Upcoming Races Near Westport, MA in May, 2026

Name: Powisset Farm Trail Run - Spring
Start: 2026-05-25
End: 2026-05-25
Location: Dover

AIDS Run/Walk for Life

East Providence, RI

Saturday, May 2nd, 2026

Featured

1 Mile

View details for race AIDS Run/Walk for Life

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St. Stephen's Armenian Elementary School 5k Fun...

Watertown, MA

Saturday, May 2nd, 2026

View details for race St. Stephen's Armenian Elementary School 5k Fundraiser

Dennis Chamber of Commerce May 5k Road Race/Walk

Dennis, MA

Saturday, May 2nd, 2026

View details for race Dennis Chamber of Commerce May 5k Road Race/Walk

Northmen 5k

North Smithfield, RI

Sunday, May 3rd, 2026

View details for race Northmen 5k

Race to Embrace 3Mile & 1/2 Mile Run, Walk or ...

Norwood, MA

Sunday, May 3rd, 2026

View details for race Race to Embrace 3Mile & 1/2 Mile Run, Walk or Roll

Emma's Run

Sharon, MA

Sunday, May 3rd, 2026

1 Mile

View details for race Emma's Run

Run Through the Pines Half Marathon & 5K

Carver, MA

Sunday, May 3rd, 2026

Half

View details for race Run Through the Pines Half Marathon & 5K

Third Annual Race for Raymond

Hopkinton, RI

Sunday, May 3rd, 2026

View details for race Third Annual Race for Raymond

Miles for Maura

Wrentham, MA

Sunday, May 3rd, 2026

View details for race Miles for Maura

Providence Rhode Races

East Providence, RI

Sunday, May 3rd, 2026

Marathon

Half

View details for race Providence Rhode Races

Greenlodge 5K

Dedham, MA

Sunday, May 3rd, 2026

View details for race Greenlodge 5K

Cape Cod Trail Race

Falmouth, MA

Sunday, May 3rd, 2026

Ultra

10K

Trail

View details for race Cape Cod Trail Race

16th Annual Hopedale Blue Raider 5K Run

Hopedale, MA

Saturday, May 9th, 2026

View details for race 16th Annual Hopedale Blue Raider 5K Run

Boston Marine Corps Honor Run

Boston, MA

Saturday, May 9th, 2026

View details for race Boston Marine Corps Honor Run

Killingly Springtime Classic 5K

Danielson, CT

Saturday, May 9th, 2026

View details for race Killingly Springtime Classic 5K

Charlie Holder Sr. Memorial 5K

Middletown, RI

Saturday, May 9th, 2026

View details for race Charlie Holder Sr. Memorial 5K

Charlie Holder, Sr. Memorial Charity 10K & 5K

Middletown, RI

Saturday, May 9th, 2026

10K

View details for race Charlie Holder, Sr. Memorial Charity 10K & 5K

Watuppa Trail Races

Fall River, MA

Saturday, May 9th, 2026

10K

Ultra

Trail

Fast

View details for race Watuppa Trail Races

Annual Grafton Gazebo Road Race

Grafton, MA

Saturday, May 9th, 2026

View details for race Annual Grafton Gazebo Road Race

Women Run Cape Cod 5k

Falmouth, MA

Sunday, May 10th, 2026

View details for race Women Run Cape Cod 5k

NCLS Dragon's Path AAPI 5K/1K Race

Newton, MA

Sunday, May 10th, 2026

View details for race NCLS Dragon's Path AAPI 5K/1K Race

16th Annual Mother's Day 5K Walk & Run

New Bedford, MA

Sunday, May 10th, 2026

View details for race 16th Annual Mother's Day 5K Walk & Run

Mattapoisett Mother’s Day 5K

Mattapoisett, MA

Sunday, May 10th, 2026

View details for race Mattapoisett Mother’s Day 5K

It Takes a Village 5K and 1K Fun Run

Warwick, RI

Friday, May 15th, 2026

View details for race It Takes a Village 5K and 1K Fun Run

Harpoon 5-Miler Powered by Needham Bank

Boston, MA

Saturday, May 16th, 2026

View details for race Harpoon 5-Miler Powered by Needham Bank

Harpoon 5-Miler

Boston, MA

Saturday, May 16th, 2026

View details for race Harpoon 5-Miler

