Upcoming Races Near Monson, MA - Matching: Trail Races

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Fitzwilliam to Troy Depot Day Cheshire Rail Tra...

Fitzwilliam, NH

Saturday, June 13th, 2026

Trail

View details for race Fitzwilliam to Troy Depot Day Cheshire Rail Trail Fun Run

Solstice Sprint 5K

West Hartford, CT

Wednesday, June 17th, 2026

Trail

Fast

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2026 Camp Jewell 5K Fun Run/Walk & Kids 1M

Colebrook, CT

Saturday, June 20th, 2026

1 Mile

Trail

View details for race 2026 Camp Jewell 5K Fun Run/Walk & Kids 1M

TVFR Woodland Trail Series

Uxbridge, MA

Thursday, June 25th, 2026

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

Smile Like Jack 5k/10k/Fun Run

East Otis, MA

Saturday, July 11th, 2026

10K

Trail

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Pete Hawley People's 7

Barkhamsted, CT

Saturday, August 1st, 2026

Trail

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2nd Annual Rocky Hill 2M Run & Kids Run

Rocky Hill, CT

Saturday, August 15th, 2026

Trail

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2nd Annual PCS Harvest Hustle 5K & Kids Run

Pomfret Center, CT

Saturday, September 19th, 2026

Trail

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

17th Annual Farmington River Run 5K Trail Race

Farmington, CT

Sunday, September 20th, 2026

Trail

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

Cockaponsett Trails to a Cure

Chester, CT

Sunday, September 20th, 2026

Trail

View details for race Cockaponsett Trails to a Cure

Miles for Mutts 5k Run/Walk

Marlborough, MA

Saturday, October 3rd, 2026

Trail

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Survival of the F.I.T.test - 34 Hour Trail Ultra

Cumberland, RI

Saturday, October 3rd, 2026

Trail

View details for race Survival of the F.I.T.test - 34 Hour Trail Ultra

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

Norfolk, CT

Sunday, October 4th, 2026

10K

Half

Trail

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

Run Stanley

Westfield, MA

Sunday, October 4th, 2026

1 Mile

Trail

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Apple Harvest Road Races

Southington, CT

Sunday, October 4th, 2026

1 Mile

Trail

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Tom Centinaro Memorial "Dam" Race

Wolcott, CT

Saturday, October 17th, 2026

Trail

View details for race Tom Centinaro Memorial "Dam" Race

Run for the Hills

Harvard, MA

Sunday, October 25th, 2026

1 Mile

Trail

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Collinsville Trick or Trot

Collinsville, CT

Saturday, October 31st, 2026

Trail

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F.I.T. TrailFecta 2026

Cumberland, RI

Sunday, November 1st, 2026

1 Mile

Trail

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Pawtuxet River 5k: Run of the Mills

Coventry, RI

Saturday, November 7th, 2026

Trail

View details for race Pawtuxet River 5k: Run of the Mills

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

Centerville Bank Thompson Turkey Trot

Thompson, CT

Sunday, November 8th, 2026

Trail

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F.I.T. 'Rock Trail Race

Cumberland, RI

Sunday, March 14th, 2027

Ultra

1 Mile

Trail

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F.I.T King of the Hill

Cumberland, RI

Saturday, May 22nd, 2027

Trail

View details for race F.I.T King of the Hill

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