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Upcoming Races Near Sturbridge, MA - Matching: Trail Races

The Heartbreaker Mountain Race

Jaffrey, NH

Saturday, February 14th, 2026

Featured

Trail

View details for race The Heartbreaker Mountain Race

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F.I.T. 'Rock Trail Race

Cumberland, RI

Saturday, March 14th, 2026

5K

Ultra

1 Mile

Trail

View details for race F.I.T. 'Rock Trail Race

Hoppin Hodges Rails to Trails 5K

Andover, CT

Sunday, April 5th, 2026

5K

Trail

View details for race Hoppin Hodges Rails to Trails 5K

Hope with Every Stride 5k/10k

Medfield, MA

Saturday, April 11th, 2026

5K

10K

Trail

View details for race Hope with Every Stride 5k/10k

The Next Loop Endurance Series - New England

Wrentham, MA

Saturday, April 11th, 2026

Trail

View details for race The Next Loop Endurance Series - New England

11th Annual F.O.R 5k Trail Race

Wilbraham, MA

Sunday, April 12th, 2026

5K

Trail

View details for race 11th Annual F.O.R 5k Trail Race

Radish Rambler 5k @ White Barn Farm

Wrentham, MA

Saturday, April 25th, 2026

5K

Trail

View details for race Radish Rambler 5k @ White Barn Farm

Seven Sisters Trail Race Charity Bibs

Amherst, MA

Saturday, May 2nd, 2026

Trail

View details for race Seven Sisters Trail Race Charity Bibs

Dandelion Dash and Mushroom Mile

Hadley, MA

Sunday, May 3rd, 2026

5K

1 Mile

Trail

View details for race Dandelion Dash and Mushroom Mile

Mount Archer Trail Race

Lyme, CT

Sunday, May 3rd, 2026

5K

Trail

Fast

View details for race Mount Archer Trail Race

Sgt. Joshua D. Desforges Walk/Run Challenge

Ludlow, MA

Saturday, May 9th, 2026

5K

Trail

View details for race Sgt. Joshua D. Desforges Walk/Run Challenge

Powisset Farm Trail Run - Spring

Dover, MA

Monday, May 25th, 2026

5K

1 Mile

Trail

View details for race Powisset Farm Trail Run - Spring

Operation Mohawk Tactical 2

Foxboro, MA

Saturday, May 30th, 2026

Trail

View details for race Operation Mohawk Tactical 2

Brookline Bolt 5K Run/Walk by Scribbles

Brookline, NH

Sunday, May 31st, 2026

5K

Trail

View details for race Brookline Bolt 5K Run/Walk by Scribbles

Fitzwilliam to Troy Depot Day Cheshire Rail Tra...

Fitzwilliam, NH

Saturday, June 6th, 2026

Trail

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

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

Watermelon Wobbler 5k @ White Barn Farm

Wrentham, MA

Saturday, August 15th, 2026

5K

Trail

View details for race Watermelon Wobbler 5k @ White Barn Farm

Ocean State XC Invitational - Ocean State 5K Tr...

Warwick, RI

Saturday, September 26th, 2026

5K

Trail

Fast

View details for race Ocean State XC Invitational - Ocean State 5K Trail Run

Run Stanley

Westfield, MA

Sunday, October 4th, 2026

5K

1 Mile

Trail

View details for race Run Stanley

Pumpkin Pacer 5k @ White Barn Farm

Wrentham, MA

Saturday, October 24th, 2026

5K

Trail

View details for race Pumpkin Pacer 5k @ White Barn Farm

Powisset Farm Trail Run - Fall

Dover, MA

Sunday, October 25th, 2026

5K

1 Mile

Trail

View details for race Powisset Farm Trail Run - Fall

Explore more in Sturbridge, MA

Distances:

5K 10K Half Marathon Marathon

Months:

February March April

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Massachusetts races

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