Upcoming Races Near Berkshire County, MA in May, 2026

Name: 17th Annual Barkhamsted River Run 5K
Start: 2026-05-31
End: 2026-05-31
Location: Barkhamsted

Tulip Trot 5K Run/Walk & Sprout Sprint

Brattleboro, VT

Saturday, May 2nd, 2026

Featured

1 Mile

Fast

View details for race Tulip Trot 5K Run/Walk & Sprout Sprint

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Cinco K Mayo 5k Run/Walk

Enfield, CT

Saturday, May 2nd, 2026

View details for race Cinco K Mayo 5k Run/Walk

2026 Granby Road Race

Granby, CT

Saturday, May 2nd, 2026

10K

1 Mile

View details for race 2026 Granby Road Race

The Iger Fund 5K: Hosted by The Be Kind Project

Hartford, CT

Saturday, May 2nd, 2026

View details for race The Iger Fund 5K: Hosted by The Be Kind Project

Seven Sisters Trail Race Charity Bibs

Amherst, MA

Saturday, May 2nd, 2026

Trail

View details for race Seven Sisters Trail Race Charity Bibs

Orange Fire Department 5K

Orange, MA

Saturday, May 2nd, 2026

View details for race Orange Fire Department 5K

Jack Rome Memorial 5K

Wilbraham, MA

Saturday, May 2nd, 2026

1 Mile

Fast

View details for race Jack Rome Memorial 5K

A Run to Remember

Red Hook, NY

Saturday, May 2nd, 2026

10K

View details for race A Run to Remember

Runway 5K

Northampton, MA

Sunday, May 3rd, 2026

View details for race Runway 5K

Sasha's Superhero Run - 8th Annual

Halfmoon, NY

Sunday, May 3rd, 2026

View details for race Sasha's Superhero Run - 8th Annual

Glenbrook Middle School Bulldog Dash

Longmeadow, MA

Sunday, May 3rd, 2026

View details for race Glenbrook Middle School Bulldog Dash

Dandelion Dash and Mushroom Mile

Hadley, MA

Sunday, May 3rd, 2026

1 Mile

Trail

View details for race Dandelion Dash and Mushroom Mile

Healthy Kids Running Series Spring 2026 - South...

Southwick, MA

Sunday, May 3rd, 2026

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

Sgt. Joshua D. Desforges Walk/Run Challenge

Ludlow, MA

Saturday, May 9th, 2026

Trail

View details for race Sgt. Joshua D. Desforges Walk/Run Challenge

Baystate Health Nurses Week 5K Run/1K Walk

Holyoke, MA

Saturday, May 9th, 2026

View details for race Baystate Health Nurses Week 5K Run/1K Walk

Indian Ladder Farms Spiked Apple 5k

Altamont, NY

Saturday, May 16th, 2026

View details for race Indian Ladder Farms Spiked Apple 5k

Scotia-Glenville Lions Club 5K

Schenectady, NY

Saturday, May 16th, 2026

View details for race Scotia-Glenville Lions Club 5K

Lauren's Haven 5K Run/ Walk

Springfield, MA

Saturday, May 16th, 2026

View details for race Lauren's Haven 5K Run/ Walk

Outrun Hunger 5K race - and 1-mile fun walk

Springfield, MA

Sunday, May 17th, 2026

1 Mile

View details for race Outrun Hunger 5K race - and 1-mile fun walk

Spring Shuffle - Run, Walk, Roll!

Longmeadow, MA

Sunday, May 17th, 2026

View details for race Spring Shuffle - Run, Walk, Roll!

Book it! 2026

Hudson (Churchtown), NY

Sunday, May 17th, 2026

View details for race Book it! 2026

Celebrate Kate 5k

Springfield, MA

Sunday, May 17th, 2026

View details for race Celebrate Kate 5k

Miles for Mary Run/Walk

Westfield, MA

Sunday, May 17th, 2026

1 Mile

View details for race Miles for Mary Run/Walk

Dustin L. Doyon Memorial Road Race

Suffield, CT

Saturday, May 23rd, 2026

10K

View details for race Dustin L. Doyon Memorial Road Race

2nd Annual Memorial Day 5K

Ware, MA

Saturday, May 23rd, 2026

View details for race 2nd Annual Memorial Day 5K

RACE AROUND THE LAKE

New Hartford, CT

Sunday, May 24th, 2026

View details for race RACE AROUND THE LAKE

Catskill Spring Rush & 5K

Catskill, NY

Saturday, May 30th, 2026

View details for race Catskill Spring Rush & 5K

Catskill Spring Rush & Sprint 5K

Catskill, NY

Saturday, May 30th, 2026

View details for race Catskill Spring Rush & Sprint 5K

EDRRC - Eagle Run 5K Run/Walk and Kids Run

Clinton Corners, NY

Saturday, May 30th, 2026

View details for race EDRRC - Eagle Run 5K Run/Walk and Kids Run

17th Annual Barkhamsted River Run 5K

Barkhamsted, CT

Sunday, May 31st, 2026

1 Mile

View details for race 17th Annual Barkhamsted River Run 5K

Explore more in Berkshire County, MA

Distances:

5K 10K Half Marathon Marathon

Months:

April May June

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Massachusetts races

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