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Upcoming Races Near Westport, MA - Matching: Trail Races

F.I.T. 'Rock Trail Race

Cumberland, RI

Saturday, March 14th, 2026

Featured

5K

Ultra

1 Mile

Trail

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

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Ramsey's Run

Kingston, MA

Saturday, March 14th, 2026

5K

Trail

View details for race Ramsey's Run

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

Radish Rambler 5k @ White Barn Farm

Wrentham, MA

Saturday, April 25th, 2026

5K

Trail

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

Watuppa Trail Races

Fall River, MA

Saturday, May 9th, 2026

10K

Ultra

Trail

Fast

View details for race Watuppa Trail Races

4K Trail Run

Boston, MA

Wednesday, May 20th, 2026

Trail

View details for race 4K Trail Run

Powisset Farm Trail Run - Spring

Dover, MA

Monday, May 25th, 2026

5K

1 Mile

Trail

View details for race Powisset Farm Trail Run - Spring

The Wine Run at Westport Rivers Vineyard & Winery

Westport, MA

Sunday, June 7th, 2026

5K

Trail

View details for race The Wine Run at Westport Rivers Vineyard & Winery

Charlestown Boys & Girls Club's Battle of Bunke...

Charlestown, MA

Sunday, June 14th, 2026

5K

Trail

View details for race Charlestown Boys & Girls Club's Battle of Bunker Hill 5K Road Race

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 for the Pumpkins Trail Run

Westerly, RI

Saturday, October 3rd, 2026

10K

5K

Trail

View details for race Run for the Pumpkins Trail Run

The Wine Run at Sakonnet Vineyard

Little Compton, RI

Saturday, October 17th, 2026

5K

Trail

View details for race The Wine Run at Sakonnet Vineyard

Pumpkin Pacer 5k @ White Barn Farm

Wrentham, MA

Saturday, October 24th, 2026

5K

Trail

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

Grills Trail Run

Westerly, RI

Saturday, October 24th, 2026

10 Miles

10K

Trail

View details for race Grills Trail Run

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

Berkley, MA

Sunday, October 25th, 2026

5K

Trail

View details for race The Baystate Dirty Dog Trail Run-Ruck-Walk 5k

Li'l Rhody Runaround Trail Run

Charlestown, RI

Sunday, November 15th, 2026

Trail

View details for race Li'l Rhody Runaround Trail Run

Explore more in Westport, MA

Distances:

5K 10K Half Marathon Marathon

Months:

January February March

Tags:

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State:

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