Upcoming Races Near Middletown, CT

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LYSB Midsummer Run

Old Lyme, CT

Saturday, July 25th, 2026

Fast

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Run the Vineyards - Pindar Vineyards 5K

Peconic, NY

Sunday, July 26th, 2026

Trail

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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

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

The Trumbull Rotary Sunset 5k Run & Walk

Trumbull, CT

Friday, July 31st, 2026

1 Mile

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Roxbury Road Race Series #20

Roxbury, CT

Saturday, August 1st, 2026

View details for race Roxbury Road Race Series #20

The Hamden Combo

Hamden, CT

Saturday, August 1st, 2026

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The Perfect Ten & Five Mile Road Race

Hamden, CT

Saturday, August 1st, 2026

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

It's All Downhill From Here 5K

Wilton, CT

Saturday, August 1st, 2026

Trail

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Pete Hawley People's 7

Barkhamsted, CT

Saturday, August 1st, 2026

Trail

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Race of Hope Southampton

Southampton, NY

Sunday, August 2nd, 2026

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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)

Stonington Cross Country 5K

Pawcatuck, CT

Wednesday, August 5th, 2026

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5th Annual Mentoring Matters 5K powered by Best...

Springfield, MA

Saturday, August 8th, 2026

View details for race 5th Annual Mentoring Matters 5K powered by Best Fitness

Follow Natural Fitness Women's Health 5K

Bridgeport, CT

Saturday, August 8th, 2026

1 Mile

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The Perogie Dash

Danbury, CT

Saturday, August 8th, 2026

View details for race The Perogie Dash

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

Roxbury Road Race Series #21

Roxbury, CT

Saturday, August 8th, 2026

View details for race Roxbury Road Race Series #21

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

Torrington Road Race 2026

Torrington, CT

Sunday, August 9th, 2026

1 Mile

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Run the Vineyards - Priam Vineyards 5K

Colchester, CT

Sunday, August 9th, 2026

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12th Annual Step Up for the Brave

Fairfield, CT

Monday, August 10th, 2026

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Scotland's Washed Out Bridge Endurance Challenge

Scotland, CT

Saturday, August 15th, 2026

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Brimfield Wine Run 5k

Brimfield, MA

Saturday, August 15th, 2026

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Jill's Race for MS

Beacon Falls, CT

Saturday, August 15th, 2026

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Roxbury Road Race Series #22

Roxbury, CT

Saturday, August 15th, 2026

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2nd Annual Rocky Hill 2M Run & Kids Run

Rocky Hill, CT

Saturday, August 15th, 2026

Trail

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MAD 5K

New London, CT

Saturday, August 15th, 2026

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Mohegan Striders 4-Miler at Sneekers

Groton, CT

Sunday, August 16th, 2026

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Battle of Stonington 5K

Stonington, CT

Tuesday, August 18th, 2026

Fast

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Amber Room Run from the Sun 5K

Danbury, CT

Thursday, August 20th, 2026

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PATH TO THE PARADE 5K

Hamden, CT

Friday, August 21st, 2026

Trail

Fast

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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

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Roxbury Road Race Series #23

Roxbury, CT

Saturday, August 22nd, 2026

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Old Wethersfield 5K & 10K

Wethersfield, CT

Sunday, August 23rd, 2026

10K

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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

Stride For Change: Supporting Our Veterans and ...

Holyoke, MA

Saturday, August 29th, 2026

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Roxbury Road Race Series #24

Roxbury, CT

Saturday, August 29th, 2026

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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

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Newtown Community Running Event

Newtown, CT

Sunday, August 30th, 2026

10K

Half

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Ring of Fire 5K

Northville, NY

Saturday, September 5th, 2026

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Run for The Hills

Niantic, CT

Saturday, September 5th, 2026

Trail

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Roxbury Road Race Series #25

Roxbury, CT

Saturday, September 5th, 2026

1 Mile

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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

Haddam Neck Fair 5K

Haddam, CT

Sunday, September 6th, 2026

View details for race Haddam Neck Fair 5K

Ride with Hal

Westbrook, CT

Sunday, September 6th, 2026

View details for race Ride with Hal

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