Upcoming Races Near Chester, CT

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Roxbury Road Race Series #19

Roxbury, CT

Saturday, July 18th, 2026

10K

View details for race Roxbury Road Race Series #19

Predict Your Pace 1 Miler

South Windsor, CT

Sunday, July 19th, 2026

1 Mile

View details for race Predict Your Pace 1 Miler

Blessing of the Fleet-Stonington 5K Road Race a...

Stonington, CT

Thursday, July 23rd, 2026

View details for race Blessing of the Fleet-Stonington 5K Road Race and 2 Mile Walk

Valley of Hartford 5K Road Race

Newington, CT

Saturday, July 25th, 2026

View details for race Valley of Hartford 5K Road Race

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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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

Run the Vineyards - Pindar Vineyards 5K

Peconic, NY

Sunday, July 26th, 2026

Trail

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

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

Nick Bottone Mile

Charlestown, RI

Wednesday, July 29th, 2026

1 Mile

View details for race Nick Bottone Mile

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

View details for race The Hamden Combo

The Perfect Ten & Five Mile Road Race

Hamden, CT

Saturday, August 1st, 2026

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

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

Smith Point Sprint Triathlon

Shirley, NY

Sunday, August 2nd, 2026

Fast

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Race of Hope Southampton

Southampton, NY

Sunday, August 2nd, 2026

View details for race Race of Hope Southampton

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)

Run 4 Kerri 4 Miler

Wakefield, RI

Sunday, August 2nd, 2026

View details for race Run 4 Kerri 4 Miler

Stonington Cross Country 5K

Pawcatuck, CT

Wednesday, August 5th, 2026

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Roxbury Road Race Series #21

Roxbury, CT

Saturday, August 8th, 2026

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Follow Natural Fitness Women's Health 5K

Bridgeport, CT

Saturday, August 8th, 2026

1 Mile

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2026 Natchaug 5K Color Run & Walk

Mansfield Center, CT

Saturday, August 8th, 2026

View details for race 2026 Natchaug 5K Color Run & Walk

5th Annual Mentoring Matters 5K

Springfield, MA

Saturday, August 8th, 2026

View details for race 5th Annual Mentoring Matters 5K

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

Torrington Road Race 2026

Torrington, CT

Sunday, August 9th, 2026

1 Mile

View details for race Torrington Road Race 2026

12th Annual Step Up for the Brave

Fairfield, CT

Monday, August 10th, 2026

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Roxbury Road Race Series #22

Roxbury, CT

Saturday, August 15th, 2026

View details for race Roxbury Road Race Series #22

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

Scotland's Washed Out Bridge Endurance Challenge

Scotland, CT

Saturday, August 15th, 2026

View details for race Scotland's Washed Out Bridge Endurance Challenge

Jill's Race for MS

Beacon Falls, CT

Saturday, August 15th, 2026

View details for race Jill's Race for MS

Mohegan Striders 4-Miler at Sneekers

Groton, CT

Sunday, August 16th, 2026

View details for race Mohegan Striders 4-Miler at Sneekers

Battle of Stonington 5K

Stonington, CT

Tuesday, August 18th, 2026

Fast

View details for race Battle of Stonington 5K

PATH TO THE PARADE 5K

Hamden, CT

Friday, August 21st, 2026

Trail

Fast

View details for race PATH TO THE PARADE 5K

17th Annual Saybrook Point 5k Road Race 2026

Old Saybrook, CT

Saturday, August 22nd, 2026

View details for race 17th Annual Saybrook Point 5k Road Race 2026

Shore 2 The Pour Beach Run 2026

Stratford, CT

Saturday, August 22nd, 2026

View details for race Shore 2 The Pour Beach Run 2026

The Bridgeport Mile- Track Style

Bridgeport, CT

Saturday, August 22nd, 2026

1 Mile

View details for race The Bridgeport Mile- Track Style

Roxbury Road Race Series #23

Roxbury, CT

Saturday, August 22nd, 2026

View details for race Roxbury Road Race Series #23

Healthy Kids Running Series Fall 2026 - Pomfret...

Pomfret, CT

Sunday, August 23rd, 2026

View details for race Healthy Kids Running Series Fall 2026 - Pomfret, CT

Old Wethersfield 5K & 10K

Wethersfield, CT

Sunday, August 23rd, 2026

10K

View details for race Old Wethersfield 5K & 10K

Roxbury Road Race Series #24

Roxbury, CT

Saturday, August 29th, 2026

View details for race Roxbury Road Race Series #24

2026 Killingworth Road Race 4 Miles

Killingworth, CT

Saturday, August 29th, 2026

View details for race 2026 Killingworth Road Race 4 Miles

Lobster Loop 5K

Canton, CT

Sunday, August 30th, 2026

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Be Happy Road Race

Ellington, CT

Sunday, August 30th, 2026

10K

View details for race Be Happy Road Race

Newtown Community Running Event

Newtown, CT

Sunday, August 30th, 2026

10K

Half

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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

Run for The Hills

Niantic, CT

Saturday, September 5th, 2026

Trail

View details for race Run for The Hills

Ring of Fire 5K

Northville, NY

Saturday, September 5th, 2026

View details for race Ring of Fire 5K

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