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Upcoming Races Near Southampton, NY - Matching: Trail Races

Mount Archer Trail Race

Lyme, CT

Sunday, May 3rd, 2026

Featured

5K

Trail

Fast

View details for race Mount Archer Trail Race

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Forgotten Forest 9 Hour Ultra

Stratford, CT

Saturday, May 16th, 2026

Trail

View details for race Forgotten Forest 9 Hour Ultra

Run the Vineyards - Memorial Day at Pindar 5K

Peconic, NY

Sunday, May 24th, 2026

5K

1 Mile

Trail

View details for race Run the Vineyards - Memorial Day at Pindar 5K

Woodland Ramble Trail Run

Mystic, CT

Saturday, May 30th, 2026

5K

Trail

View details for race Woodland Ramble Trail Run

Run in the Park 5K - to benefit the Milford Rot...

Milford, CT

Sunday, June 7th, 2026

5K

Trail

View details for race Run in the Park 5K - to benefit the Milford Rotary and the Beth-El Center

Centurion Trail 33 Hour Ultra

Stratford, CT

Saturday, June 27th, 2026

Trail

View details for race Centurion Trail 33 Hour Ultra

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

Run the Vineyards - Pindar Vineyards 5K

Peconic, NY

Sunday, July 26th, 2026

5K

Trail

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

Run for The Hills

Niantic, CT

Saturday, September 5th, 2026

5K

Trail

View details for race Run for The Hills

Cockaponsett Trails to a Cure

Chester, CT

Sunday, September 20th, 2026

Trail

View details for race Cockaponsett Trails to a Cure

Forbidden Forest 30 Hour Ultra

Stratford, CT

Saturday, October 3rd, 2026

Trail

View details for race Forbidden Forest 30 Hour Ultra

Run for the Pumpkins Trail Run

Westerly, RI

Saturday, October 3rd, 2026

10K

5K

Trail

View details for race Run for the Pumpkins Trail Run

Ivoryton Pumpkin Chase

Ivoryton, CT

Saturday, October 17th, 2026

5K

Trail

View details for race Ivoryton Pumpkin Chase

Grills Trail Run

Westerly, RI

Saturday, October 24th, 2026

10 Miles

10K

Trail

View details for race Grills Trail Run

RACE FOR THE GREENWAY 5K RUN / WALK

Riverhead, NY

Sunday, October 25th, 2026

Trail

View details for race RACE FOR THE GREENWAY 5K RUN / WALK

Hamden Hall Middle School Invitational

Hamden, CT

Wednesday, October 28th, 2026

Trail

View details for race Hamden Hall Middle School Invitational

Hamden Hall CISAC League Race

Hamden, CT

Saturday, October 31st, 2026

5K

Trail

View details for race Hamden Hall CISAC League Race

Stonington Vineyards Wine Run Turkey Trot 5k

Stonington, CT

Sunday, November 8th, 2026

5K

Trail

View details for race Stonington Vineyards Wine Run Turkey Trot 5k

Storybook Half Marathon

Stratford, CT

Saturday, November 21st, 2026

Half

Trail

View details for race Storybook Half Marathon

Frosty Forest 5k

Stratford, CT

Saturday, December 19th, 2026

5K

Trail

View details for race Frosty Forest 5k

Explore more in Southampton, NY

Distances:

5K 10K Half Marathon Marathon

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