— training miles since June 1 · the 10,000 start Jan 1

June 2027 bike rides & races

76 rides and races · 26 with the organizer’s date

organizer’s dateprojected from 2026, check first

Narrow by type, region, cause, distance →

3Jun
3–6 ✓
Life Time UNBOUND GravelEmporia, KS · gravel · festival · 4 days · XL (~350 mi), 200, 100, 50, 25 miles; Juniors; Kids Crit.… · Emporia guide →Details
Dates
Thu, Jun 3 – Sun, Jun 6, 2027
Where
Emporia, KS
Distances
XL (~350 mi), 200, 100, 50, 25 miles; Juniors; Kids Crit. XL 350 mi starts Fri June 4 (evening)
Format
mass-participation gravel race / festival
Cause
Charity entries via partners (e.g., Chris Klug Foundation 'CKF UNBOUND' team; other partners not listed on site)
Organizer
Life Time
Series
Life Time Grand Prix (200-mile race is round 2)
Registration
Lottery. Opens Nov 1, 2026 10:00 AM CT; closes Nov 15, 2026 11:59 PM CT; results Nov 21, 2026. Life Time Club members early access from Oct 25, 2026. One entry per person; registration free to enter (card collected). 2027 entry fees 'coming soon'.
Lottery
Yes — lottery Nov 1–15, 2026 (all distances incl. XL); results Nov 21, 2026. Guaranteed entry via: qualifier coins (Sea Otter Classic, Crusher in the Tushar, Heathland Gravel, Rad Dirt Fest, Big Sugar Gravel — 50+ coins each for 200/100), volunteering 10+ hrs at UNBOUND or Big Sugar (100 spots), charity entries (first-come), Life Time 6-month Club-Access membership, training camp packages.

DateOfficial site prints 'June 3 – 6, 2027 | Emporia, KS'; the main 200/100/50/25 races are Saturday June 5, 2027 (BikeSignup 2027 CKF listing shows Sat Jun 5 – Sun Jun 6).

NotesFormerly Dirty Kanza (renamed 2020). 2027 routes 'in the works'. Roughly 4,000 riders. Also a Life Time Grand Prix round (UNBOUND 200 presented by Shimano). Unbound XL (350 mi) runs Friday evening June 4 into Saturday.

The town

Once you’re in Emporia

The Emporia town guide →

4Jun 4–
Aug 14 ✓
Bike the US for MS - Northern TierBar Harbor, ME · charity ride · MS · 72 days · Approx. 4,000 mi historicallyDetails
Dates
Fri, Jun 4 – Sat, Aug 14, 2027
Where
Bar Harbor, ME
Distances
Approx. 4,000 mi historically
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.

5Jun
5–6 ~
Armed Forces Cycling Classic (Crystal City / Clarendon Cup)Arlington, VA · race · Veterans · 2 days · Pro-am criteriums (Clarendon Cup, Crystal City Cup) plus…Details
Dates
Sat, Jun 5 – Sun, Jun 6, 2027 · projected
Where
Arlington, VA
Distances
Pro-am criteriums (Clarendon Cup, Crystal City Cup) plus amateur categories and challenge rides
Format
two-day criterium weekend in Arlington, VA
Cause
Veterans
Organizer
Armed Forces Cycling Classic
Qualification
USA Cycling license

DateHeld the first weekend of June (Sat Clarendon Cup, Sun Crystal City Cup; e.g., June 1-2, 2024; June 7-8, 2025); 2027 projected June 5-6, 2027. Not yet announced.

5Sat
Jun ✓
Bike the Coast VenturaVentura, CA · roadDetails
Dates
Sat, Jun 5, 2027
Where
Ventura, CA
Format
Ventura County coastal edition
Organizer
Bike the Coast

DateNot checked with the organizer yet. Look at their site before you plan around it.

5Jun
5–12 ✓
Biking Across Kansas (BAK) 2027statewide, KS · multi-day tour · 8 days · 2026 route was 550 miles over 9 days; typical 450-560 milesDetails
Dates
Sat, Jun 5 – Sat, Jun 12, 2027
Where
statewide (Colorado line to Missouri line), KS
Route
TBA (Colorado state line) → TBA (eastern Kansas)
Distances
2026 route was 550 miles over 9 days; typical 450-560 miles
Format
cross-state camping tour
Cost
2027 fee TBA; 2026 was $375 adult full-time, $240 junior (6-17), $100/day part-time
Organizer
Biking Across Kansas, Inc. (501c3)
Registration
Registration opens January 29, 2027 via BikeReg.com

Datebak.org 2026 info page states: 'The next Biking Across Kansas (BAK) event is scheduled for June 5-12, 2027' with registration opening January 29, 2027. 2026 ride was June 5-13, 2026 (Colorado border to Pittsburg, 550 mi).

NotesFounded 1975. 2026 overnight towns: Johnson City, Montezuma, Ashland, Medicine Lodge, Conway Springs, Burden, Independence, Baxter Springs, Pittsburg. 2027 route not yet published.

5Jun
5–12 ✓
BRAG - Bicycle Ride Across Georgia (Big BRAG) 2027Atlanta ; route TBA, GA · multi-day tour · 7 days · ~400+ miles over 7 riding days (avg ~55 mi/day) with one…Details
Dates
Sat, Jun 5 – Sat, Jun 12, 2027
Where
Atlanta (HQ); route TBA, GA
Distances
~400+ miles over 7 riding days (avg ~55 mi/day) with one layover day
Format
cross-state camping tour
Cost
2027 pricing not yet posted; 2026 full-week adult was $600 (BRAG Lite $330; single day $100)
Organizer
Bicycle Ride Across Georgia (BRAG), nonprofit
Registration
2027 registration open/announced on brag.org (route to be announced)

Datebrag.org lists Big BRAG 2027 as June 5-12, 2027 (48th BRAG). 2026 (47th) was May 30-June 6, 2026, LaFayette/Lookout Mountain to Columbus.

NotesFully supported camping tour (rest stops every 12-18 mi, luggage transport, camping at schools). BRAG also runs a RAGBRAI charter ('Ride Across Iowa with BRAG').

5Sat
Jun ~
Cherohala ChallengeVonore, TN · road · 35, 62 and 115 milesDetails
Dates
Sat, Jun 5, 2027 · projected (2026 was Jun 6)
Where
Vonore, TN
Distances
35, 62 and 115 miles
Elevation
10,350 ft (115-mile route)
Format
mountain century over the Cherohala Skyway
Organizer
Smoky Mountain Wheelmen
Registration
2026: $40-$80

Date2026 edition was Sat Jun 6, 2026 (first Saturday of June); 2027 projected as the same weekend pattern = Sat Jun 5, 2027. Organizer has not published a 2027 date yet.

5Sat
Jun ~
Dead Swede HundoSheridan, WY · gravel · 100 mi Crusher / 7,671 ft; 60 mi Creeper; 40 mi Cruiser…Details
Dates
Sat, Jun 5, 2027 · projected (2026 was Jun 6)
Where
Sheridan (Kendrick Park), WY
Distances
100 mi Crusher / 7,671 ft; 60 mi Creeper; 40 mi Cruiser; 20 mi shuttle option
Format
Bighorn Mountains gravel race
Organizer
Dead Swede Hundo LLC / Sheridan Bicycle Company
Registration
~$100.
Lottery
No lottery.

Date2026 edition Jun 6, 2026 (first Saturday of June).

