century
- Organizer
- Cartersville-Bartow County Chamber / local cycling club (per event history)
Date2026 edition was Sat Sep 19, 2026 (third Saturday of September); 2027 projected as the same weekend pattern = Sat Sep 18, 2027. Organizer has not published a 2027 date yet.
CheckNot checked with the organizer yet. Look at their site before you plan around it.
Event siteSources: granfondoguide.com
18Sat
Sep ~Bike MS: Waves to WineDetails
- Dates
- Sat, Sep 18, 2027 · projected (2026 was Sep 19)
- Where
- San Francisco, CA
- Route
- San Francisco → Sonoma/Marin wine country
- Distances
- 23, 46, 58, 72, 102 mi
- Format
- Bike MS ride (one-day)
- Cause
- MS — National Multiple Sclerosis Society
- Min. fundraising
- Not published yet
- Organizer
- National MS Society
DateProjected to Sat Sep 18, 2027. Confirm one-day vs two-day format.
CheckNot checked with the organizer yet. Look at their site before you plan around it.
Event siteSources: granfondoguide.com
18Sat
Sep ~Bike to the Beach - New EnglandDetails
- Dates
- Sat, Sep 18, 2027 · projected (2026 was Sep 19)
- Where
- Newport, RI
- Route
- Boston MA (100) / Woonsocket RI (60) / Bristol RI (30) → Newport, RI
- Distances
- 30, 60, 100 mi
- Format
- autism one-day ride
- Cause
- Autism — Local autism/disability nonprofits in each region (e.g., Autism Society chapters, xMinds, Flutie Foundation)
- Min. fundraising
- $250 per rider; registration $100 (early) to $175 (final week)
- Organizer
- Bike to the Beach
- Registration
- 2026 registration open; 2027 dates not yet posted
Date2026 ride Sat Sep 19, 2026 (third Saturday of September); projected to Sat Sep 18, 2027.
NotesFour regional editions in 2026; 2027 dates not posted as of Sep 2026.
Event siteSources: rides.biketothebeach.org rides.biketothebeach.org
18Sat
Sep ~Capital City CenturyDetails
- Dates
- Sat, Sep 18, 2027 · projected (2026 was Sep 19)
- Where
- Sherman (Springfield), IL
- Distances
- 20, 40, 66, 100 mi
- Elevation
- flat to rolling
- Format
- club century
- Organizer
- Springfield Bicycle Club
- Registration
- 2026: $65 (RunSignup)
DateProjected: 3rd Saturday of September (2026 edition Saturday Sept 19, 2026). Organizer references 2027 edition (volunteer comped entry) but no date.
Notes53rd+ annual; start Sherman Athletic Club.
Event siteSources: capcitycentury.com
18Sat
Sep ~Civil War CenturyDetails
- Dates
- Sat, Sep 18, 2027 · projected (2026 was Sep 19)
- Where
- Thurmont, MD
- Distances
- 102.9 mi (~7,000 ft), 75.5 mi, 64.1 mi, 51.5 mi, 25.4 mi
- Elevation
- ~7,000 ft on the full century
- Format
- club century (Gettysburg/Antietam battlefields)
- Organizer
- Baltimore Bicycling Club
- Registration
- Online only via Active.com; opens June 1 ($75 early bird rising to $90)
Date2026 edition was Sat Sep 19, 2026 (third Saturday of September); 2027 projected as the same weekend pattern = Sat Sep 18, 2027. Organizer has not published a 2027 date yet.
NotesNo on-site registration.
Event siteSources: civilwarcentury.com active.com
18Sat
Sep ~Closer to Free RideDetails
- Dates
- Sat, Sep 18, 2027 · projected (2026 was Sep 19)
- Where
- New Haven, CT
- Distances
- 10, 25, 40, 65, 100 mi; remote option
- Format
- cancer one-day ride
- Cause
- Cancer — Smilow Cancer Hospital and Yale Cancer Center
- Min. fundraising
- $500-$1,000 in-person riders ($250-$500 youth/students); remote riders no minimum
- Organizer
- Yale New Haven Health / Smilow Cancer Hospital
- Registration
- 2026 registration open
Date2026 ride is Sat Sep 19, 2026 (third Saturday of September); projected to Sat Sep 18, 2027. Site references 2027 registration perks but no 2027 date yet.
Notes16th annual in 2026; $37M+ raised since 2011.
Event siteSources: rideclosertofree.org rideclosertofree.org
18Sat
Sep ~Coeur d'FondoDetails
- Dates
- Sat, Sep 18, 2027 · projected
- Where
- Coeur d'Alene, ID
- Distances
- Multiple routes including two all-the-way-around-the-lake options; historically ranging from short family routes up to ~110 miles
- Elevation
- Significant climbing on the longer lake-loop routes
- Format
- gran fondo
- Organizer
- CDA Fondo
- Registration
- Not announced for 2027 as of Sept 2026; historically via BikeSignup (bikesignup.com/Race/ID/CoeurDAlene/CoeurdAleneLakeGranFondo)
DateNo 2026 or 2027 date is published on the organizer's listings. The most recent confirmed edition was Sat Sept 20, 2025. The ride is held on a mid/late-September Saturday, so Sat Sept 18, 2027 is the projection.
