242 Upcoming Races Near Cheshire, CT

Christina's House Annual 5K Run or 1 Mile Walk

Springfield, MA

Saturday, September 19th, 2026

View details for race Christina's House Annual 5K Run or 1 Mile Walk

Colby's Path to the Cure 2026

Springfield, MA

Saturday, September 19th, 2026

View details for race Colby's Path to the Cure 2026

The Rifleman Run 5k- Run/Walk

Center Moriches, NY

Saturday, September 19th, 2026

View details for race The Rifleman Run 5k- Run/Walk

KVIS 2026 Michael Berardino Memorial Road Race

Katonah, NY

Saturday, September 19th, 2026

1 Mile

Trail

View details for race KVIS 2026 Michael Berardino Memorial Road Race

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Murray Lender 5K Bagel Run

Woodbridge, CT

Sunday, September 20th, 2026

View details for race Murray Lender 5K Bagel Run

Where the Pavement Ends Single & Double Loop

Ridgefield, CT

Sunday, September 20th, 2026

Trail

View details for race Where the Pavement Ends Single & Double Loop

17th Annual Farmington River Run 5K Trail Race

Farmington, CT

Sunday, September 20th, 2026

Trail

View details for race 17th Annual Farmington River Run 5K Trail Race

Cockaponsett Trails to a Cure

Chester, CT

Sunday, September 20th, 2026

Trail

View details for race Cockaponsett Trails to a Cure

2025 Darien Road Race & Family Fun Day Charity ...

Darien, CT

Sunday, September 20th, 2026

1 Mile

View details for race 2025 Darien Road Race & Family Fun Day Charity Fundraiser

MKFD FIRED UP 5K

Mount Kisco, NY

Sunday, September 20th, 2026

View details for race MKFD FIRED UP 5K

Circle of Care's Annual Walk/Run for Kids With ...

Westport, CT

Sunday, September 20th, 2026

View details for race Circle of Care's Annual Walk/Run for Kids With Cancer

Come Out & Run 5k

Wilton, CT

Sunday, September 20th, 2026

View details for race Come Out & Run 5k

Come on Over 5K and 2.1 Mile Fitness Walk

Portland, CT

Saturday, September 26th, 2026

1 Mile

View details for race Come on Over 5K and 2.1 Mile Fitness Walk

Roxbury Road Race Series #28

Roxbury, CT

Saturday, September 26th, 2026

View details for race Roxbury Road Race Series #28

The River Run

Simsbury, CT

Saturday, September 26th, 2026

10K

1 Mile

View details for race The River Run

2025 Pies & Pub TaTa Trot 5k

Middlebury, CT

Saturday, September 26th, 2026

View details for race 2025 Pies & Pub TaTa Trot 5k

Sickle Cell Disease Association of America, CT/...

New Haven, CT

Saturday, September 26th, 2026

1 Mile

View details for race Sickle Cell Disease Association of America, CT/ Michelle's House Walk. Run. Bike.