5Sat
Jun ✓
Eastern Sierra Double CenturyBishop, CA · road · 200 miDetails
Dates
Sat, Jun 5, 2027
Where
Bishop, CA
Distances
200 mi
Format
Cal Triple Crown double (25th anniversary)
Organizer
Planet Ultra Inc
5Sat
Jun ✓
Giro di San Diego - The Palomar GranFondoEscondido, CA · roadDetails
Dates
Sat, Jun 5, 2027
Where
Escondido, CA
Format
Palomar Mountain gran fondo
Organizer
Giro di San Diego
Registration
Open (listed with 2027 pricing)

Date2026 edition was June 6, 2026.

5Sat
Jun ~
Little Red Riding HoodLewiston, UT · road · Cancer · 17, 30, 55, 70, 100 miDetails
Dates
Sat, Jun 5, 2027 · projected (2026 was Jun 6)
Where
Lewiston (Cache Valley), UT
Distances
17, 30, 55, 70, 100 mi
Format
women-only century (Bonneville Cycling Club)
Cause
Cancer — Huntsman Cancer Institute (women's cancers)
Organizer
Bonneville Cycling Club
Registration
Historically sells out within hours of opening (spring)

Date2026 edition Sat June 6, 2026 (Lewiston) (first Saturday of June).

NotesWomen and girls only; ~3,000 riders.

5Sat
Jun ~
Ride to End ALZ - New EnglandHampton, NH · charity ride · Alzheimer's · Four routes (distances not listed)Details
Dates
Sat, Jun 5, 2027 · projected (2026 was Jun 6)
Where
Hampton, NH
Distances
Four routes (distances not listed)
Format
Alzheimer's one-day ride
Cause
Alzheimer's — Alzheimer's Association
Min. fundraising
Not published yet
Organizer
Alzheimer's Association

DateDate not confirmed yet. Check the organizer’s site.

5Jun
5–6 ~
TOMRV – Tour of the Mississippi River ValleyBettendorf to Dubuque, IA · road · 2 days · ~108 mi Bettendorf-Dubuque (or 72 mi from Goose Lake) day…Details
Dates
Sat, Jun 5 – Sun, Jun 6, 2027 · projected (2026 was Jun 6–7)
Where
Bettendorf to Dubuque, IA
Distances
~108 mi Bettendorf-Dubuque (or 72 mi from Goose Lake) day 1; return day 2
Elevation
hilly river bluffs
Format
two-day tour with one-day option
Organizer
Quad Cities Bicycle Club
Registration
2026: $219/$239 two-day; $109/$139 one-day

DateProjected: 1st weekend of June (2026 edition June 6-7, 2026). No 2027 date published.

Notes47th year in 2026.

5Sat
Jun ✓
Tour de Cure: Finger LakesScottsville, NY · charity ride · Diabetes · Multiple route options (typically ~10–100 mi)Details
Dates
Sat, Jun 5, 2027
Where
Scottsville (Stokoe Farms), NY
Distances
Multiple route options (typically ~10–100 mi)
Format
diabetes one-day ride
Cause
Diabetes — American Diabetes Association
Min. fundraising
Fundraising minimum varies by route (check event page)
Organizer
American Diabetes Association
Registration
2027 event page live on diabetes.org

Datediabetes.org: Saturday June 5, 2027.

5Sat
Jun ~
Tour de PepinLake City, MN · road · 32, 40, 50, 72 mi (lake loop), 100 miDetails
Dates
Sat, Jun 5, 2027 · projected (2026 was Jun 6)
Where
Lake City, MN
Distances
32, 40, 50, 72 mi (lake loop), 100 mi
Elevation
rolling bluffs
Format
lake-loop century
Organizer
Lake City Chamber of Commerce
Registration
2026: $65 individual / $240 team of four

DateProjected: 1st Saturday of June (2026 edition Saturday June 6, 2026). No 2027 date published.

Notes19th year in 2026.

5Sat
Jun ~
Whiteface Mountain Uphill Bike RaceWilmington, NY · hill climb · 8 miles up Whiteface Mountain Veterans Memorial Highway…Details
Dates
Sat, Jun 5, 2027 · projected (2026 was Jun 6)
Where
Wilmington, NY
Distances
8 miles up Whiteface Mountain Veterans Memorial Highway (avg 8% grade)
Elevation
~3,500 ft gain
Format
mountain hill climb (Veterans Memorial Highway)
Organizer
Whiteface Mountain Regional Visitors Bureau
Registration
2027 registration not yet open (BikeReg)
Qualification
Open entry

Date2026 edition was Sat Jun 6, 2026 (first Saturday of June); 2027 projected as the same weekend pattern = Sat Jun 5, 2027. Organizer has not published a 2027 date yet. 2026 was the 23rd annual (Sat June 6, 2026, 5:30 pm start).

NotesPart of the BUMPS hill-climb series.

6Sun
Jun ~
America's Most Beautiful Bike Ride (Blood Cancer United / Team In Training)Lake Tahoe, NV · charity ride · Cancer · 35, 72, 100 miDetails
Dates
Sun, Jun 6, 2027 · projected (2026 was Jun 7)
Where
Lake Tahoe (Stateline/South Lake Tahoe), NV
Distances
35, 72, 100 mi
Format
blood-cancer fundraising ride (charity partner event)
Cause
Cancer — Blood Cancer United (formerly The Leukemia & Lymphoma Society)
Min. fundraising
Team In Training fundraising commitment
Organizer
Bike the West (ride) / Blood Cancer United Team In Training (charity)
Registration
2027 registration opens fall 2026 (interest list open)

Date2026 ride was Sunday June 7, 2026 (first Sunday of June); projected to Sunday June 6, 2027. LLS page says 2027 registration opens fall 2026.

NotesPublic ride with LLS as official charity.

CheckNot checked with the organizer yet. Look at their site before you plan around it.

6Sun
Jun ~
Arlington 500Lake Zurich, IL · road · 20 to 101 miDetails
Dates
Sun, Jun 6, 2027 · projected (2026 was May 31)
Where
Lake Zurich, IL
Distances
20 to 101 mi
Elevation
rolling
Format
club invitational
Organizer
Arlington Heights Bicycle Club
Registration
2026 via BikeReg (closed)

DateProjected: first Sunday after Memorial Day (2026 edition Sunday May 31, 2026; 2025 was June 1). Could alternatively be May 30, 2027; no 2027 date published.

6Jun 6–
Aug 10 ✓
Bike the US for MS - TransAmericaYorktown, VA → San Francisco, CA · charity ride · MS · 66 days · Approx. 3,800 mi historicallyDetails
Dates
Sun, Jun 6 – Tue, Aug 10, 2027
Where
Yorktown, VA
Route
Yorktown, VA → San Francisco, CA
Distances
Approx. 3,800 mi historically
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.

6Jun
6–12 ~
BRAN 45 - Bicycle Ride Across Nebraska 2027TBA, NE · multi-day tour · 7 days · ~400-450 miles (2026: 422 mi; days 40-105 mi)Details
Dates
Sun, Jun 6 – Sat, Jun 12, 2027 · projected (2026 was Jun 7–13)
Where
TBA, NE
Route
TBA (west) → TBA (east)
Distances
~400-450 miles (2026: 422 mi; days 40-105 mi)
Format
cross-state camping tour
Cost
2027 TBA
Organizer
BRAN, Inc. (volunteer 501c3; Omaha Pedalers heritage)
Registration
2027 registration not yet open (2026 was on BikeReg: bikereg.com/bran44); cap 600; 3-, 4- and 7-day packages

DateBRAN 44 (2026) was June 7-13, 2026 (Valentine to Arlington, 422 mi; 'Outlaw Trail Adventure'); BRAN 43 (2025) June 1-7. BRAN runs Sunday-Saturday in the first/second week of June, so June 6-12, 2027 is projected.