NotesStart on Sherman Avenue at 2nd Street next to the lawn in front of the Coeur d'Alene Resort. Scenic Lake Coeur d'Alene courses.
CheckNot checked with the organizer yet. Look at their site before you plan around it.
Event siteSources: coeurdalene.org ahotu.com
18Sat
Sep ~Conquer the CoastDetails
- Dates
- Sat, Sep 18, 2027 · projected (2026 was Sep 19)
- Where
- Corpus Christi, TX
- Distances
- 69 miles (full loop incl. new Harbor Bridge), 21 miles, 10-mile family ride
- Format
- coastal loop over the Harbor Bridge
- Cause
- Local scholarships and community initiatives (Bikes to Kids, TAMUCC Islander Athletics)
- Organizer
- United Corpus Christi Chamber Foundation
Date2026 edition was Sat Sep 19, 2026 (third Saturday of September); 2027 projected as the same weekend pattern = Sat Sep 18, 2027. Organizer has not published a 2027 date yet.
Notes23rd annual in 2026.
18Sat
Sep ~Cotton Patch ChallengeDetails
- Dates
- Sat, Sep 18, 2027 · projected (2026 was Sep 19)
- Where
- Greenville, TX
- Distances
- Road 6-100 miles (6, 12, 21, 35, 46, 61, 76, 100); gravel 31/42/57
- Format
- road rally + gravel grinder
- Cause
- Local charities via Rotary
- Organizer
- Rotary Club of Greenville
Date2026 edition was Sat Sep 19, 2026 (third Saturday of September); 2027 projected as the same weekend pattern = Sat Sep 18, 2027. Organizer has not published a 2027 date yet.
Notes30th anniversary in 2026.
18Sat
Sep ~Dempsey ChallengeDetails
- Dates
- Sat, Sep 18, 2027 · projected (2026 was Sep 19)
- Where
- Lewiston, ME
- Route
- Simard-Payne Memorial Park, Lewiston → Lewiston
- Distances
- Bike up to 100 mi (century) plus shorter routes; run/walk options
- Format
- cancer ride/run/walk weekend
- Cause
- Cancer — The Dempsey Center (cancer support)
- Min. fundraising
- Not published yet
- Organizer
- Dempsey Center
DateProjected to Sat Sep 18, 2027 (third weekend of September).
CheckNot checked with the organizer yet. Look at their site before you plan around it.
18Sep
18–19 ~Fort Davis CyclefestDetails
- Dates
- Sat, Sep 18 – Sun, Sep 19, 2027 · projected (2026 was Sep 19)
- Where
- Fort Davis, TX
- Distances
- 33, 54 or 76 miles Saturday; optional 6-mile climb to Mount Locke summit Sunday
- Format
- two-day Davis Mountains ride (Mount Locke climb)
- Organizer
- Pedalpower Bicycle Association of Texas (PBBATX)
Date2026 edition was Sat Sep 19, 2026 (third Saturday of September); 2027 projected as the same weekend pattern = Sat Sep 18, 2027. Organizer has not published a 2027 date yet. 2026 dates Sept 19-20, 2026 (49th annual); 2027 projection Sept 18-19, 2027 (50th).
Notes'Ride the Texas Alps'.
18Sat
Sep ~Jersey Devil CenturyDetails
- Dates
- Sat, Sep 18, 2027 · projected (2026 was Sep 19)
- Where
- Centerton, NJ
- Distances
- Century and shorter options (per GF Guide calendar)
- Format
- club century (Pine Barrens)
- Organizer
- South Jersey Wheelmen (per event history)
Date2026 edition was Sat Sep 19, 2026 (third Saturday of September); 2027 projected as the same weekend pattern = Sat Sep 18, 2027. Organizer has not published a 2027 date yet.
CheckNot checked with the organizer yet. Look at their site before you plan around it.
Event siteSources: granfondoguide.com
18Sat
Sep ✓Life Time Chequamegon MTB FestivalDetails
- Dates
- Sat, Sep 18, 2027
- Where
- Hayward to Cable, WI
- Distances
- Chequamegon 40 (40 mi), Short & Fat (16 mi), Little Loggers kids loop
- Format
- point-to-point MTB festival (Chequamegon 40 / Short & Fat)
- Cause
- Charities page exists on site
- Organizer
- Life Time
- Series
- Life Time Grand Prix (round 4)
- Registration
- 2026 registration open; 2027 registration date TBA. Life Time 6-month Club-Access members get one-week early access.
- Lottery
- No public lottery noted; early access for Life Time members.
