Upcoming Races Near Chester, CT

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Black Hog Brewing Co. 5K Road Race

Oxford, CT

Saturday, September 5th, 2026

View details for race Black Hog Brewing Co. 5K Road Race

Ride with Hal

Westbrook, CT

Sunday, September 6th, 2026

View details for race Ride with Hal

Haddam Neck Fair 5K

Haddam, CT

Sunday, September 6th, 2026

View details for race Haddam Neck Fair 5K

Faxon Law New Haven Road Race

New Haven, CT

Monday, September 7th, 2026

Half

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Groton City Brew Run

Groton, CT

Saturday, September 12th, 2026

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2026 Gulf Beach Half Marathon

Milford, CT

Saturday, September 12th, 2026

Half

View details for race 2026 Gulf Beach Half Marathon

Kailey Jaie Prenoveau Scholarship 5K Run

Harwinton, CT

Saturday, September 12th, 2026

View details for race Kailey Jaie Prenoveau Scholarship 5K Run

Run 4 Hunger and Health

Newtown, CT

Saturday, September 12th, 2026

1 Mile

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Roxbury Road Race Series #26

Roxbury, CT

Saturday, September 12th, 2026

View details for race Roxbury Road Race Series #26

SUFFIELD PARKS & RECREATION ROAD RACE

Suffield, CT

Saturday, September 12th, 2026

View details for race SUFFIELD PARKS & RECREATION ROAD RACE

Springfield Puerto Rican Parade Pa’lante 5K Run...

Springfield, MA

Saturday, September 12th, 2026

View details for race Springfield Puerto Rican Parade Pa’lante 5K Run/Walk

ESM Touchdown Booster Color/Fun Run

Manorville, NY

Saturday, September 12th, 2026

View details for race ESM Touchdown Booster Color/Fun Run

Montville Race Day 5K , 10K , and Color Run

Oakdale, CT

Sunday, September 13th, 2026

10K

View details for race Montville Race Day 5K , 10K , and Color Run

PTSMC Stride to Provide 5K Run/Walk

Wallingford, CT

Sunday, September 13th, 2026

View details for race PTSMC Stride to Provide 5K Run/Walk

Charlie Stavros Memorial Beach Run

Westerly, RI

Tuesday, September 15th, 2026

View details for race Charlie Stavros Memorial Beach Run

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

Bound for the Sound

Old Lyme, CT

Saturday, September 19th, 2026

10K

1 Mile

Fast

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Arc Run

Meriden, CT

Saturday, September 19th, 2026

10K

View details for race Arc Run

2nd Annual PCS Harvest Hustle 5K & Kids Run

Pomfret Center, CT

Saturday, September 19th, 2026

Trail

View details for race 2nd Annual PCS Harvest Hustle 5K & Kids Run

4 Town 5k

Somers, CT

Saturday, September 19th, 2026

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Roxbury Road Race Series #27

Roxbury, CT

Saturday, September 19th, 2026

View details for race Roxbury Road Race Series #27

Colby's Path to the Cure 2026

Springfield, MA

Saturday, September 19th, 2026

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

OUTRUN ADDICTION 5K

Enfield, CT

Saturday, September 19th, 2026

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Bozrah Fire Department 5k Road Race and Kids' f...

Bozrah, CT

Saturday, September 19th, 2026

View details for race Bozrah Fire Department 5k Road Race and Kids' fun run

2026 Run To The River 5K

Deep River, CT

Saturday, September 19th, 2026

View details for race 2026 Run To The River 5K

The Rifleman Run 5k- Run/Walk

Center Moriches, NY

Saturday, September 19th, 2026

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

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

13th Annual NOW ~Lap The Lake~ 5k Walk & Run

Dayville, CT

Sunday, September 20th, 2026

View details for race 13th Annual NOW ~Lap The Lake~ 5k Walk & Run

Murray Lender 5K Bagel Run

Woodbridge, CT

Sunday, September 20th, 2026

View details for race Murray Lender 5K Bagel Run

Cockaponsett Trails to a Cure

Chester, CT

Sunday, September 20th, 2026

Trail

View details for race Cockaponsett Trails to a Cure

Roxbury Road Race Series #28

Roxbury, CT

Saturday, September 26th, 2026

View details for race Roxbury Road Race Series #28

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.

2025 Pies & Pub TaTa Trot 5k

Middlebury, CT

Saturday, September 26th, 2026

View details for race 2025 Pies & Pub TaTa Trot 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

Hayfield Hustle and Oktoberfest at New Pond Farm

Redding, CT

Saturday, September 26th, 2026

View details for race Hayfield Hustle and Oktoberfest at New Pond Farm

Chamber Challenge 5K

Meriden, CT

Saturday, September 26th, 2026

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Cromwell Riverport 5k

Cromwell, CT

Saturday, September 26th, 2026

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The River Run

Simsbury, CT

Saturday, September 26th, 2026

10K

1 Mile

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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

Bosco Fowler Memorial 5K Road Race

Stafford Springs, CT

Sunday, September 27th, 2026

View details for race Bosco Fowler Memorial 5K Road Race

4th Annual Beach to Beach 5k

Morris, CT

Sunday, September 27th, 2026

Fast

View details for race 4th Annual Beach to Beach 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

Pounding the Pavement for Pink Races

Seymour, CT

Friday, October 2nd, 2026

1 Mile

View details for race Pounding the Pavement for Pink Races

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

Salmon River 5.5 Mile Run

Colchester, CT

Saturday, October 3rd, 2026

Fast

View details for race Salmon River 5.5 Mile Run

Run for the Pumpkins Trail Run

Westerly, RI

Saturday, October 3rd, 2026

10K

Trail

View details for race Run for the Pumpkins Trail Run

Forbidden Forest 30 Hour Ultra

Stratford, CT

Saturday, October 3rd, 2026

Trail

View details for race Forbidden Forest 30 Hour Ultra

Roxbury Road Race Series #29

Roxbury, CT

Saturday, October 3rd, 2026

View details for race Roxbury Road Race Series #29

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

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