NotesTent camping, baggage handling, hot showers, optional daily gravel routes. ~200 riders in 2026 (Wayne overnight June 11).

6Sun
Jun ✓
Highlands Gran Fondo (Gran Fondo National Series)Butler, NJ · road · Gran ~100 mi (~8,000 ft), Medio ~60 mi, Piccolo ~35 miDetails
Dates
Sun, Jun 6, 2027
Where
Butler, NJ
Distances
Gran ~100 mi (~8,000 ft), Medio ~60 mi, Piccolo ~35 mi
Elevation
~8,000 ft (Gran)
Format
timed-segment gran fondo
Cause
Boy Scouts Troop #49 (local)
Organizer
Gran Fondo National Series
Registration
Open; tiered pricing through May 24, 2027

DateOfficial GFNS page: June 6, 2027 (2026 was June 7).

NotesFormerly the region's Gran Fondo NJ successor in the NJ Highlands, 35 min from NYC.

6Sun
Jun ~
The Sequoia (Sequoia Century)Los Altos Hills, CA · road · 2026: 43 mi fun, 62 mi metric, 75 mi challenge, 80 mi w/…Details
Dates
Sun, Jun 6, 2027 · projected (2026 was Jun 7)
Where
Los Altos Hills (Foothill College), CA
Distances
2026: 43 mi fun, 62 mi metric, 75 mi challenge, 80 mi w/ gravel, 100 mi century
Elevation
2,800 ft (43) to 10,000 ft (100 mi)
Format
hilly Peninsula/Santa Cruz Mountains century (Western Wheelers)
Cause
Puente de la Costa Sur, Abundant Grace, La Honda Fire Brigade, Silicon Valley Bicycle Coalition, Good Karma Bikes
Organizer
Western Wheelers Bicycle Club
Registration
2026 closed ($100-$145); 2027 TBA; ~1,300 cap

Date50th edition ran Sun June 7, 2026 (first Sunday of June). Club page mentions a 2027 event without a date.

6Sun
Jun ~
Trans Am Bike Nonstop (formerly Trans Am Bike Race)Astoria, OR · ultra / bikepacking · 25 days · ~3,300 mi Astoria OR to Yorktown VA or Washington DC via…Details
Dates
Sun, Jun 6, 2027 · projected (2026 was Jun 7)
Where
Astoria, OR
Distances
~3,300 mi Astoria OR to Yorktown VA or Washington DC via mandatory virtual checkpoints (Mitchell OR; Moran WY; approved Mississippi River bridges); single-stage, self-supported
Format
self-supported transcontinental road race (checkpoint edition)
Organizer
Nathan Jones / RideYrBike
Registration
2026 registration via rideyrbike.com; 2027 TBA
Qualification
Open entry ($300 in 2026); self-supported rules

Date2026 edition started Sun June 7, 2026 in Astoria, OR; the race traditionally starts on the first Sunday of June, so 2027 is projected as Sun June 6, 2027.

NotesAs of 2023 the Trans Am Bike Race is branded Trans Am Bike Nonstop.

6Sun
Jun ~
UPAF Ride for the Arts (Miller Lite Ride for the Arts)Milwaukee, WI · road · 20-mi Hoan Loop course, ride 1 to 3 loops in 3-hour…Details
Dates
Sun, Jun 6, 2027 · projected (2026 was May 31)
Where
Milwaukee, WI
Distances
20-mi Hoan Loop course, ride 1 to 3 loops in 3-hour window (up to ~60 mi)
Elevation
Hoan Bridge
Format
Hoan Bridge loop ride
Cause
UPAF
Organizer
United Performing Arts Fund
Registration
2026: $55 early bird to $75 full price; kids 12 and under free

DateProjected: first Sunday after Memorial Day/early June (2026 edition Sunday May 31, 2026; 2025 was June 1). No 2027 date published.

NotesSignature Milwaukee ride; arts-fundraising identity.

7Jun
7–9 ~
Chefs Cycle for No Kid HungryRiverhouse Lodge, Bend → Bend · charity ride · Hunger · 3 days · 100 mi/day x 2 days (shorter daily options) · raise $4,500 (2026)Details
Dates
Mon, Jun 7 – Wed, Jun 9, 2027 · projected (2026 was Jun 1–3)
Where
Bend, OR
Route
Riverhouse Lodge, Bend → Bend
Distances
100 mi/day x 2 days (shorter daily options)
Format
hunger three-day ride (two riding days)
Cause
Hunger — No Kid Hungry (Share Our Strength)
Min. fundraising
$4,500 per rider (2026)
Organizer
Share Our Strength / No Kid Hungry
Registration
2027 TBA

Date2026 ride: June 1-3, 2026 (Mon welcome dinner, riding Tue-Wed) in Bend, OR; 2025 was June 2-4, 2025 in Bend. Projected to the first Mon-Wed of June 2027 (June 7-9).

NotesCulinary-industry ride (chefs, restaurateurs).

11Fri
Jun ~
Tour DivideBanff, Alberta to Antelope Wells, NM · ultra / bikepacking · 20 days · 2,745 mi (4,418 km) GDMBR end-to-end; ITT-Divide…Details
Dates
Fri, Jun 11, 2027 · projected (2026 was Jun 12)
Where
Banff, Alberta (Canada) to Antelope Wells, NM, NM
Distances
2,745 mi (4,418 km) GDMBR end-to-end; ITT-Divide season-long option; no entry fee, no prizes, no support
Format
self-supported Great Divide Mountain Bike Route grand depart (starts in Canada)
Organizer
Tour Divide (Matthew Lee et al.)
Registration
No registration (LOI opens Dec 21, 2026)
Qualification
None (send letter of intent via tourdivide.org to appear on the start list); self-supported rules

DateGrand Depart is traditionally the second Friday of June from Banff (2026: Fri June 12, 2026, 8am). 2027 projected to Fri June 11, 2027. Organizers publish no formal date beyond the '2nd week of June' convention; riders submit a letter of intent from Dec 21.

NotesStarts in Canada; ~90% of the route is in the US (MT, ID, WY, CO, NM).

12Sat
Jun ~
Belgian Waffle Ride UtahCedar City, UT · gravel · 2 days · Waffle 117 mi, Wafer 66.5 mi, Wanna 27 mi (2026)Details
Dates
Sat, Jun 12, 2027 · projected (2026 was Jun 12–13)
Where
Cedar City, UT
Distances
Waffle 117 mi, Wafer 66.5 mi, Wanna 27 mi (2026)
Format
mixed-surface 'unroad' race
Organizer
Belgian Waffle Ride / Monuments of Cycling
Series
Belgian Waffle Ride (Quad-Tripel Crown of Gravel)
Registration
2027 not open.
Lottery
No lottery.

DateOrganizer's future-dates page lists 2027 dates only for Arizona and California; Utah 2026 was Jun 12–13, 2026 (second weekend of June) -> Jun 11–12, 2027 projected. Not yet announced.

NotesSeventh edition was 2026.

12Sat
Jun ✓
Best Buddies Challenge: Hyannis PortHyannis Port, MA · charity ride · Other · 20, 55, 100 mi · raise $1,500+ (past years)Details
Dates
Sat, Jun 12, 2027
Where
Hyannis Port, MA
Route
Boston area (100), plus 55- and 20-mile start lines → Hyannis Port, Cape Cod
Distances
20, 55, 100 mi
Format
intellectual/developmental disability one-day ride
Cause
Other — Best Buddies International
Min. fundraising
Historically $1,500+ per rider
Organizer
Best Buddies International
Registration
Listed on 2027 schedule

Datebestbuddieschallenge.org lists Hyannis Port Challenge June 12, 2027 (1-day bike + run/walk), Boston/Hyannis Port MA.