DateOrganizer site lists future dates: '2027 – September 18th' (and through 2032). 2026 edition Sep 19, 2026.
Event siteSources: cheqmtb.com cheqmtb.com
The town
Once you’re in Hayward
18Sat
Sep ~Maine Lighthouse RideDetails
- Dates
- Sat, Sep 18, 2027 · projected (2026 was Sep 19)
- Where
- South Portland, ME
- Distances
- Routes up to 100 miles past southern Maine lighthouses (per GF Guide calendar)
- Format
- multi-distance coastal ride
- Cause
- Eastern Trail Alliance
- Organizer
- Eastern Trail Alliance (per event history)
Date2026 edition was Sat Sep 19, 2026 (third Saturday of September); 2027 projected as the same weekend pattern = Sat Sep 18, 2027. Organizer has not published a 2027 date yet.
CheckNot checked with the organizer yet. Look at their site before you plan around it.
Event siteSources: granfondoguide.com
18Sat
Sep ~Mammoth TUFFDetails
- Dates
- Sat, Sep 18, 2027 · projected (2026 was Sep 18–20)
- Where
- Mammoth Lakes, CA
- Distances
- TUFF ~89 mi / 7,500 ft; shorter options
- Format
- high-altitude gravel race (UCI Gravel World Series round in 2026)
- Organizer
- TUFF Ventures
- Series
- UCI Gravel World Series (2026 round; 2027 TBD)
- Registration
- 2027 registration not open.
- Lottery
- No lottery.
Date2026 edition Sep 18–20, 2026 (race Sat Sep 19) in Mammoth Lakes; 2027 date not published -> Sat Sep 18, 2027 projected. Its 2027 UCI status is not yet on the UCI calendar (only Highlands listed for the US).
Notes~500 riders in 2025.
18Sep
18–19 ~Pedal the Cause (St. Louis)Details
- Dates
- Sat, Sep 18 – Sun, Sep 19, 2027 · projected (2026 was Sep 19–20)
- Where
- St. Charles (St. Louis area), MO
- Distances
- 7 courses: 10, 21, 30, 30 (Katy Trail), 52, 63, 100 mi road + 1 gravel; Kids Challenge; spin; virtual
- Format
- cancer one-day ride weekend
- Cause
- Cancer — Siteman Cancer Center and Siteman Kids at St. Louis Children's Hospital (100% of funds raised)
- Min. fundraising
- See fundraising FAQ on site
- Organizer
- Pedal the Cause
- Registration
- 2026 registration open (GiveSignup)
Date2026 event is Sat-Sun Sep 19-20, 2026 (celebration Saturday, ride Sunday) - third weekend of September; projected to the same weekend in 2027. No 2027 date published as of Sep 2026.
NotesSister event in San Diego (Padres Pedal the Cause) has been rebranded as the Curebound Cancer Challenge - listed separately.
18Sat
Sep ~Peninsula Century Fall ChallengeDetails
- Dates
- Sat, Sep 18, 2027 · projected (2026 was Sep 19)
- Where
- Sister Bay, WI
- Distances
- 25, 50, 62, 100 mi
- Elevation
- rolling
- Format
- Door County century
- Organizer
- Peninsula Pacers
DateProjected: 3rd Saturday of September (2026 edition Saturday Sept 19, 2026). Organizer has published 2027 Spring Classic date but not Fall Challenge.
NotesAll routes finish on the shore.
Event siteSources: peninsulacenturyfallchallenge.com peninsulacentury.com
18Sat
Sep ~Ride the RidgesDetails
- Dates
- Sat, Sep 18, 2027 · projected (2026 was Sep 19)
- Where
- Winona, MN
- Distances
- 22.5, 44, 75.1, 102.3 mi road; 74.3 mi gravel
- Elevation
- hilly bluffs (Driftless)
- Format
- bluff-country century
- Cause
- Community — Winona Rotary
- Organizer
- Winona Rotary Club
DateProjected: 3rd Saturday of September (2026 edition Saturday Sept 19, 2026). No 2027 date published.
Event siteSources: ridetheridges.bike
18Sat
Sep ~Ride to Defeat ALS - MassachusettsDetails
- Dates
- Sat, Sep 18, 2027 · projected (2026 was Sep 19)
- Where
- Wayland, MA
- Route
- Longfellow Health Club, Wayland → Wayland
- Distances
- 20, 40, 62 mi
- Format
- ALS one-day ride
- Cause
- ALS — The ALS Association (Massachusetts Chapter)
- Min. fundraising
- Not published yet
- Organizer
- The ALS Association
DateProjected to Sat Sep 18, 2027.
CheckNot checked with the organizer yet. Look at their site before you plan around it.