Chamber Challenge 5K

Meriden, CT

Saturday, September 26th, 2026

View details for race Chamber Challenge 5K

Woodbridge 5k

Woodbridge, CT

Saturday, September 26th, 2026

Fast

View details for race Woodbridge 5k

Cromwell Riverport 5k

Cromwell, CT

Saturday, September 26th, 2026

View details for race Cromwell Riverport 5k

Hogsback Half Marathon

Colebrook, CT

Saturday, September 26th, 2026

Half

Fast

View details for race Hogsback Half Marathon

New Pond Farm Hayfield Hustle

Redding, CT

Saturday, September 26th, 2026

Fast

View details for race New Pond Farm Hayfield Hustle

Lisbon Fall Festival Road Race

Lisbon, CT

Sunday, September 27th, 2026

View details for race Lisbon Fall Festival Road Race

Run/Walk To Save a Life 5K

Hamden, CT

Sunday, September 27th, 2026

View details for race Run/Walk To Save a Life 5K

The 39th Bigelow Tea Community Challenge

Southport, CT

Sunday, September 27th, 2026

1 Mile

View details for race The 39th Bigelow Tea Community Challenge

4th Annual Beach to Beach 5k

Morris, CT

Sunday, September 27th, 2026

Fast

View details for race 4th Annual Beach to Beach 5k

Greenwich Half Marathon

Old Greenwich, CT

Sunday, September 27th, 2026

Half

Fast

View details for race Greenwich Half Marathon

Bosco Fowler Memorial 5K Road Race

Stafford Springs, CT

Sunday, September 27th, 2026

View details for race Bosco Fowler Memorial 5K Road Race

IronHike Series - Fall '26

Mohawk Mtn Ski Area, Cornwall, CT

Thursday, October 1st, 2026

Ultra

Trail

View details for race IronHike Series - Fall '26

Pounding the Pavement for Pink Races

Seymour, CT

Friday, October 2nd, 2026

1 Mile

View details for race Pounding the Pavement for Pink Races

Salmon River 5.5 Mile Run

Colchester, CT

Saturday, October 3rd, 2026

Fast

View details for race Salmon River 5.5 Mile Run

Cider Mill Road Race

Tolland, CT

Saturday, October 3rd, 2026

1 Mile

View details for race Cider Mill Road Race

Westover Run the Runway 2026

Chicopee, MA

Saturday, October 3rd, 2026

View details for race Westover Run the Runway 2026

5th Annual Purple Light Project 5K

Hartford, CT

Saturday, October 3rd, 2026

1 Mile

Fast

View details for race 5th Annual Purple Light Project 5K

Roxbury Road Race Series #29

Roxbury, CT

Saturday, October 3rd, 2026

View details for race Roxbury Road Race Series #29

Running for Water for Africa 5K

Milford, CT

Saturday, October 3rd, 2026

1 Mile

Fast

View details for race Running for Water for Africa 5K

2026 Rail Trail 10K Race

Hamden, CT

Saturday, October 3rd, 2026

10K

Trail

View details for race 2026 Rail Trail 10K Race

Forbidden Forest 30 Hour Ultra

Stratford, CT

Saturday, October 3rd, 2026

Trail

View details for race Forbidden Forest 30 Hour Ultra

Norfolk Land Trust Trail Race Series/Haystack M...

Norfolk, CT

Sunday, October 4th, 2026

10K

Half

Trail

View details for race Norfolk Land Trust Trail Race Series/Haystack Mountain Challenge

Fishbein / YMCA Community Road Race

Wallingford, CT

Sunday, October 4th, 2026

1 Mile

View details for race Fishbein / YMCA Community Road Race

Big Sky 5K

Farmington, CT

Sunday, October 4th, 2026

View details for race Big Sky 5K

Run Stanley

Westfield, MA

Sunday, October 4th, 2026

1 Mile

Trail

View details for race Run Stanley

Apple Harvest Road Races

Southington, CT

Sunday, October 4th, 2026

1 Mile

Trail

View details for race Apple Harvest Road Races

2026 Groton Memorial Walk & Kids' Fun Run

Groton, CT

Sunday, October 4th, 2026

View details for race 2026 Groton Memorial Walk & Kids' Fun Run

SOLES for All Souls 5K Race/ 2K Walk

Stony Brook, NY

Sunday, October 4th, 2026

View details for race SOLES for All Souls 5K Race/ 2K Walk

Run the Vineyards - Pindar Fall 5K and 8K

Peconic, NY

Sunday, October 4th, 2026

View details for race Run the Vineyards - Pindar Fall 5K and 8K

RACE FOR CATHERINE

Newtown, CT

Friday, October 9th, 2026

View details for race RACE FOR CATHERINE

Hartland Harvest Run

East Hartland, CT

Saturday, October 10th, 2026

View details for race Hartland Harvest Run

Eversource Hartford Marathon, Half Marathon, Re...

Hartford, CT

Saturday, October 10th, 2026

Marathon

Half

View details for race Eversource Hartford Marathon, Half Marathon, Relay & Charity 5K

Roxbury Road Race Series #30

Roxbury, CT

Saturday, October 10th, 2026

View details for race Roxbury Road Race Series #30

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