CheckThe date is the organizer’s. The rest isn’t checked with them yet. Look at their site before you plan around it.

12Jun
12–13 ✓
Bike MS: Escape to the LakePortersville → Conneaut Lake, PA · charity ride · MS · 2 days · Day 1: 35/70/100 mi; Day 2: 68 mi · raise $300Details
Dates
Sat, Jun 12 – Sun, Jun 13, 2027
Where
Portersville, PA
Route
Portersville (Moraine State Park area), PA → Conneaut Lake, PA
Distances
Day 1: 35/70/100 mi; Day 2: 68 mi
Format
Bike MS ride (two-day)
Cause
MS — National Multiple Sclerosis Society
Min. fundraising
$300
Organizer
National MS Society
Registration
2027 save-the-date posted

DateEvent page: 'Next year's Bike MS: Escape to the Lake is scheduled for June 12 - 13, 2027.' 2026 was June 13-14.

12Sat
Jun ~
Bike MS: Ride the RhodeKingston, RI · charity ride · MS · 25, 50, 75 mi · raise $300Details
Dates
Sat, Jun 12, 2027 · projected (2026 was Jun 13)
Where
Kingston, RI
Distances
25, 50, 75 mi
Format
Bike MS ride (one-day)
Cause
MS — National Multiple Sclerosis Society
Min. fundraising
$300
Organizer
National MS Society
Registration
2027 TBA

Date2026 ride Sat June 13, 2026 (second Saturday of June); projected to Sat June 12, 2027. No 2027 date on page.

12Sat
Jun ✓
Columbia Century ChallengeVancouver / Columbia River Gorge, WA · road · Century plus shorter route optionsDetails
Dates
Sat, Jun 12, 2027
Where
Vancouver / Columbia River Gorge, WA
Distances
Century plus shorter route options
Format
century
Organizer
Vancouver Bicycle Club / local organizers
Registration
2027 registration status not confirmed as of Sept 2026

DatePortland Bicycling Club's event-rides calendar lists the Columbia Century Challenge for June 12, 2027 as a forward-dated 2027 entry.

NotesRides out of the Vancouver, WA area into the Columbia River Gorge.

12Sat
Jun ~
Gran Fondo Utah (Payson)Payson, UT · road · 35, 63, 93 miDetails
Dates
Sat, Jun 12, 2027 · projected (2026 was Jun 13)
Where
Payson, UT
Distances
35, 63, 93 mi
Format
Gran Fondo National Series stop (Nebo Loop)
Organizer
Gran Fondo National Series

Date2026 edition Sat June 13, 2026. 2027 projected June 12 (GFNS has not published).

12Sat
Jun ~
Huntsman SportsFest (Huntsman 140)Salt Lake City, UT · road · Cancer · 22, 50, 75, 100, 140 miDetails
Dates
Sat, Jun 12, 2027 · projected (2026 was Jun 13)
Where
Salt Lake City, UT
Distances
22, 50, 75, 100, 140 mi
Format
22-140 mi rides (140 mi Delta to Salt Lake City); charity-identity event
Cause
Cancer — Huntsman Cancer Institute
Organizer
Huntsman Cancer Foundation

Date2026 edition Sat June 13, 2026 (2nd Saturday of June). 2027 projected June 12.

12Sat
Jun ~
Lebanon Strawberry CenturyLebanon, OR · road · 15, 30, 50, 70 and 100 milesDetails
Dates
Sat, Jun 12, 2027 · projected
Where
Lebanon, OR
Distances
15, 30, 50, 70 and 100 miles
Elevation
Rolling Willamette Valley / Cascade foothills
Format
century tied to the Lebanon Strawberry Festival
Organizer
A group of four Lebanon locals (previously the Santiam Spokes Bicycle Club, which stepped back in 2024)
Registration
2027 registration not yet open as of Sept 2026; registration historically via BikeReg

DateThe ride is held on the Saturday of the Lebanon Strawberry Festival in mid-June (2025 was Sat June 14; 2026 listed as June TBD). Sat June 12, 2027 is consistent but not organizer-confirmed.

NotesORGANIZER TRANSITION RISK: Santiam Spokes Bicycle Club announced it lacked capacity to run the event in 2024 and four local volunteers took it over; it ran successfully in 2024-2025. Held in conjunction with the Lebanon Strawberry Festival.

12Sat
Jun ~
Lost and Found Gravel FestivalPortola, CA · gravel · Bike advocacy · 100 mi (Full Bull ~99 mi / 5,900 ft), 60 mi, 35 miDetails
Dates
Sat, Jun 12, 2027 · projected (2026 was Jun 13)
Where
Portola (Lake Davis), CA
Distances
100 mi (Full Bull ~99 mi / 5,900 ft), 60 mi, 35 mi
Format
backcountry gravel festival
Cause
Bike advocacy — Sierra Buttes Trail Stewardship
Organizer
Sierra Buttes Trail Stewardship
Series
Gravel Earth Series (joined 2025)
Registration
Not open; ~2,000 riders.
Lottery
No lottery.

DateDate not confirmed yet. Check the organizer’s site.

12Sat
Jun ~
Pioneer CenturyCanby, OR · road · 33 miles (half metric), 62 miles (metric century) and 100…Details
Dates
Sat, Jun 12, 2027 · projected (2026 was Jun 13)
Where
Canby, OR
Distances
33 miles (half metric), 62 miles (metric century) and 100 miles (full century)
Elevation
Rolling Willamette Valley farmland
Format
century
Organizer
Portland Bicycling Club
Registration
2027 registration not yet open as of Sept 2026; 2026 registration was via https://pbctickets.ticketspice.com/pioneer-century-2026

DateNo 2027 date published. The 2026 edition was Sat June 13, 2026; the ride is held on a June Saturday, so Sat June 12, 2027 is the projection.

NotesStart/finish at Columbia Distributing, 2525 SE 1st Avenue, Canby, OR. A ride with roughly a 50-year heritage, run by the Portland Bicycling Club.

12Sat
Jun ✓
Tour de Cure: Capital RegionBallston Spa, NY · charity ride · Diabetes · Multiple route options (typically ~10–100 mi)Details
Dates
Sat, Jun 12, 2027
Where
Ballston Spa (Ellms Family Farm), NY
Distances
Multiple route options (typically ~10–100 mi)
Format
diabetes one-day ride
Cause
Diabetes — American Diabetes Association
Min. fundraising
Fundraising minimum varies by route (check event page)
Organizer
American Diabetes Association
Registration
2027 event page live on diabetes.org

Datediabetes.org: Saturday June 12, 2027.

13Sun
Jun ~
Sunday in JuneBurton, OH · road · 25 to 100 mi (three loops)Details
Dates
Sun, Jun 13, 2027 · projected (2026 was Jun 14)
Where
Burton, OH
Distances
25 to 100 mi (three loops)
Elevation
rolling Amish country
Format
club invitational
Organizer
Cleveland Touring Club

DateProjected: 2nd Sunday of June (2026 edition June 14, 2026; 2025 was June 8). No 2027 date published.

Notes49th annual in 2026; Geauga County Fairgrounds.

