Upcoming Races Near Litchfield, CT

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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

Roxbury Road Race Series #18

Roxbury, CT

Saturday, July 11th, 2026

View details for race Roxbury Road Race Series #18

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

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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

View details for race Petit Family Foundation 5K

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

Ambulance Driver 5K ...

Derby, CT

Wednesday, July 15th, 2026

View details for race Ambulance Driver 5K at BADSONS Brewery

Bowdoin Bushwhack Presented by Peace, Love, Trails

Wappingers Falls, NY

Wednesday, July 15th, 2026

Trail

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Annual 5K Gardiner Classic Run/Walk

Gardiner, NY

Thursday, July 16th, 2026

Trail

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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

Bubble Run | Hartford 2026

Hartford, CT

Saturday, July 18th, 2026

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Predict Your Pace 1 Miler

South Windsor, CT

Sunday, July 19th, 2026

1 Mile

View details for race Predict Your Pace 1 Miler

Knights of Columbus Scholarship 5k

Wilbraham, MA

Sunday, July 19th, 2026

View details for race Knights of Columbus Scholarship 5k

Fleet Feet Poughkeepsie's Ice Cream Fun Run

Poughkeepsie, NY

Monday, July 20th, 2026

View details for race Fleet Feet Poughkeepsie's Ice Cream Fun Run

Valley of Hartford 5K Road Race

Newington, CT

Saturday, July 25th, 2026

View details for race Valley of Hartford 5K Road Race

New Milford Parks & Recreation Road Race

New Milford, CT

Saturday, July 25th, 2026

View details for race New Milford Parks & Recreation Road Race

Woodmont 5K

Milford, CT

Saturday, July 25th, 2026

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Southwest Cafe Margarita 5K

Ridgefield, 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

LOU’S RUN—52nd Summer Series Week Four

High Falls, NY

Monday, July 27th, 2026

Trail

View details for race LOU’S RUN—52nd Summer Series Week Four

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

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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

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Roxbury Road Race Series #20

Roxbury, CT

Saturday, August 1st, 2026

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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

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)

Roxbury Road Race Series #21

Roxbury, CT

Saturday, August 8th, 2026

View details for race Roxbury Road Race Series #21

5th Annual Mentoring Matters 5K

Springfield, MA

Saturday, August 8th, 2026

View details for race 5th Annual Mentoring Matters 5K

The Perogie Dash

Danbury, CT

Saturday, August 8th, 2026

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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 Robert Van Tassel “Live the Dash” Memorial ...

Chelsea, NY

Sunday, August 9th, 2026

1 Mile

View details for race The Robert Van Tassel “Live the Dash” Memorial 5k sponsored by Chelsea Fire Company

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

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

Roxbury Road Race Series #22

Roxbury, CT

Saturday, August 15th, 2026

View details for race Roxbury Road Race Series #22

Jill's Race for MS

Beacon Falls, CT

Saturday, August 15th, 2026

View details for race Jill's Race for MS

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

Millbrook Vineyards Wine Run 5k

Millbrook, NY

Sunday, August 16th, 2026

1 Mile

View details for race Millbrook Vineyards Wine Run 5k

Guess Your Time 2.5 mile Race

Yorktown Heights, NY

Wednesday, August 19th, 2026

View details for race Guess Your Time 2.5 mile Race

Amber Room Run from the Sun 5K

Danbury, CT

Thursday, August 20th, 2026

View details for race Amber Room Run from the Sun 5K

PATH TO THE PARADE 5K

Hamden, CT

Friday, August 21st, 2026

Trail

Fast

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Roxbury Road Race Series #23

Roxbury, CT

Saturday, August 22nd, 2026

View details for race Roxbury Road Race Series #23

The Bridgeport Mile- Track Style

Bridgeport, CT

Saturday, August 22nd, 2026

1 Mile

View details for race The Bridgeport Mile- Track Style

Shore 2 The Pour Beach Run 2026

Stratford, CT

Saturday, August 22nd, 2026

View details for race Shore 2 The Pour Beach Run 2026

Raptor Ridge Presented by Peace, Love, Trails

Mount Kisco, NY

Sunday, August 23rd, 2026

10K

Trail

View details for race Raptor Ridge Presented by Peace, Love, Trails

Storm King Run 2026

Highland Falls, NY

Sunday, August 23rd, 2026

1 Mile

10K

View details for race Storm King Run 2026

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