Trillium 2026 Spring 5K

Canton, MA

Saturday, May 16th, 2026

View details for race Trillium 2026 Spring 5K

15th Annual FBRTC 5K Trail Race and Walk

Franklin, MA

Saturday, May 16th, 2026

Trail

View details for race 15th Annual FBRTC 5K Trail Race and Walk

5th Annual Katie's Grace + Grit 5K

Milton, MA

Saturday, May 16th, 2026

View details for race 5th Annual Katie's Grace + Grit 5K

Southcoast Community Wellness 5K

New Bedford, MA

Saturday, May 16th, 2026

View details for race Southcoast Community Wellness 5K

Miles for Mental Health

North Attleboro, MA

Saturday, May 16th, 2026

View details for race Miles for Mental Health

Healthy Kids Running Series Spring 2026 - Newto...

Newton Highlands, MA

Sunday, May 17th, 2026

View details for race Healthy Kids Running Series Spring 2026 - Newton, MA

Evan's Run

Norwell, MA

Sunday, May 17th, 2026

View details for race Evan's Run

Great Bear Run

Needham, MA

Sunday, May 17th, 2026

1 Mile

Marathon

View details for race Great Bear Run

Healthy Kids Running Series Spring 2026 - Jamai...

Jamaica Plain, MA

Sunday, May 17th, 2026

View details for race Healthy Kids Running Series Spring 2026 - Jamaica Plain, MA

$16th YPD Blue 5K Run \ Walk For A Reason logo$

16th YPD Blue 5K Run \ Walk For A Reason

South Yarmouth, MA

Sunday, May 17th, 2026

1 Mile

View details for race 16th YPD Blue 5K Run \ Walk For A Reason

Horseneck Half & 3.5 Miler

Westport, MA

Sunday, May 17th, 2026

Half

View details for race Horseneck Half & 3.5 Miler

Surf Drive Mile

Falmouth, MA

Sunday, May 17th, 2026

1 Mile

Fast

View details for race Surf Drive Mile

Luce 5K & Fun Run

Canton, MA

Sunday, May 17th, 2026

1 Mile

View details for race Luce 5K & Fun Run

Rhode Island Half Marathon & 5K

East Providence, RI

Sunday, May 17th, 2026

Half

View details for race Rhode Island Half Marathon & 5K

The Blazin’ Battle Against Brain Cancer

Greenville, RI

Sunday, May 17th, 2026

10K

View details for race The Blazin’ Battle Against Brain Cancer

Race to Cure Sarcoma Boston

Boston, MA

Sunday, May 17th, 2026

1 Mile

View details for race Race to Cure Sarcoma Boston

Harpoon 5-Miler - Early Access 2026

Boston, MA

Sunday, May 17th, 2026

View details for race Harpoon 5-Miler - Early Access 2026

The John Martins Foundation/RI Burn Foundation ...

Warwick, RI

Sunday, May 17th, 2026

View details for race The John Martins Foundation/RI Burn Foundation 3rd Annual 5k and 1k Race/Walk

Tom McCoy Family Fun Run - Series

Westerly, RI

Wednesday, May 20th, 2026

View details for race Tom McCoy Family Fun Run - Series

4K Trail Run

Boston, MA

Wednesday, May 20th, 2026

Trail

View details for race 4K Trail Run

2026 ASICS Blue Jean Mile

Providence, RI

Friday, May 22nd, 2026

1 Mile

View details for race 2026 ASICS Blue Jean Mile

Boots on the Ground for Heroes 5K

Newport, RI

Saturday, May 23rd, 2026

View details for race Boots on the Ground for Heroes 5K

32nd Annual Martha's Vineyard Memorial 5K Road ...

Oak Bluffs, MA

Sunday, May 24th, 2026

1 Mile

View details for race 32nd Annual Martha's Vineyard Memorial 5K Road Race

Powisset Farm Trail Run - Spring

Dover, MA

Monday, May 25th, 2026

1 Mile

Trail

View details for race Powisset Farm Trail Run - Spring

Explore more in Westport, MA

Distances:

5K 10K Half Marathon Marathon

Months:

March April May

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Massachusetts races

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