Event siteSources: bikenewengland.com
18Sep
18–20 ~Skinny Tire Fall Festival (Moab Century Tour)Details
- Dates
- Sat, Sep 18 – Mon, Sep 20, 2027 · projected (2026 was Sep 19–21)
- Where
- Moab, UT
- Distances
- 40, 60, 100 mi (century day)
- Format
- 3-day fall road festival incl. century day
- Cause
- Cancer — Moab Healthcare Foundation
- Organizer
- Skinny Tire Events
Date2026 edition Sept 19-21, 2026 (3rd weekend of September). 2027 projected Sept 18-20.
18Sat
Sep ~Tour de VineyardsDetails
- Dates
- Sat, Sep 18, 2027 · projected (2026 was Sep 19)
- Where
- Palisade, CO
- Distances
- 23 and 58 miles
- Elevation
- Rolling Grand Valley terrain
- Format
- wine country ride
- Organizer
- Palisade-area organizers
- Registration
- 2027 registration not yet open as of Sept 2026
DateNo 2027 date published. The 2026 edition was Sat Sept 19, 2026; the ride is held on a mid-September Saturday, so Sat Sept 18, 2027 is the projection.
NotesRide through the orchards and vineyards of Palisade in Colorado's Grand Valley, typically timed near the harvest season.
Event siteSources: cyclingwest.com
18Sat
Sep ~Tour of the Unknown CoastDetails
- Dates
- Sat, Sep 18, 2027 · projected (2026 was Sep 19)
- Where
- Ferndale, CA
- Distances
- 65 and 100 mi (shorter options historically)
- Elevation
- ~9,800 ft (century, historical)
- Format
- 'California's toughest century' (Lost Coast)
Date2026 edition Sat Sept 19, 2026 (Ferndale) (3rd Saturday of September). 2027 projected Sept 18.
CheckNot checked with the organizer yet. Look at their site before you plan around it.
Sources: granfondoguide.com
19Sun
Sep ~Bike the BarnsDetails
- Dates
- Sun, Sep 19, 2027 · projected (2026 was Sep 20)
- Where
- Verona, WI
- Distances
- ~43 or ~60 mi
- Elevation
- rolling
- Format
- farm-tour fundraiser ride
- Cause
- FairShare CSA Coalition
- Organizer
- FairShare CSA Coalition
- Registration
- Fundraiser rider $80 + $80 pledge
DateProjected: 3rd Sunday of September (2026 edition Sunday Sept 20, 2026). 2027 edition referenced in fundraising prizes; no date.
NotesCause-driven ride.
Event siteSources: csacoalition.org
19Sun
Sep ~GFNY Pittsburgh (Michelob Ultra GFNY Pittsburgh-Monroeville)Details
- Dates
- Sun, Sep 19, 2027 · projected (2026 was Sep 20)
- Where
- Monroeville, PA
- Distances
- 41 and 70 miles (Boyce Park start)
- Format
- GFNY timed gran fondo
- Organizer
- GFNY
- Registration
- 2026 open; 2027 not posted
Date2026 edition was Sun Sep 20, 2026 (third Sunday of September); 2027 projected as the same weekend pattern = Sun Sep 19, 2027. Organizer has not published a 2027 date yet.
NotesInaugural edition 2025.
Event siteSources: granfondoguide.com gfny.com
19Sun
Sep ~Gran Fondo Maryland / USA Cycling Gran Fondo National ChampionshipsDetails
- Dates
- Sun, Sep 19, 2027 · projected (2026 was Sep 20)
- Where
- Frederick, MD
- Distances
- ~30, ~60, ~90 miles (GF Guide lists 30/60/70/88)
- Elevation
- ~8,500 ft (Gran) — highest gain/mile in the GFNS
- Format
- timed-segment gran fondo; GFNS national championship
- Cause
- Supported by Maryland Sports (Michael Erin Busch Sports Fund grant)
- Organizer
- Gran Fondo National Series
- Registration
- 2026 open; 2027 not posted
Date2026 edition was Sun Sep 20, 2026 (third Sunday of September); 2027 projected as the same weekend pattern = Sun Sep 19, 2027. Organizer has not published a 2027 date yet.
Notes15th edition in 2026.
Event siteSources: granfondonationalseries.com granfondoguide.com
19Sep
19–25 ✓Joy Ride CADetails
- Dates
- Sun, Sep 19 – Sat, Sep 25, 2027
- Where
- San Francisco, CA
- Route
- San Francisco → Los Angeles
- Distances
- San Francisco to Los Angeles over 7 days
- Format
- HIV/AIDS multi-day (7-day SF to LA)
- Cause
- HIV/AIDS — Site says 100% of proceeds go to 'benefiting non-profit organizations'.
- Min. fundraising
- Not published yet
- Organizer
- FAB Adventures Inc. (Florida-based; spun off 'Joy Ride FL'); founder Tom Manning
- Registration
- Site shows 'Registration open'.
Datethejoyrideca.org (checked Oct 1, 2026) now reads '7 day cycling event from San Francisco to Los Angeles September 19th-25th, 2027' and shows registration open. This replaces the earlier 'Coming June 2027' / 6-day copy.