13Sun
Jun ~
Swedish Days RideSugar Grove, IL · road · Bike advocacy · Six routes 12 to 133 mi (double metric century)Details
Dates
Sun, Jun 13, 2027 · projected (2026 was Jun 14)
Where
Sugar Grove, IL
Distances
Six routes 12 to 133 mi (double metric century)
Elevation
flat to rolling
Format
club invitational with double-metric option
Cause
Bike advocacy
Organizer
Fox Valley Bicycle & Ski Club
Registration
2026 registration open on BikeSignup; day-of registration available

DateProjected: 2nd Sunday of June (2026 edition Sunday June 14, 2026). Note the ride moved from early July (2024) to mid-June (2025-26). No 2027 date published.

Notes56th annual in 2026; start Harter Middle School.

18Fri
Jun ~
Bike to the Beach - DC/Maryland (DMV)Dewey Beach, DE · charity ride · Autism · 25, 50, 70, 100 mi (relay options) · raise $250Details
Dates
Fri, Jun 18, 2027 · projected (2026 was Jun 19)
Where
Dewey Beach, DE
Route
Washington DC / Baltimore MD / Eastern Shore start lines → Dewey Beach, DE
Distances
25, 50, 70, 100 mi (relay options)
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 Fri Jun 19, 2026 (third Friday of June); projected to Fri Jun 18, 2027.

NotesFour regional editions in 2026; 2027 dates not posted as of Sep 2026.

18Jun
18–19 ~
ENVE GrodeoOgden, UT · gravel · festival · 2 days · Multiple gravel routesDetails
Dates
Fri, Jun 18 – Sat, Jun 19, 2027 · projected (2026 was Jun 19–20)
Where
Ogden, UT
Distances
Multiple gravel routes
Format
gravel festival
Organizer
ENVE Composites
Registration
Not open.
Lottery
No lottery.

Date2026 edition Jun 19–20, 2026 (Cycling Weekly); 2027 not announced -> third weekend of June projected.

18Fri
Jun ~
Kenai 250Hope, AK · ultra / bikepacking · 3 days · 265 mi (426 km)Details
Dates
Fri, Jun 18, 2027 · projected (2026 was Jun 19)
Where
Hope, AK
Distances
265 mi (426 km)
Format
self-supported Kenai Peninsula race
Organizer
Kenai 250 organizers
Qualification
None (self-supported)

Date2026 start June 19, 2026 (Fri) from Hope, AK. 2027 projected to the equivalent third Friday of June (June 18, 2027); not yet announced.

18Jun
18–20 ~
Leavenworth Bike Fest (gravel + MTB)Leavenworth, WA · gravel · festival · 3 days · 58 mi / 7,400 ft gravel race (Sat); 24 mi / 5,000 ft MTB…Details
Dates
Fri, Jun 18 – Sun, Jun 20, 2027 · projected (2026 was Jun 19–21)
Where
Leavenworth, WA
Distances
58 mi / 7,400 ft gravel race (Sat); 24 mi / 5,000 ft MTB race (Fri)
Format
festival: Friday MTB race, Saturday gravel race
Organizer
Leavenworth Bike Fest
Registration
2027 not open.
Lottery
No lottery (cap 2,000).

Date2026 edition Jun 19–21, 2026 (registration deadline Feb 28, 2026; 2,000 cap; $24,000 pro purse) -> third weekend of June 2027 projected; not announced.

18Jun
18–20 ~
Trek Across MaineNew Gloucester, ME · charity ride · Lung · 3 days · 180 mi over 3 days (~60/day); virtual option · raise $550Details
Dates
Fri, Jun 18 – Sun, Jun 20, 2027 · projected (2026 was Jun 19–21)
Where
New Gloucester, ME
Route
Pineland Farms, New Gloucester (Day 1 to Lewiston, Day 2 to Standish) → Pineland Farms, New Gloucester
Distances
180 mi over 3 days (~60/day); virtual option
Format
lung three-day ride
Cause
Lung — American Lung Association
Min. fundraising
$550 per person ($400 ages 7-17); $250 virtual; $50 registration fee
Organizer
American Lung Association

Date2026 Trek is June 19-21, 2026 (Father's Day weekend, Fri-Sun); projected to Father's Day weekend 2027 = June 18-20, 2027.

Notes42nd annual in 2026.

CheckNot checked with the organizer yet. Look at their site before you plan around it.

19Sat
Jun ~
BACooN RideWaukee, IA · road · Bike advocacy · ~71 mi loop (shorter options)Details
Dates
Sat, Jun 19, 2027 · projected (2026 was Jun 20)
Where
Waukee (Raccoon River Valley Trail), IA
Distances
~71 mi loop (shorter options)
Elevation
flat
Format
bacon-themed trail ride
Cause
Bike advocacy — Iowa Bicycle Coalition
Organizer
Iowa Bicycle Coalition
Registration
2026: $65-$95

DateProjected: 3rd Saturday of June (2026 edition Saturday June 20, 2026). No 2027 date published.

19Sat
Jun ~
Belgian Waffle Ride MontanaBozeman, MT · gravel · 2 days · Waffle 115 mi / 8,240 ft, Wafer 69 mi, Wanna 30 mi (2026)Details
Dates
Sat, Jun 19, 2027 · projected (2026 was Jun 19–20)
Where
Bozeman, MT
Distances
Waffle 115 mi / 8,240 ft, Wafer 69 mi, Wanna 30 mi (2026)
Format
mixed-surface 'unroad' race
Organizer
Belgian Waffle Ride / Monuments of Cycling
Series
Belgian Waffle Ride (Quad-Tripel Crown of Gravel finale)
Registration
2027 not open.
Lottery
No lottery.

Date2026 edition Jun 19–20, 2026 (third weekend of June); organizer has not published 2027 dates for Montana -> Jun 18–19, 2027 projected.

NotesSecond edition was 2026. Note the organizer's Montana page lives at the old '/pages/kansas' URL.

19Sat
Jun ~
Buckeye Bridge RideEaton, OH · road · Four routes 27-63 miDetails
Dates
Sat, Jun 19, 2027 · projected (2026 was Jun 20)
Where
Eaton, OH
Distances
Four routes 27-63 mi
Elevation
rolling
Format
covered-bridge club ride
Organizer
Preble County Cycling Club

DateProjected: 3rd Saturday of June (2026 edition June 20, 2026). No 2027 date published.

NotesRoutes past Preble County covered bridges; ~130 riders in 2026.

19Sat
Jun ✓
CHAFE 150 GravelSandpoint, ID · gravel · 150 mi and shorterDetails
Dates
Sat, Jun 19, 2027
Where
Sandpoint, ID
Distances
150 mi and shorter
Format
charity gravel ride
Organizer
CHAFE 150
Series
Charity ride
Lottery
No lottery.
19Jun
19–26 ~
GOBA 38 - Great Ohio Bicycle Adventure 2027TBA, OH · multi-day tour · 7 days · 192-419 miles depending on short/long options (avg 45-50…Details
Dates
Sat, Jun 19 – Sat, Jun 26, 2027 · projected (2026 was Jun 20–27)
Where
TBA, OH
Distances
192-419 miles depending on short/long options (avg 45-50 mi/day)
Format
week-long loop camping tour
Cost
2026: $520 adult traditional; $570 GOBA+1 (8 days); $160 weekend; kids $105
Organizer
Columbus Outdoor Pursuits
Registration
2027 not yet open; ~1,500 rider cap

DateGOBA 37 (2026) was June 20-27, 2026 (Norwalk-Shelby-Wooster-Ashland loop, US Route 250 corridor); GOBA 2024 was June 15-22. GOBA starts the third Saturday of June, so June 19-26, 2027 is projected; 2027 host towns not yet announced (no 2027 news on Outdoor Pursuits site).

