Upcoming Races In Massachusetts, US - Matching: Trail Races

Name: Charlestown Boys & Girls Club's Battle of Bunker Hill 5K Road Race
Start: 2026-06-14
End: 2026-06-14
Location: Charlestown

Sheriff's Meadow Foundation Third Annual Trail Run

Edgartown, MA

Saturday, September 27th, 2025

Trail

View details for race Sheriff's Meadow Foundation Third Annual Trail Run

La Bonita Vecindad 5K Run/Walk

Springfield, MA

Saturday, September 27th, 2025

1 Mile

Trail

View details for race La Bonita Vecindad 5K Run/Walk

Race for the Refuge

Sudbury, MA

Sunday, September 28th, 2025

1 Mile

10K

Ultra

Trail

View details for race Race for the Refuge

Shrewsbury Trails 5K

Shrewsbury, MA

Saturday, October 4th, 2025

Trail

View details for race Shrewsbury Trails 5K

Miles for Mutts 5k Run/Walk

Marlborough, MA

Saturday, October 4th, 2025

Trail

View details for race Miles for Mutts 5k Run/Walk

Breast Cancer Awareness 5K Run/Walk

Malden, MA

Saturday, October 4th, 2025

Trail

View details for race Breast Cancer Awareness 5K Run/Walk

Run Stanley

Westfield, MA

Sunday, October 5th, 2025

1 Mile

Trail

View details for race Run Stanley

Houghton's Pond Trail Races (7 Miles and 3.7 Mi...

Milton, MA

Sunday, October 5th, 2025

Trail

View details for race Houghton's Pond Trail Races (7 Miles and 3.7 Miles)

ORR Alumni Trail Race

Marion, MA

Monday, October 13th, 2025

Trail

View details for race ORR Alumni Trail Race

Weir River Farm Trail Race

Hingham, MA

Sunday, October 19th, 2025

Half

10K

Trail

View details for race Weir River Farm Trail Race

Pumpkin Pacer 5k @ White Barn Farm

Wrentham, MA

Saturday, October 25th, 2025

Trail

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

Powisset Farm Trail Run - Fall

Dover, MA

Sunday, October 26th, 2025

1 Mile

Trail

View details for race Powisset Farm Trail Run - Fall

21st Annual GFRC Busa Bushwhack Trail Races

Framingham, MA

Sunday, November 2nd, 2025

10 Miles

Trail

View details for race 21st Annual GFRC Busa Bushwhack Trail Races

2025 Upton 10.5K and Half Marathon Trail Race

Upton, MA

Sunday, November 9th, 2025

10K

Trail

View details for race 2025 Upton 10.5K and Half Marathon Trail Race

Upton 10.5K and Half Marathon Trail Race

Upton, MA

Sunday, November 9th, 2025

Half

Trail

View details for race Upton 10.5K and Half Marathon Trail Race

Lynch Memorial 5K

Danvers, MA

Saturday, November 15th, 2025

Trail

View details for race Lynch Memorial 5K

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

Berkley, MA

Sunday, November 16th, 2025

Trail

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

Dirty Turkey 5K

Plymouth, MA

Sunday, November 16th, 2025

Trail

View details for race Dirty Turkey 5K

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

Easthampton, MA

Thursday, November 27th, 2025

Trail

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

Will Run for Pie - Turkey Trot 5K Run/Walk

Salisbury, MA

Thursday, November 27th, 2025

Trail

Fast

View details for race Will Run for Pie - Turkey Trot 5K Run/Walk

Tortoise and the Hare Trail Races

Salisbury, MA

Saturday, April 4th, 2026

10K

1 Mile

Trail

View details for race Tortoise and the Hare Trail Races

Dandelion Dash and Mushroom Mile

Hadley, MA

Sunday, May 3rd, 2026

1 Mile

Trail

View details for race Dandelion Dash and Mushroom Mile

Enjoy Your Life Happy Half Marathon & Friendly 5K

Amesbury, MA

Saturday, May 9th, 2026

Half

Trail

View details for race Enjoy Your Life Happy Half Marathon & Friendly 5K

Wildcat 5K Trail Run-Walk-Wag

Boxford, MA

Saturday, May 30th, 2026

Trail

View details for race Wildcat 5K Trail Run-Walk-Wag

Marblehead Festival of Arts Road Races

Marblehead, MA

Monday, June 1st, 2026

1 Mile

10K

Trail

View details for race Marblehead Festival of Arts Road Races

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

Charlestown, MA

Sunday, June 14th, 2026

Trail

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

Explore more in Massachusetts, US

Distances:

5K 10K Half Marathon Marathon

Months:

September October November

Tags:

Trail Boston Qualifiers Fast Courses

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