NotesCAUTION: San Francisco AIDS Foundation and the Los Angeles LGBT Center publicly disavowed this event (June 4-5, 2026), stating it is not affiliated with AIDS/LifeCycle, that they are unaware of any meaningful connection to California HIV/AIDS or LGBTQ organizations, and that emails to former ALC participants were sent without authorization.
Event siteSources: ebar.com resources.sfaf.org
19Sun
Sep ~North Shore CenturyDetails
- Dates
- Sun, Sep 19, 2027 · projected (2026 was Sep 20)
- Where
- Wilmette, IL
- Distances
- 25, 50, 62, 100 mi
- Elevation
- flat
- Format
- club century
- Cause
- Children — multiple local charities
- Organizer
- Evanston Bicycle Club
- Registration
- 2026 registration opened July 1, 2026 ($50 online, $65 day-of, $15 under 17); capped at 2,400 riders
DateProjected: 3rd Sunday of September (2026 edition Sunday Sept 20, 2026; 2025 was Sept 21). No 2027 date published.
Notes41st annual in 2026; start at Gillson Park, Wilmette.
24Sep
24–26 ~Autumn Escape Bike Trek (Cape Cod)Details
- Dates
- Fri, Sep 24 – Sun, Sep 26, 2027 · projected (2026 was Sep 25–27)
- Where
- Sandwich, MA
- Distances
- 1-, 2- or 3-day options on Cape Cod (distances not listed)
- Format
- lung one-to-three-day ride
- Cause
- Lung — American Lung Association
- Min. fundraising
- Not published yet
- Organizer
- American Lung Association
DateProjected to Sep 24-26, 2027.
CheckNot checked with the organizer yet. Look at their site before you plan around it.
Event siteSources: bikenewengland.com
24Sep
24–26 ~Cycle for the CauseDetails
- Dates
- Fri, Sep 24 – Sun, Sep 26, 2027 · projected (2026 was Sep 25–27)
- Where
- New York, NY
- Route
- New York, NY (Randall's Island) - 2026 format; through 2025 the ride started in Boston, MA → New York, NY (The LGBT Community Center, 208 W 13th St)
- Distances
- 200+ miles over 3 days through NY, NJ and CT (Day 1 over the George Washington Bridge into NJ then CT; Day 2 Connecticut loop with 100-mile century option; Day 3 back through NYC boroughs). 2025 was a 4-day (3 riding days) 275-mile Boston-to-NYC route.
- Format
- HIV/AIDS / LGBTQ multi-day (3-day, hotel-based)
- Cause
- HIV/AIDS — The Lesbian, Gay, Bisexual & Transgender Community Center (NYC) - HIV/AIDS prevention and care, mental health, substance-use recovery, youth programs
- Min. fundraising
- $3,000 riders age 25+; $2,000 riders 18-24; $1,000 crew; $95 registration fee (riders and crew); virtual: no fee/no minimum
- Organizer
- The NYC LGBT Community Center
- Registration
- 2026 registration open (support.gaycenter.org DonorDrive); not a lottery; two hotel nights and meals included
Date2026 ride is Friday-Sunday September 25-27, 2026. Projected to the corresponding late-September weekend in 2027 (Sept 24-26). Caution: the ride has floated between the 3rd and 4th September weekends (2022: Sept 16-18; 2025: Sept 18-21; 2026: Sept 25-27), so Sept 17-19, 2027 is also plausible. No 2027 date published. Organizer site (Oct 1, 2026) shows only the Sept 25-27, 2026 ride; no 2027 date or registration yet.
NotesFormerly the Northeast AIDS Ride, Boston-to-NYC. Reformatted for 2026 into a 3-day tri-state loop starting and ending in NYC. Has a virtual tier.
Event siteSources: cycleforthecause.org cycleforthecause.org
The town
Once you’re in New York
24Sep
24–25 ~Salt to Saint RelayDetails
- Dates
- Fri, Sep 24 – Sat, Sep 25, 2027 · projected (2026 was Sep 25–26)
- Where
- Salt Lake City to St. George, UT
- Distances
- 420 mi relay (2-8 rider teams); solo option
- Format
- 420-mile Salt Lake City to St. George relay (24 legs) with solo/ultra category
- Organizer
- Salt to Saint
Date2026 edition Fri-Sat Sept 25-26, 2026.
Event siteSources: cyclingwest.com
25Sat
Sep ~Big Dam Bridge 100Details
- Dates
- Sat, Sep 25, 2027 · projected (2026 was Sep 26)
- Where
- Little Rock, AR
- Distances
- 15, 26, 50, 75 and 105 miles
- Format
- Arkansas's largest cycling tour (Big Dam Bridge)
- Organizer
- Big Dam Bridge 100 (Little Rock)
Date2026 edition was Sat Sep 26, 2026 (last Saturday of September); 2027 projected as the same weekend pattern = Sat Sep 25, 2027. Organizer has not published a 2027 date yet.
