242 Upcoming Races Near Cheshire, CT

Putnam County Classic

Mahopac, NY

Saturday, July 4th, 2026

Fast

View details for race Putnam County Classic

Chester Rotary's 48th Four on the Fourth

Chester, CT

Saturday, July 4th, 2026

View details for race Chester Rotary's 48th Four on the Fourth

Milford Road Runners Independence Day 5K

Milford, CT

Saturday, July 4th, 2026

View details for race Milford Road Runners Independence Day 5K

The Revolutionary Mile - At the Boom Box Parade

Willimantic, CT

Saturday, July 4th, 2026

1 Mile

Fast

View details for race The Revolutionary Mile - At the Boom Box Parade

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Four on the Fourth

New Canaan, CT

Saturday, July 4th, 2026

View details for race Four on the Fourth

EDRRC - Racing to Save Lives 5K/10K

Lagrangeville, NY

Sunday, July 5th, 2026

10K

Trail

View details for race EDRRC - Racing to Save Lives 5K/10K

East Shore 5k

New Haven, CT

Sunday, July 5th, 2026

View details for race East Shore 5k

Rails to Trails

East Hampton, CT

Friday, July 10th, 2026

Fast

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2026 MHRRC Summer Twilight Track Series

Lagrangeville, NY

Friday, July 10th, 2026

View details for race 2026 MHRRC Summer Twilight Track Series

Enfield 4th of July 5k

Enfield, CT

Saturday, July 11th, 2026

View details for race Enfield 4th of July 5k

Smile Like Jack 5k/10k/Fun Run

East Otis, MA

Saturday, July 11th, 2026

10K

Trail

View details for race Smile Like Jack 5k/10k/Fun Run

Roxbury Road Race Series #18

Roxbury, CT

Saturday, July 11th, 2026

Trail

View details for race Roxbury Road Race Series #18

Point O' Woods Beach 5K Run/Walk

Old Lyme, CT

Saturday, July 11th, 2026

View details for race Point O' Woods Beach 5K Run/Walk

Pirate's Beer Run! - A 0.5k Run For Cancer

Colchester, CT

Saturday, July 11th, 2026

Trail

View details for race Pirate's Beer Run! - A 0.5k Run For Cancer

Petit Family Foundation 5K

Plainville, CT

Sunday, July 12th, 2026

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Ambulance Driver 5K ...

Derby, CT

Wednesday, July 15th, 2026

View details for race Ambulance Driver 5K at BADSONS Brewery

THE FAIRFIELD POLICE SUNSET 5K - Presented by M...

Fairfield, CT

Wednesday, July 15th, 2026

View details for race THE FAIRFIELD POLICE SUNSET 5K - Presented by Moneco Advisors

Springfield DB Race Payment

Springfield, MA

Saturday, July 18th, 2026

View details for race Springfield DB Race Payment

Roxbury Road Race Series #19

Roxbury, CT

Saturday, July 18th, 2026

10K

View details for race Roxbury Road Race Series #19

Bubble Run | Hartford 2026

Hartford, CT

Saturday, July 18th, 2026

View details for race Bubble Run | Hartford 2026

Predict Your Pace 1 Miler

South Windsor, CT

Sunday, July 19th, 2026

1 Mile

View details for race Predict Your Pace 1 Miler

New Milford Parks & Recreation Road Race

New Milford, CT

Saturday, July 25th, 2026

View details for race New Milford Parks & Recreation Road Race

Southwest Cafe Margarita 5K

Ridgefield, CT

Saturday, July 25th, 2026

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LYSB Midsummer Run

Old Lyme, CT

Saturday, July 25th, 2026

Fast

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Woodmont 5K

Milford, CT

Saturday, July 25th, 2026

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Valley of Hartford 5K Road Race

Newington, CT

Saturday, July 25th, 2026

View details for race Valley of Hartford 5K Road Race

Surfin' Santa's Christmas In July 5k & Holiday ...

Stratford, CT

Sunday, July 26th, 2026

1 Mile

View details for race Surfin' Santa's Christmas In July 5k & Holiday Stroll

Jordan's Run Veterans' Memorial 5K Run/Walk

Sag Harbor, NY

Sunday, July 26th, 2026

View details for race Jordan's Run Veterans' Memorial 5K Run/Walk

Run the Vineyards - Pindar Vineyards 5K

Peconic, NY

Sunday, July 26th, 2026

Trail

View details for race Run the Vineyards - Pindar Vineyards 5K

The Trumbull Rotary Sunset 5k Run & Walk

Trumbull, CT

Friday, July 31st, 2026

1 Mile

View details for race The Trumbull Rotary Sunset 5k Run & Walk

The Hamden Combo

Hamden, CT

Saturday, August 1st, 2026

Trail

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Pete Hawley People's 7

Barkhamsted, CT

Saturday, August 1st, 2026

Trail

View details for race Pete Hawley People's 7

Roxbury Road Race Series #20

Roxbury, CT

Saturday, August 1st, 2026

View details for race Roxbury Road Race Series #20

It's All Downhill From Here 5K

Wilton, CT

Saturday, August 1st, 2026

Trail

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The Perfect Ten & Five Mile Road Race

Hamden, CT

Saturday, August 1st, 2026

Trail

View details for race The Perfect Ten & Five Mile Road Race

Boys & Girls Club of Milford Ice Cream Run (5K)

Milford, CT

Sunday, August 2nd, 2026

View details for race Boys & Girls Club of Milford Ice Cream Run (5K)

Smith Point Sprint Triathlon

Shirley, NY

Sunday, August 2nd, 2026

Fast

View details for race Smith Point Sprint Triathlon

5th Annual Mentoring Matters 5K

Springfield, MA

Saturday, August 8th, 2026

View details for race 5th Annual Mentoring Matters 5K

2025 Natchaug Stop the Stigma 5K Color Run & Walk

Mansfield Center, CT

Saturday, August 8th, 2026

View details for race 2025 Natchaug Stop the Stigma 5K Color Run & Walk

Follow Natural Fitness Women's Health 5K

Bridgeport, CT

Saturday, August 8th, 2026

1 Mile

View details for race Follow Natural Fitness Women's Health 5K

The Perogie Dash

Danbury, CT

Saturday, August 8th, 2026

View details for race The Perogie Dash

Roxbury Road Race Series #21

Roxbury, CT

Saturday, August 8th, 2026

View details for race Roxbury Road Race Series #21

Torrington Road Race 2026

Torrington, CT

Sunday, August 9th, 2026

1 Mile

View details for race Torrington Road Race 2026

Run for Wishes 5K Benefitting MAKE-A-WISH® CONN...

Stratford, CT

Sunday, August 9th, 2026

View details for race Run for Wishes 5K Benefitting MAKE-A-WISH® CONNECTICUT

Run the Vineyards - Priam Vineyards 5K

Colchester, CT

Sunday, August 9th, 2026

View details for race Run the Vineyards - Priam Vineyards 5K

12th Annual Step Up for the Brave

Fairfield, CT

Monday, August 10th, 2026

View details for race 12th Annual Step Up for the Brave

Jill's Race for MS

Beacon Falls, CT

Saturday, August 15th, 2026

View details for race Jill's Race for MS

MAD 5K

New London, CT

Saturday, August 15th, 2026

View details for race MAD 5K

2nd Annual Rocky Hill 2M Run & Kids Run

Rocky Hill, CT

Saturday, August 15th, 2026

Trail

View details for race 2nd Annual Rocky Hill 2M Run & Kids Run

Roxbury Road Race Series #22

Roxbury, CT

Saturday, August 15th, 2026

View details for race Roxbury Road Race Series #22

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