Cycling Events and Races Calendar 2026 & 2027

Saratoga Foliage Ride

Saratoga Springs, New York, US

Charity Ride, Recreational

10–11 Oct 2026

Featured event

Gettysburg Fall Cycling Weekend, October 23-24-25, 2026

Gettysburg, Pennsylvania, United States

Century, Half Century, Kids, Metric Century, Mountain Bike, Multisport, Randonneuring, Recreational, Tour

23–25 Oct 2026

Featured event

Race Day Support Add-On

Boulder, Colorado, United States

Camp, Mountain Bike

27 May – 18 Oct 2026

CalPass Challenge – 2026

Big Bear/Mammoth/Malibu, California, United States

1 Aug – 26 Oct 2026

Boulder Fall Team Sundays Only

Boulder, Colorado, United States

Camp, Mountain Bike

23 Aug – 18 Oct 2026

Get Fit – City Breeze Bike Tour

St Petersburg, Florida, United States

11 Sep – 13 Nov 2026

Recycle Your Bicycle

ROMEOVILLE, Illinois, United States

12–27 Sep 2026

Blue Ridge Bike Adventure

Black Mountain, NC

Charity Ride, Recreational, Tour

13–27 Sep 2026

Minnesota Paul Bunyan fully-supported Bike Tour

Brainerd, MN, USA

Recreational, Tour

18–21 Sep 2026

Route 66 Ride powered by Bicycle Illinois

St. Louis, Missouri, United States

Camp, Century, Gran Fondo, Half Century, Kids, Metric Century, Mountain Bike, Randonneuring, Recreational, Tour

19–26 Sep 2026

Jersey Shore 200/300 2026

East Windsor, New Jersey, United States

19–20 Sep 2026

Pedal Wye Valley

Chepstow

Charity Ride

20 Sep 2026

Food Bank of Western Massachusetts: 16th Annual Will Bike 4 Food

Hatfield , Massachusetts, United States

Century, Charity Ride, Half Century, Kids

20 Sep 2026

North Shore Century 2026

Wilmette, Illinois, United States

20 Sep 2026

Minnesota Paul Bunyan fully-supported Bike Tour

Brainerd, MN, USA

Recreational, Tour

24–27 Sep 2026

2026 Autumn Escape Bike Trek

Sandwich, , MA

Charity Ride

25–27 Sep 2026

California Coast Classic Bike Tour

San Francisco, California, United States

Charity Ride, Recreational, Tour

26 Sep – 3 Oct 2026

Big Hurt Multi-Sport Race

Port Angeles, Washington, United States

Adventure Race, Mountain Bike, Multisport, Road Racing

26 Sep 2026

2026 Ride the Rogue

Grants Pass, Oregon, United States

Charity Ride, Metric Century, Recreational

26 Sep 2026

C3 Rolling Donut Ride

Centreville , maryland

Charity Ride

26 Sep 2026

Fall River Century 2026

McArthur, California, United States

Century, Metric Century

26 Sep 2026

City to Shore

Cherry Hill, NJ

Charity Ride, Recreational, Road Racing, Tour

26–27 Sep 2026

Carson City Everest Challenge

Carson City, Nevada, USA

Adventure Race, Century, Metric Century

26 Sep 2026

Pedal the Petrified 2026

Petrified Forest, Arizona, United States

Metric Century

26 Sep 2026

Harvest Homecoming Bicycle Tour 2026

Lanesville, Indiana, United States

26 Sep 2026

Breakthrough Bike Challenge

Birdsboro, PA 19508, PA, USA

Charity Ride

27 Sep 2026

Prairie Pedal

Decatur, Illinois, United States

Charity Ride, Recreational

27 Sep 2026

Tour of the Hamptons Classic Ride

Southampton , New York, USA

Recreational

27 Sep 2026

Cap to GAP Gravel Trail Adventure

Washington DC

Charity Ride, Gravel Grinder, Recreational, Tour

28 Sep – 7 Oct 2026

Scenic E-bike Ride

Chanhassen, Minnesota, United States

Mountain Bike

28 Sep 2026

Will to Ben powered by Bike Wisconsin

Port Byron, Illinois, United States

Camp, Century, Gran Fondo, Half Century, Kids, Metric Century, Mountain Bike, Randonneuring, Recreational, Tour