NotesLoop format with layover day; 2-day weekend and 8-day GOBA+1 options.

19Sat
Jun ✓
Horribly Hilly HundredsBlue Mounds, WI · hill climb · Environment · 100K, 150K, 200KDetails
Dates
Sat, Jun 19, 2027
Where
Blue Mounds, WI
Distances
100K, 150K, 200K
Elevation
~10,000+ ft on 200K (Driftless Area)
Format
hilly Driftless challenge ride
Cause
Environment — Friends of Blue Mound State Park
Organizer
Friends of Blue Mound State Park
Registration
No longer a lottery: preferred registration opens Feb 6, 2027 8 AM; general Feb 13, 2027 8 AM; $120 individual, $200 tandem; sells out months ahead

DateOrganizer registration page lists Saturday June 19, 2027 (24th edition).

19Jun
19–20 ~
National 24-Hour Challenge (N24HC)Middleville, MI · ultra / bikepacking · 24-hour · 24-hour timed ride/race on loop courses (long, medium and…Details
Dates
Sat, Jun 19 – Sun, Jun 20, 2027 · projected (2026 was Jun 20–21)
Where
Middleville, MI
Distances
24-hour timed ride/race on loop courses (long, medium and night loops); 12-hour option historically offered
Format
24-hour timed road event
Registration
2026 registration was on BikeReg; 2027 not yet seen
Qualification
Open entry

DateProjected from the 2026 edition (June 20-21, 2026, Middleville MI) and the event's traditional third-weekend-of-June timing; 2027 date not yet published.

NotesOne of the oldest US 24-hour events (since 1983).

19Jun
19–25 ✓
PALM - Pedal Across Lower Michigan 2027 (PALM XLIV)TBA, MI · multi-day tour · 6 days · typically ~250-300 miles (35-60 mi/day)Details
Dates
Sat, Jun 19 – Fri, Jun 25, 2027
Where
TBA (Lake Michigan shore start), MI
Route
TBA (Lake Michigan shore) → TBA (Lake Huron shore)
Distances
typically ~250-300 miles (35-60 mi/day)
Format
cross-state family camping tour
Cost
$210 early (through May 10, 2027) / $225 late, plus $13.60 signup fee
Organizer
Pedal Across Lower Michigan (volunteer nonprofit)
Registration
Registration listed as opening Jan 1, 2027 at bikesignup.com/palm; RunSignup page already shows 2027 pricing

Datepalmbiketour.org and the RunSignup/BikeSignup page list Saturday June 19 - Friday June 25, 2027 (6 riding days; 'mid-to-lower state route, details TBD'). 2026 (PALM XLIII) was June 20-26, 2026 starting in Pentwater.

NotesFamily-friendly: SAG, tent camping at schools with showers, luggage transport, daily watermelon stop, kids' activities.

19Sat
Jun ✓
Peninsula Century Spring ClassicEgg Harbor, WI · road · Four distances (25-100 mi)Details
Dates
Sat, Jun 19, 2027
Where
Egg Harbor, WI
Distances
Four distances (25-100 mi)
Elevation
rolling
Format
Door County century
Organizer
Peninsula Pacers
Registration
Early-bird pricing in spring

DateOrganizer (Peninsula Pacers) site lists June 19, 2027 (2026 edition June 20, 2026).

19Sat
Jun ~
Petal PedalSilverton, OR · road · 30, 50, 62, 71 and 100 miles (route menu varies by year)Details
Dates
Sat, Jun 19, 2027 · projected (2026 was Jun 20)
Where
Silverton, OR
Distances
30, 50, 62, 71 and 100 miles (route menu varies by year)
Elevation
Rolling to hilly Willamette Valley foothills
Format
'gourmet distance' ride from a botanical garden
Organizer
Historically produced by ORbike, starting from The Oregon Garden
Registration
2027 registration not open and not announced as of Sept 2026

DateProjecting the corresponding Saturday, June 19, 2027.

NotesAT RISK: Petal Pedal has been produced by ORbike, which announced in 2026 that it is CLOSING after ~20 years (owner Brad Nelson said the business had not turned a profit since 2023) and cancelled its Harvest Century. No successor organizer for Petal Pedal has been announced, so the 2027 edition is uncertain. Start at The Oregon Garden, 879 W. Main Street, Silverton; includes breakfast, lunch, dinner, beer and garden access.

19Jun
19–20 ✓
Sequatchie 24 / Sequatchie 12 (WUCA timed ultra)Dunlap, TN · ultra / bikepacking · 24-hour · 24-hour and 12-hour timed events on a low-traffic…Details
Dates
Sat, Jun 19 – Sun, Jun 20, 2027
Where
Dunlap, TN
Distances
24-hour and 12-hour timed events on a low-traffic Sequatchie Valley loop
Format
24-hour and 12-hour timed time trial
Registration
See organizer site (cyclesequatchie.com/ultra)
Qualification
Open entry

NotesStart/finish at The Grove at Center Point, 5798 East Valley Rd, Dunlap TN.

19Sat
Jun ~
The Gorge RideThe Dalles, OR · road · Bike advocacy · 39 milesDetails
Dates
Sat, Jun 19, 2027 · projected
Where
The Dalles (Historic Columbia River Highway), OR
Distances
39 miles
Elevation
Gently rolling with one or two short hills
Format
historic highway / car-free trail ride
Cause
Bike advocacy — Friends of the Historic Columbia River Highway
Organizer
Friends of the Historic Columbia River Highway
Registration
2027 registration not yet open as of Sept 2026

DateJune 19, 2027 is a Saturday, consistent with the ride's usual mid-June Saturday.

NotesRIDER CAP 500. Rides the Historic Columbia River Highway including car-free State Trail sections through the Columbia River Gorge, with two aid stations, mechanical support and SAG.

19Sat
Jun ~
Tour de BlastToutle, WA · road · 33, 54 and 82 milesDetails
Dates
Sat, Jun 19, 2027 · projected (2026 was Jun 27)
Where
Toutle (Mount St. Helens), WA
Distances
33, 54 and 82 miles
Elevation
6,240 ft on the 82-mile route
Format
mountain climbing ride
Cause
Rotary International / PolioPlus
Organizer
Toutle/Longview-area Rotary Clubs
Registration
2027 registration not yet open as of Sept 2026

DateThe 2026 edition ran Sat June 27, 2026. The ride is held on a June Saturday; June 19, 2027 is plausible but not organizer-confirmed.

NotesStart/finish at Toutle Lake High School. Climbs Spirit Lake Memorial Highway (SR 504) to Johnston Ridge Observatory with Mount St. Helens blast-zone views. Proceeds go to Rotary's polio eradication work but the event's identity is a climbing century.

19Sat
Jun ✓
Tour de FrondsPowers, OR · road · Community · 30 mi (Daphne Grove), 45 mi (Agness Pass), 63 mi (Eden…Details
Dates
Sat, Jun 19, 2027
Where
Powers, OR
Distances
30 mi (Daphne Grove), 45 mi (Agness Pass), 63 mi (Eden Valley Metric Century), 77 mi (Arrastra Saddle), 102 mi (Cruiser Century)
Elevation
Significant sustained climbing in the Siskiyou/Coast Range; the 77 and 102 mile routes climb to Arrastra Saddle
Format
forest climbing ride
Cause
Community — Powers Lions Club and local community groups
Organizer
Powers Lions Club (volunteer-run)
Registration
2027 registration OPENS MARCH 1, 2027 and closes June 1, 2027 or earlier if quotas fill. 2026 prices by route: $95 / $100 / $105 / $110 / $115.

