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Upcoming Races Near Woodstock, CT - Matching: Trail Races

Give 'Em the Bird 5k Run / 2K Walk (11th Annual)

Easthampton, MA

Thursday, November 27th, 2025

Featured

5K

Trail

View details for race Give 'Em the Bird 5k Run / 2K Walk (11th Annual)

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F.I.T. Turkey Trot TRAIL Race

Cumberland, RI

Thursday, November 27th, 2025

Trail

View details for race F.I.T. Turkey Trot TRAIL Race

Turkeywacker 5K

Wrentham, MA

Thursday, November 27th, 2025

5K

Trail

View details for race Turkeywacker 5K

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

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

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

Run for The Hills

Niantic, CT

Saturday, September 12th, 2026

5K

Trail

View details for race Run for The Hills

Explore more in Woodstock, CT

Distances:

5K 10K Half Marathon Marathon

Months:

November December January

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Connecticut races

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