NotesSanctioned tour with a competitive 100-mile category.
25Sep 25–
Oct 2 ~California Coast ClassicDetails
- Dates
- Sat, Sep 25 – Sat, Oct 2, 2027 · projected (2026 was Sep 26)
- Where
- San Francisco to Los Angeles, CA
- Route
- San Francisco → Los Angeles
- Distances
- 525 mi over 8 days, San Francisco to Los Angeles on Hwy 1
- Format
- arthritis eight-day tour
- Cause
- Arthritis — Arthritis Foundation
- Min. fundraising
- $3,500
- Organizer
- Arthritis Foundation Cycling Experience
- Registration
- Capped at ~250 riders; fully supported
Date2026 edition is Sept 26–Oct 3, 2026 (8 days, SF→LA); projected to the equivalent late-Sept week in 2027. 2027 dates not yet published.
CheckNot checked with the organizer yet. Look at their site before you plan around it.
Event siteSources: events.arthritis.org
25Sat
Sep ~Denver Century RideDetails
- Dates
- Sat, Sep 25, 2027 · projected (2026 was Sep 26)
- Where
- Denver, CO
- Distances
- 100, 85, 50 and 25 miles, plus an 11.7-mile Ice Cream Ride
- Elevation
- Modest - urban and near-urban Front Range terrain
- Format
- urban century
- Cause
- Bicycle Colorado (principal ride beneficiary)
- Organizer
- Denver Century Ride (title sponsor CommonSpirit)
- Registration
- 2027 registration not yet open as of Sept 2026; 2026 registration via https://register.hakuapp.com/?event=2694c1a03d2c9c9e9418
DateNo 2027 date published. The 16th annual edition was Sat Sept 26, 2026; the ride is held on a late-September Saturday, so Sat Sept 25, 2027 is the projection.
NotesBilled as 'Colorado's Only Urban-Based Ride for All Cycling Abilities.' Start/finish at The Shops at Northfield, Denver. Routes explore Denver neighborhoods, parks and bike infrastructure.
Event siteSources: denvercenturyride.com denvercenturyride.com
25Sat
Sep ~Escape New YorkDetails
- Dates
- Sat, Sep 25, 2027 · projected (2026 was Sep 26)
- Where
- New York (Sakura Park, Manhattan), NY
- Distances
- 25, 50, 63, 75, 100 and 125 miles
- Format
- club century / multi-distance ride
- Cause
- NYCC youth cycling programs across the five boroughs
- Organizer
- New York Cycle Club (volunteer-run)
- Registration
- 2026: $260 (early bird $105 through May 31)
Date2026 edition was Sat Sep 26, 2026 (last Saturday of September); 2027 projected as the same weekend pattern = Sat Sep 25, 2027. Organizer has not published a 2027 date yet.
NotesNYCC's signature one-day event into Rockland/Bergen counties.
Event siteSources: eny.nycc.org nycc.org
The town
Once you’re in New York
25Sat
Sep ~Heck of the NorthDetails
- Dates
- Sat, Sep 25, 2027 · projected (2026 was Sep 26)
- Where
- Two Harbors, MN
- Distances
- 100 mi / 3,400 ft, 50 mi, 20 mi
- Format
- North Shore gravel classic
- Organizer
- HOTN Events
- Registration
- BikeReg; ~400 riders; $90–110.
- Lottery
- No lottery.
Date2026 edition Sep 26, 2026 (last Saturday of September) -> Sep 25, 2027 projected; not announced.
NotesFounded 2007.
25Sep
25–26 ~Kato Bike Fall Fest (successor to Mankato River Ramble)Details
- Dates
- Sat, Sep 25 – Sun, Sep 26, 2027 · projected (2026 was Sep 26–27)
- Where
- Mankato, MN
- Distances
- Sunday: 12.4 and 37.2 mi paved; 11.4 and 38.7 mi gravel
- Elevation
- rolling
- Format
- fall festival weekend with Sunday tour
- Organizer
- Greater Mankato Bike & Walk Advocates and BikeMN
- Registration
- Eventbrite
DateProjected: last weekend of September (2026 edition Sept 26-27, 2026 with Sunday tour Sept 27). No 2027 date published.
NotesReplaced the Mankato River Ramble starting 2025.
Event siteSources: bikemn.org havefunbiking.com
25Sat
Sep ~Knoxville Fall Classic Double CenturyDetails
- Dates
- Sat, Sep 25, 2027 · projected (2026 was Sep 26)
- Where
- Fairfield / Vacaville, CA
- Distances
- 200 mi
- Format
- Cal Triple Crown double (Quackcyclists)
- Organizer
- Quackcyclists
Date2026 edition Sat Sept 26, 2026 (last Saturday of September). 2027 projected Sept 25.