DateThe official Tour de Fronds site publishes Saturday, June 19, 2027 as the 2027 date, with registration opening March 1, 2027 and closing June 1, 2027 (or earlier if quotas fill).

NotesRIDER CAP: organizers cap the field to ensure a quality event; early registration encouraged. Check-in and start at Powers County Park Blue Shelter. Routes run through the Glendale/Powers Bicycle Recreation Area on very low-traffic forest roads. Includes breakfast, supported rest stops and a post-ride meal.

20Sun
Jun ~
Harlem Skyscraper Cycling ClassicNew York, NY · race · Pro-am and amateur criteriums around Marcus Garvey Park · New York guide →Details
Dates
Sun, Jun 20, 2027 · projected
Where
New York, NY
Distances
Pro-am and amateur criteriums around Marcus Garvey Park
Format
Father's Day criterium around Marcus Garvey Park
Organizer
Harlem Skyscraper Cycling Classic
Qualification
USA Cycling license

DateHeld every Father's Day Sunday in Harlem (June 15, 2025); 2027 Father's Day is June 20, 2027. Not yet announced.

The town

Once you’re in New York

The New York town guide →

22Jun
22–27 ✓
Tour de Nebraska 2027 (39th)Bridgeport, NE · multi-day tour · 5 days · 253 miles standard (64/67/loop 14-108/69/39); daily 45-70 miDetails
Dates
Tue, Jun 22 – Sun, Jun 27, 2027
Where
Bridgeport, NE
Distances
253 miles standard (64/67/loop 14-108/69/39); daily 45-70 mi
Format
loop camping tour (fully sagged)
Cost
2027 fee not extracted; early-registration discount up to $100 advertised
Organizer
Tour de Nebraska (founded 1988)
Registration
Registration open on BikeReg; capped at 500 riders

DateOrganizer site and BikeReg list June 22-27, 2027 (Tue June 22 check-in in Bridgeport; riding Wed June 23-Sun June 27).

NotesNebraska Panhandle circle tour: Bridgeport - Potter - Scottsbluff (layover loop day) - Alliance - Bridgeport; Scotts Bluff National Monument and Carhenge. Gear transport, meals/camping arrangements.

25Jun
25–27 ✓
SBT GRVL presented by WahooSteamboat Springs, CO · gravel · Community · weekend · Black race 108 mi / 8,189 ft; Blue 73 mi; Red 53 mi… · Steamboat Springs guide →Details
Dates
Fri, Jun 25 – Sun, Jun 27, 2027
Where
Steamboat Springs, CO
Distances
Black race 108 mi / 8,189 ft; Blue 73 mi; Red 53 mi; Green 25 mi; plus Friday Night MTN CLMB and SBT TRL run
Format
gravel race weekend
Cause
Community
Organizer
SBT GRVL (founded by Amy Charity, 2019)
Registration
Early registration Oct 1-8, 2026 (2026 volunteers, deferred riders, juniors, survey winners, parity initiatives); general random-selection registration Oct 14-31, 2026; acceptance notices Nov 5, 2026; capacity 3,000. 2027 entry: Black $295, Blue $275, Red $275, Green $200 (juniors half price, tandems double). Deferred riders get guaranteed entry for the following year; deferral and course-change deadline May 22, 2027.
Lottery
Yes: random-selection registration Oct 14-31, 2026 (3,000 spots), notices Nov 5; early-registration window Oct 1-8 for the groups above.

DateOfficial site: June 25-27, 2027, Steamboat Springs; ride/race day Sunday June 27, 2027. 2026 was Jun 26-28.

NotesMoved from August to late June in 2025 with a reduced field after Routt County permit issues; county approved the 2027 event (Steamboat Radio, Aug 4, 2026). $22,000 Black-course prize purse.

The town

Once you’re in Steamboat Springs

The Steamboat Springs town guide →

25Jun
25–26 ✓
The Ride for RoswellBuffalo, NY · charity ride · Cancer · 2 days · 9 routes (incl. new Niagara Falls route) · raise $200Details
Dates
Fri, Jun 25 – Sat, Jun 26, 2027
Where
Buffalo, NY
Route
University at Buffalo (North Campus) and other start lines → University at Buffalo
Distances
9 routes (incl. new Niagara Falls route)
Format
cancer one-day ride
Cause
Cancer — Roswell Park Comprehensive Cancer Center
Min. fundraising
$200 fundraising commitment for riders over 16 (by Ride Day)
Organizer
Roswell Park Alliance Foundation
Registration
2026 registration closed; 2027 registration TBA

DateOfficial site lists 2027 dates: June 25 and 26, 2027 (Celebration of Hope Friday, Ride Day Saturday June 26). 2026 was June 26-27.

NotesRecord $6.3M raised in 2026 (31st ride).

26Sat
Jun ~
Alta Alpina 8-Pass ChallengeMarkleeville / Woodfords, CA · road · 8-pass (~198 mi) with 5-, 3- and 1-pass options historicallyDetails
Dates
Sat, Jun 26, 2027 · projected
Where
Markleeville / Woodfords, CA
Distances
8-pass (~198 mi) with 5-, 3- and 1-pass options historically
Elevation
~20,300 ft (8-pass)
Format
8 alpine passes, ~198 mi / 20,000+ ft (Cal Triple Crown)
Organizer
Alta Alpina Cycling Club

DateDate not confirmed yet. Check the organizer’s site.

26Jun
26–27 ✓
Bike MS: Cape Cod GetawayQuincy, MA → Provincetown, MA · charity ride · MS · 2 days · Sat 40/75/100 mi; Sun 40/75 mi · raise $500Details
Dates
Sat, Jun 26 – Sun, Jun 27, 2027
Where
Quincy, MA
Route
Quincy, MA → Provincetown, MA
Distances
Sat 40/75/100 mi; Sun 40/75 mi
Format
Bike MS ride (two-day)
Cause
MS — National Multiple Sclerosis Society
Min. fundraising
$500
Organizer
National MS Society
Registration
2027 save-the-date posted

DateEvent page: 'Save the date for next year: June 26-27, 2027'. 2026 was June 27-28.

26Sat
Jun ~
Blood Sweat and GearsValle Crucis, NC · road · 95 miles (Snake Mountain) or 45 milesDetails
Dates
Sat, Jun 26, 2027 · projected (2026 was Jun 27)
Where
Valle Crucis (Sugar Grove), NC
Distances
95 miles (Snake Mountain) or 45 miles
Format
High Country mountain century
Cause
Area non-profits serving the High Country community
Organizer
BSG Events, Inc. (501c3)
Registration
2026 online registration closed June 25; walk-up at packet pickup

Date2026 edition was Sat Jun 27, 2026 (last Saturday of June); 2027 projected as the same weekend pattern = Sat Jun 26, 2027. Organizer has not published a 2027 date yet.

Notes26th year in 2026.

26Sat
Jun ~
KeyBank Gran Fondo (Grand Rapids; formerly MSU Gran Fondo)Grand Rapids, MI · road · 12 (family), 25, 40, 80 miDetails
Dates
Sat, Jun 26, 2027 · projected (2026 was Jun 27)
Where
Grand Rapids, MI
Distances
12 (family), 25, 40, 80 mi
Elevation
rolling
Format
city gran fondo
Cause
Mary Free Bed Rehabilitation
Organizer
KeyBank Gran Fondo (Grand Rapids)
Registration
2026 registration open on BikeSignup

DateProjected: last Saturday of June (2026 edition Saturday June 27, 2026). No 2027 date published.