3–9 Oct 2026

Cycle Sequatchie Century & 3 Mtn Challenge

Dunlap, TN, USA

Century, Charity Ride, Half Century, Metric Century, Recreational

3 Oct 2026

Adamstown Dirty Dozen Hill Climb

Reinholds, Pennsylvania, United States

Century, Gran Fondo, Half Century, Recreational, Road Racing, Time Trial

3 Oct 2026

PMC Unpaved 2026

Lenox, Massachusetts, United States

Gravel Grinder

3 Oct 2026

Bike to the Bay DE

Dover, DE

Charity Ride, Recreational

3 Oct 2026

Sky Island Tour 2026

Sierra Vista, Arizona, United States

3 Oct 2026

Sprint Triathalon

Sahuarita, Arizona, United States

3 Oct 2026

2026 Bike the Bridges, Bands & Brews

Martinez, California, United States

3 Oct 2026

Ferst Annual Lewis Grizzard and Catfish Memorial Bike Ride

Moreland, Georgia, United States

4 Oct 2026

TN Cycling Chattanooga

Chattanooga, TN, USA

Recreational, Tour

4–8 Oct 2026

Lifeline 100

Millersville, Maryland, United States

Century, Charity Ride, Half Century, Kids, Metric Century, Recreational

4 Oct 2026

New York Empire State Trail fully-supported Bike Tour

Elizabeth, NJ, USA

Recreational, Tour

4–9 Oct 2026

20th Buzzards Bay Watershed Ride

Little Compton, RI

Charity Ride, Road Racing

4 Oct 2026

Lake Loop 2026

Landing, United States

Kids, Recreational

4 Oct 2026

43rd Annual Mount Diablo Challenge

Danville, CA, USA

Recreational, Road Racing, Time Trial

4 Oct 2026

2026 Anne Arundel County Lifeline 100 Bicycle Event

Millersville, Maryland, United States

Century

4 Oct 2026

Ride for Rotary 2026 Queen Isabella Causeway Cross

Brownsville, Texas, United States

Half Century

4 Oct 2026

Giro del Vino IX

Hammonton, New Jersey, United States

4 Oct 2026

Natchez Trace Bike Adventure

Nashville, TN

Charity Ride, Recreational, Tour

8–18 Oct 2026

La Leyenda del Dorado Aruba 2026

Oranjestad, Aruba

Mountain Bike

9–12 Oct 2026

Come Ride With Us Bike Club 26/27

Palm Springs, California, United States

9 Oct 2026 – 14 May 2027

Maple River Gravel Chiller

Maple Rapids, Michigan, United States

Gravel Grinder

10 Oct 2026

Riverside Citrus Classic 2026

Riverside, California, United States

Century, Half Century

10 Oct 2026

Fitness & Fight 2026

Williamsburg, VA, USA

Charity Ride, Recreational

10 Oct 2026

Asti Tour de Vine 2026

Cloverdale, California, United States

Century

10 Oct 2026

Tour de Madison Bike Ride 2026

Madisonville, Texas, United States

10 Oct 2026

New York Empire State Trail Bike Tour – fully-supported

Elizabeth, NJ, USA

Recreational, Tour

11–16 Oct 2026

Spring Cycle

North Sydney, NSW, Australia

Charity Ride

11 Oct 2026

‘Y’ We Ride

Dryden, NY, USA

Century, Charity Ride, Recreational, Tour

11 Oct 2026

6th Annual JFCS Wheels & Heels for Meals

West Windsor, NJ, USA

Charity Ride, Recreational

11 Oct 2026

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