Upcoming Races Near Longmeadow, MA - Matching: Trail Races

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TVFR Woodland Trail Series

Uxbridge, MA

Thursday, June 25th, 2026

Trail

View details for race TVFR Woodland Trail Series

Smile Like Jack 5k/10k/Fun Run

East Otis, MA

Saturday, July 11th, 2026

5K

10K

Trail

View details for race Smile Like Jack 5k/10k/Fun Run

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

Pete Hawley People's 7

Barkhamsted, CT

Saturday, August 1st, 2026

Trail

View details for race Pete Hawley People's 7

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

2nd Annual PCS Harvest Hustle 5K & Kids Run

Pomfret Center, CT

Saturday, September 19th, 2026

5K

Trail

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

Cockaponsett Trails to a Cure

Chester, CT

Sunday, September 20th, 2026

Trail

View details for race Cockaponsett Trails to a Cure

17th Annual Farmington River Run 5K Trail Race

Farmington, CT

Sunday, September 20th, 2026

5K

Trail

View details for race 17th Annual Farmington River Run 5K Trail Race

IronHike Series - Fall '26

Mohawk Mtn Ski Area, Cornwall, CT

Thursday, October 1st, 2026

Ultra

Trail

View details for race IronHike Series - Fall '26

Norfolk Land Trust Trail Race Series/Haystack M...

Norfolk, CT

Sunday, October 4th, 2026

5K

10K

Half

Trail

View details for race Norfolk Land Trust Trail Race Series/Haystack Mountain Challenge

Run Stanley

Westfield, MA

Sunday, October 4th, 2026

5K

1 Mile

Trail

View details for race Run Stanley

Apple Harvest Road Races

Southington, CT

Sunday, October 4th, 2026

5K

1 Mile

Trail

View details for race Apple Harvest Road Races

Ivoryton Pumpkin Chase

Ivoryton, CT

Saturday, October 17th, 2026

5K

Trail

View details for race Ivoryton Pumpkin Chase

Tom Centinaro Memorial "Dam" Race

Wolcott, CT

Saturday, October 17th, 2026

Trail

View details for race Tom Centinaro Memorial "Dam" Race

Cheshire Community YMCA Harvest Trail Race and ...

Cheshire, CT

Saturday, October 24th, 2026

5K

Trail

View details for race Cheshire Community YMCA Harvest Trail Race and Y Cup Relay

Collinsville Trick or Trot

Collinsville, CT

Saturday, October 31st, 2026

5K

Trail

View details for race Collinsville Trick or Trot

Centerville Bank Thompson Turkey Trot

Thompson, CT

Sunday, November 8th, 2026

5K

Trail

View details for race Centerville Bank Thompson Turkey Trot

Upton 10.5K and Half Marathon Trail Race

Upton, MA

Sunday, November 8th, 2026

Half

Trail

View details for race Upton 10.5K and Half Marathon Trail Race

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