Upcoming Races Near Woodstock, CT - Matching: Trail Races

Name: Li'l Rhody Runaround Trail Run
Start: 2026-11-15
End: 2026-11-15
Location: Charlestown

Hoppin Hodges Rails to Trails 5K

Andover, CT

Sunday, April 5th, 2026

Featured

Trail

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Hope with Every Stride 5k/10k

Medfield, MA

Saturday, April 11th, 2026

10K

Trail

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The Next Loop Endurance Series - New England

Wrentham, MA

Saturday, April 11th, 2026

Trail

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

Wilbraham, MA

Sunday, April 12th, 2026

Trail

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Radish Rambler 5k @ White Barn Farm

Wrentham, MA

Saturday, April 25th, 2026

Trail

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Seven Sisters Trail Race Charity Bibs

Amherst, MA

Saturday, May 2nd, 2026

Trail

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Mount Archer Trail Race

Lyme, CT

Sunday, May 3rd, 2026

Trail

Fast

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Dandelion Dash and Mushroom Mile

Hadley, MA

Sunday, May 3rd, 2026

1 Mile

Trail

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Watuppa Trail Races

Fall River, MA

Saturday, May 9th, 2026

10K

Ultra

Trail

Fast

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Sgt. Joshua D. Desforges Walk/Run Challenge

Ludlow, MA

Saturday, May 9th, 2026

Trail

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15th Annual FBRTC 5K Trail Race and Walk

Franklin, MA

Saturday, May 16th, 2026

Trail

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Camp Challenge

Ashford, CT

Saturday, May 16th, 2026

Trail

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Powisset Farm Trail Run - Spring

Dover, MA

Monday, May 25th, 2026

1 Mile

Trail

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Woodland Ramble Trail Run

Mystic, CT

Saturday, May 30th, 2026

Trail

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Operation Mohawk Tactical 2

Foxboro, MA

Saturday, May 30th, 2026

Trail

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Friends of Holliston Trails 5K & 10K

Holliston, MA

Saturday, June 6th, 2026

10K

Trail

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Celebrate! West Hartford FUNd RUNS

West Hartford, CT

Sunday, June 7th, 2026

Trail

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TVFR Woodland Trail Series

Uxbridge, MA

Thursday, June 25th, 2026

Trail

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Watermelon Wobbler 5k @ White Barn Farm

Wrentham, MA

Saturday, August 15th, 2026

Trail

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Run for The Hills

Niantic, CT

Saturday, September 5th, 2026

Trail

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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

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

Warwick, RI

Saturday, September 26th, 2026

Trail

Fast

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Race for the Refuge

Sudbury, MA

Sunday, September 27th, 2026

10K

Ultra

Trail

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Run for the Pumpkins Trail Run

Westerly, RI

Saturday, October 3rd, 2026

10K

Trail

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North Kingstown Firefighters Association Blazin...

North Kingstown, RI

Saturday, October 3rd, 2026

Trail

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Run Stanley

Westfield, MA

Sunday, October 4th, 2026

1 Mile

Trail

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Ivoryton Pumpkin Chase

Ivoryton, CT

Saturday, October 17th, 2026

Trail

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Pumpkin Pacer 5k @ White Barn Farm

Wrentham, MA

Saturday, October 24th, 2026

Trail

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Grills Trail Run

Westerly, RI

Saturday, October 24th, 2026

10 Miles

10K

Trail

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Powisset Farm Trail Run - Fall

Dover, MA

Sunday, October 25th, 2026

1 Mile

Trail

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The Baystate Dirty Dog Trail Run-Ruck-Walk 5k

Berkley, MA

Sunday, October 25th, 2026

Trail

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Pawtuxet River 5k: Run of the Mills

Coventry, RI

Saturday, November 7th, 2026

Trail

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Li'l Rhody Runaround Trail Run

Charlestown, RI

Sunday, November 15th, 2026

Trail

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Explore more in Woodstock, CT

Distances:

5K 10K Half Marathon Marathon

Months:

March April May

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Connecticut races

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