Sources: caltriplecrown.org granfondoguide.com
25Sat
Sep ~Life Time The Rad Dirt FestDetails
- Dates
- Sat, Sep 25, 2027 · projected (2026 was Sep 26)
- Where
- Trinidad, CO
- Distances
- Stubborn Dolores 110 mi, Anteloop 70 mi, Habanero 40 mi
- Format
- gravel race
- Organizer
- Life Time
- Series
- Life Time Grand Prix (round 5, returns to series in 2027); UNBOUND qualifier
- Registration
- 2027 registration date TBA; Life Time members get one-week early access.
- Lottery
- No lottery; UNBOUND qualifier coins.
DateOrganizer site shows only Sep 26, 2026; 2027 date not published. Last-Saturday-of-September pattern (Sep 27 2025, Sep 26 2026) gives Sep 25, 2027. Confirmed to be a 2027 Life Time Grand Prix round.
NotesFounded 2021. 2026 entry ~$190.
Event siteSources: theraddirt.com theraddirt.com
25Sat
Sep ~Lighthouse Century (SLOBC)Details
- Dates
- Sat, Sep 25, 2027 · projected (2026 was Sep 26)
- Where
- Morro Bay, CA
- Distances
- 40, 65, 75, 100 mi
- Elevation
- 1,400 ft (40) / 2,000 (65) / 2,300 (75) / 4,700 ft (100)
- Format
- coastal century Morro Bay-San Simeon
- Cause
- Bike SLO County and local groups
- Organizer
- San Luis Obispo Bicycle Club
- Registration
- 2026 registration opened June 7, 2026; 1,000-rider cap
Date2026 edition confirmed Sat Sept 26, 2026 (last Saturday of September). 2027 projected to Sept 25.
Event siteSources: slobc.org granfondoguide.com
25Sat
Sep ~Mountains to the Desert ClassicDetails
- Dates
- Sat, Sep 25, 2027 · projected (2026 was Sep 26)
- Where
- Telluride, CO
- Distances
- 73 to 110 miles
- Elevation
- Substantial - descends from the San Juan Mountains toward the desert with major climbing en route
- Format
- charity century
- Cause
- Children — Telluride-area youth foundation
- Organizer
- Telluride-area organizers
- Registration
- 2027 registration not yet open as of Sept 2026
DateNo 2027 date published. The 2026 edition was Sat Sept 26, 2026; the ride is held on a late-September Saturday, so Sat Sept 25, 2027 is the projection.
NotesPoint-to-point ride from the mountains around Telluride out toward the desert country.
Event siteSources: cyclingwest.com
25Sat
Sep ~Pedal the PetrifiedDetails
- Dates
- Sat, Sep 25, 2027 · projected (2026 was Sep 26)
- Where
- Petrified Forest National Park (Holbrook), AZ
- Distances
- 31 and 63 mi
- Format
- metric century inside Petrified Forest National Park
Date2026 edition Sat Sept 26, 2026 (last Saturday of September). 2027 projected to Sept 25.
CheckNot checked with the organizer yet. Look at their site before you plan around it.
Sources: granfondoguide.com
25Sat
Sep ~Ride the RogueDetails
- Dates
- Sat, Sep 25, 2027 · projected (2026 was Sep 26)
- Where
- Grants Pass / Rogue River, OR
- Distances
- Multiple routes, historically from a short family ride up to a metric or full century along the Rogue River
- Elevation
- Rolling to hilly Rogue Valley terrain
- Format
- community ride
- Cause
- Bike advocacy — Rogue River Greenway Foundation
- Organizer
- Rogue River Greenway Foundation
- Registration
- 2027 registration not yet open as of Sept 2026
DateNo 2027 date published. The 2026 edition was Sat Sept 26, 2026 per the Portland Bicycling Club event calendar; the ride is held on a late-September Saturday, so Sat Sept 25, 2027 is the projection.
NotesSouthern Oregon ride supporting the Rogue River Greenway trail.
25Sat
Sep ~Seacoast CenturyDetails
- Dates
- Sat, Sep 25, 2027 · projected (2026 was Sep 26)
- Where
- Hampton, NH
- Distances
- 25, 50, 62, 100 miles
- Format
- club century (NH/MA/ME coast)
- Cause
- Granite State Wheelers fund-raiser (club programs)
- Organizer
- Granite State Wheelers (with Bike-Walk Alliance of NH)
- Registration
- BikeReg (bikereg.com/seacoast-century-52)
Date2026 edition was Sat Sep 26, 2026 (last Saturday of September); 2027 projected as the same weekend pattern = Sat Sep 25, 2027. Organizer has not published a 2027 date yet.
Notes52nd annual in 2026; tri-state ride touching NH, MA and ME.