NotesOriginally MSU Gran Fondo (skin cancer research); rebranded with new beneficiary.

26Sat
Jun ~
Lutsen 99erLutsen, MN · mtb · 99er (99 mi, ~7,000 ft), 69er, 49er, 25erDetails
Dates
Sat, Jun 26, 2027 · projected (2026 was Jun 27)
Where
Lutsen, MN
Distances
99er (99 mi, ~7,000 ft), 69er, 49er, 25er
Format
point-to-point MTB/gravel marathon (Leadville qualifier)
Organizer
Life Time
Series
Leadville Race Series (LT100 MTB qualifier)
Registration
Registration via lutsen99er.com/registration.
Lottery
No lottery; LT100 MTB qualifier coins (min. 35).

Date2026 edition was Jun 27, 2026 (last Saturday of June), so Jun 26, 2027 matches the pattern.

NotesSawtooth Mountains / Lake Superior North Shore.

26Sat
Jun ~
Michigan Coast to Coast Gravel GrinderAu Gres to Ludington, MI · gravel · 204 mi / 6,500 ft solo or relay (~50-mile legs)Details
Dates
Sat, Jun 26, 2027 · projected (2026 was Jun 27)
Where
Au Gres to Ludington, MI
Distances
204 mi / 6,500 ft solo or relay (~50-mile legs)
Format
204-mile point-to-point (Lake Huron to Lake Michigan)
Organizer
Michigan Coast to Coast
Series
Michigan Gravel Race Series
Registration
$190–225; packet pickup Fri Jun 25, 2027 at Point Au Gres Marina.
Lottery
No lottery.

Date2026 edition Jun 27, 2026.

26Sat
Jun ~
RAIN – Ride Across IndianaTerre Haute to Richmond, IN · road · 168 mi (classic '160') and 205 miDetails
Dates
Sat, Jun 26, 2027 · projected (2026 was Jun 27)
Where
Terre Haute to Richmond, IN
Distances
168 mi (classic '160') and 205 mi
Elevation
rolling; historic US 40
Format
one-day, one-way cross-state ride
Cost
TBA
Organizer
Central Indiana Cycling
Registration
2026 via RedPodium (fees non-refundable); 2027 not open

DateProjected: last Saturday of June (2026 edition Saturday June 27, 2026).

Notes37th year in 2026; 7 AM start, 9 PM finish cutoff.

26Jun
26–27 ✓
Ride for Mental HealthNew Paltz, NY · charity ride · Mental health · 2 days · 100-, 50- and 25-mile routes, a Rail Trail ride and a…Details
Dates
Sat, Jun 26 – Sun, Jun 27, 2027
Where
New Paltz, NY
Distances
100-, 50- and 25-mile routes, a Rail Trail ride and a Family Fun Ride; virtual rider option
Format
Mental-health 2-day ride
Cause
Mental health — McLean Hospital (Harvard Medical School affiliate) - education, research and treatment of mental illness
Min. fundraising
Not published yet
Organizer
Ride for Mental Health, Inc.
Registration
Rider registration opens Oct 10, 2026 (organizer site); virtual rider option available.

DateOrganizer site (rideformentalhealth.org, checked Oct 1, 2026): 'June 26 and June 27, 2027'. Rider registration opens October 10, 2026.

NotesAnnual Hudson Valley ride (since 2017) explicitly named by requester; proceeds donated to McLean Hospital.

26Sat
Jun ✓
Tour de Cure: MichiganAnn Arbor, MI · charity ride · Diabetes · Multiple route options (typically ~10–100 mi)Details
Dates
Sat, Jun 26, 2027
Where
Ann Arbor (Domino's Farms), MI
Distances
Multiple route options (typically ~10–100 mi)
Format
diabetes one-day ride
Cause
Diabetes — American Diabetes Association
Min. fundraising
Fundraising minimum varies by route (check event page)
Organizer
American Diabetes Association
Registration
2027 event page live on diabetes.org

Datediabetes.org: Saturday June 26, 2027.

26Jun
26–27 ~
Tri-State Trek (ALS TDI)Durham, NH · charity ride · ALS · 2 daysDetails
Dates
Sat, Jun 26 – Sun, Jun 27, 2027 · projected (2026 was Jun 27–28)
Where
Durham, NH
Route
Durham, NH (routes through MA/NH/ME) → Durham, NH
Format
ALS two-day ride
Cause
ALS — ALS Therapy Development Institute
Min. fundraising
Not published yet
Organizer
ALS Therapy Development Institute

DateDate not confirmed yet. Check the organizer’s site.

26Sat
Jun ~
Vermont Gran FondoBristol, VT · road · Gran 108 mi/11,400 ft (App Gap x2, Lincoln, Middlebury)…Details
Dates
Sat, Jun 26, 2027 · projected
Where
Bristol, VT
Distances
Gran 108 mi/11,400 ft (App Gap x2, Lincoln, Middlebury); Medio Difficile 66 mi; Medio Facile 77 mi; Piccolo 37 mi (per official course page)
Elevation
Up to 11,400 ft (Gran)
Format
mountain gap gran fondo (non-competitive)
Organizer
Vermont Gran Fondo
Registration
Not yet open

DateOfficial site says 'Taking a Break in 2026 - See You in 2027' with no date. Event historically runs the last Saturday of June, so Jun 26, 2027 is a projection.

NotesCancelled in 2026; ~10% dirt roads on the course.

27Sun
Jun ~
Blue Water RambleAlgonac, MI · road · Bike advocacy · 27 to 100 mi (four routes)Details
Dates
Sun, Jun 27, 2027 · projected (2026 was Jun 28)
Where
Algonac, MI
Distances
27 to 100 mi (four routes)
Elevation
flat
Format
club century
Cause
Bike advocacy
Organizer
Clinton River Riders
Registration
2026: $50 before June 1, $60 after

DateProjected: last Sunday of June (2026 edition Sunday June 28, 2026). No 2027 date published.

27Sun
Jun ~
Grand Tour Double Century (LA Wheelmen)Malibu, CA · road · 200 mi (plus 300/400 mi double-double variants historically) · Los Angeles guide →Details
Dates
Sun, Jun 27, 2027 · projected
Where
Malibu, CA
Distances
200 mi (plus 300/400 mi double-double variants historically)
Format
oldest US double (est. 1959); Malibu/Ventura County; double-double option
Organizer
Los Angeles Wheelmen

DateJune 27, 2027 is a Sunday.

CheckNot checked with the organizer yet. Look at their site before you plan around it.

The town guide

Once you’re in Los Angeles

The Los Angeles town guide →

27Sun
Jun ~
KalTourSchoolcraft, MI · road · 15, 31, 50, 62 mi road; 32 and 64 mi gravelDetails
Dates
Sun, Jun 27, 2027 · projected (2026 was Jun 28)
Where
Schoolcraft (Kalamazoo), MI
Distances
15, 31, 50, 62 mi road; 32 and 64 mi gravel
Elevation
rolling
Format
club metric century + gravel
Cause
Kalamazoo Bicycle Club
Organizer
Kalamazoo Bicycle Club
Registration
2026: $45 ($35 members) early bird through June 1; BikeReg

DateProjected: last Sunday of June (2026 edition Sunday June 28, 2026). No 2027 date published.

← The 2027 calendarAll 640, with filters

I do the miles. You decide who they’re for.

In 2027 I ride 10,000 miles, all on the bike, every one of them for queer communities. You pledge a few cents a mile and pick which org it goes to. It starts January 1.