25Sat
Sep ~Wheelin' to WallDetails
- Dates
- Sat, Sep 25, 2027 · projected (2026 was Sep 26)
- Where
- Wall, SD
- Distances
- 31 and 38 mi road; 35 and 64 mi gravel
- Elevation
- rolling prairie/Badlands
- Format
- Badlands road/gravel ride
- Organizer
- Wheelin' to Wall
- Registration
- BikeReg
DateProjected: last Saturday of September (2026 edition Saturday Sept 26, 2026). No 2027 date published.
Event siteSources: wheelintowall.com
26Sun
Sep ~Apple Cider CenturyDetails
- Dates
- Sun, Sep 26, 2027 · projected (2026 was Sep 27)
- Where
- Three Oaks, MI
- Distances
- 15, 25, 37, 50, 62, 75, 100 mi
- Elevation
- rolling
- Format
- large club century
- Cause
- Children
- Organizer
- Three Oaks Spokes Bicycle Club
- Registration
- 2026: $75 through Sept 21; kids 12 and under free
DateProjected: always the last Sunday of September (2026 edition Sunday Sept 27, 2026). No 2027 date published.
NotesSince 1974; ~4,000+ riders.
26Sun
Sep ~Honolulu Century RideDetails
- Dates
- Sun, Sep 26, 2027 · projected (2026 was Sep 27)
- Where
- Honolulu, HI
- Distances
- 25, 50, 75, 100 mi
- Format
- Hawaii Bicycling League's signature ride (Kapiolani Park)
- Cause
- Bike advocacy — Hawaii Bicycling League
- Organizer
- Hawaii Bicycling League
Date2026 edition Sun Sept 27, 2026 (last Sunday of September).
Sources: granfondoguide.com granfondoguide.com
26Sun
Sep ~Six Gap Century & Three Gap FiftyDetails
- Dates
- Sun, Sep 26, 2027 · projected (2026 was Sep 27)
- Where
- Dahlonega, GA
- Distances
- Six Gap 104 mi (11,200+ ft); Three Gap Fifty 58 mi; (GF Guide also lists a 35-mile option)
- Elevation
- 11,200+ ft (Six Gap)
- Format
- North Georgia mountain century (six gaps)
- Organizer
- Six Gap (Dahlonega)
- Registration
- 2026: $131; discounted registration ends Sept 7 or at the 1,500-rider limit
Date2026 edition was Sun Sep 27, 2026 (last Sunday of September); 2027 projected as the same weekend pattern = Sun Sep 26, 2027. Organizer has not published a 2027 date yet.
NotesStarts at Lumpkin County High School; ride limit 1,500.
26Sun
Sep ~Tour de Cure: Silicon Valley (Palo Alto, CA)Details
- Dates
- Sun, Sep 26, 2027 · projected (2026 was Sep 27)
- Where
- Palo Alto, CA
- Distances
- 7, 35, 65 mi
- Format
- diabetes one-day ride
- Cause
- Diabetes — American Diabetes Association
- Min. fundraising
- Not published yet
- Organizer
- American Diabetes Association
DateProjected to Sun Sep 26, 2027.
CheckNot checked with the organizer yet. Look at their site before you plan around it.
Event siteSources: granfondoguide.com
26Sun
Sep ~Tour of the Rio Grande Bicycle CenturyDetails
- Dates
- Sun, Sep 26, 2027 · projected (2026 was Sep 27)
- Where
- Albuquerque, NM
- Distances
- 39, 62, 78, 100 mi
- Format
- Albuquerque valley century
Date2026 edition Sun Sept 27, 2026 (last Sunday of September). 2027 projected Sept 26.
Event siteSources: cyclingwest.com
26Sun
Sep ~Twin Lights Ride (Bike New York)Details
- Dates
- Sun, Sep 26, 2027 · projected (2026 was Sep 27)
- Where
- Highlands, NJ
- Distances
- 15, 30, 55, 75, 100 miles from Huddy Park
- Format
- multi-distance supported ride
- Cause
- Bike New York education programs
- Organizer
- Bike New York
- Registration
- 2026 registration open
Date2026 edition was Sun Sep 27, 2026 (last Sunday of September); 2027 projected as the same weekend pattern = Sun Sep 26, 2027. Organizer has not published a 2027 date yet.
NotesBike New York's fall century on the Jersey Shore/Navesink highlands.
Event siteSources: bike.nyc bike.nyc
26Sun
Sep ~Vermont 50 MTBDetails
- Dates
- Sun, Sep 26, 2027 · projected (2026 was Sep 27)
- Where
- West Windsor (Ascutney), VT
- Distances
- 50 mi MTB
- Format
- 50-mile MTB (and 50K/50-mile run) fundraiser
- Cause
- Vermont Adaptive
- Organizer
- Vermont 50
- Lottery
- No lottery (historically a lottery-free sellout).
Date2026 edition Sep 27, 2026 (last Sunday of September) -> Sep 26, 2027 projected; not announced.
Event siteSources: strambecco.com