Upcoming Races Near Longmeadow, MA in May, 2026

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

Seven Sisters Trail Race Charity Bibs

Amherst, MA

Saturday, May 2nd, 2026

Featured

Trail

View details for race Seven Sisters Trail Race Charity Bibs

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Jack Rome Memorial 5K

Wilbraham, MA

Saturday, May 2nd, 2026

1 Mile

Fast

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4th Annual Sail to the Finish 2M Run

Middlebury, CT

Saturday, May 2nd, 2026

View details for race 4th Annual Sail to the Finish 2M Run

FES PTO Chocolate Truffle Shuffle 5K Trail Run

North Franklin, CT

Saturday, May 2nd, 2026

View details for race FES PTO Chocolate Truffle Shuffle 5K Trail Run

Cinco K Mayo 5k Run/Walk

Enfield, CT

Saturday, May 2nd, 2026

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

Rising Stars Training Program Session One Prese...

Glastonbury, CT

Saturday, May 2nd, 2026

View details for race Rising Stars Training Program Session One Presented by SmartStart Pediatrics

2026 Granby Road Race

Granby, CT

Saturday, May 2nd, 2026

10K

1 Mile

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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

Orange Fire Department 5K

Orange, MA

Saturday, May 2nd, 2026

View details for race Orange Fire Department 5K

Woodstock CT Marathon & Relay

Woodstock, CT

Saturday, May 2nd, 2026

Marathon

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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

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Mount Archer Trail Race

Lyme, CT

Sunday, May 3rd, 2026

Trail

Fast

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Worcester Cinco (5)K (Race 3 Greendale Physical...

Worcester, MA

Sunday, May 3rd, 2026

View details for race Worcester Cinco (5)K (Race 3 Greendale Physical Therapy Worcester Triple Crown)

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

Glenholme 5K Run For Autism

Washington Depot, CT

Sunday, May 3rd, 2026

Fast

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Runway 5K

Northampton, MA

Sunday, May 3rd, 2026

View details for race Runway 5K

MY MOTHER MADE ME DO IT 1 Mile Mother'...

Prospect, CT

Saturday, May 9th, 2026

1 Mile

View details for race MY MOTHER MADE ME DO IT 1 Mile Mother's Day Race

Annual Grafton Gazebo Road Race

Grafton, MA

Saturday, May 9th, 2026

View details for race Annual Grafton Gazebo Road Race

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

Killingly Springtime Classic 5K

Danielson, CT

Saturday, May 9th, 2026

View details for race Killingly Springtime Classic 5K

Sgt. Joshua D. Desforges Walk/Run Challenge

Ludlow, MA

Saturday, May 9th, 2026

Trail

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Vernon Mothers Day Dash 5K

Vernon, CT

Sunday, May 10th, 2026

View details for race Vernon Mothers Day Dash 5K

Bailey's Garden 5K

Lebanon, CT

Saturday, May 16th, 2026

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Camp Challenge

Ashford, CT

Saturday, May 16th, 2026

Trail

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Dan the Man 5K Run/Walk for ALS

Berlin, CT

Saturday, May 16th, 2026

View details for race Dan the Man 5K Run/Walk for ALS

RESERVOIR RUSH

Moodus, CT

Saturday, May 16th, 2026

View details for race RESERVOIR RUSH

Newington Library 5K Challenge

Newington, CT

Sunday, May 17th, 2026

View details for race Newington Library 5K Challenge

Strong Family Farm Chicken Run

Vernon, CT

Sunday, May 17th, 2026

View details for race Strong Family Farm Chicken Run

2026 Rossiter Run 5K Race and Fun Run/Walk

Washington Depot, CT

Sunday, May 17th, 2026

View details for race 2026 Rossiter Run 5K Race and Fun Run/Walk

Running Battles- A 5k"ish" Race To The Finish

Wolcott, CT

Sunday, May 17th, 2026

View details for race Running Battles- A 5k"ish" Race To The Finish

Spring Shuffle - Run, Walk, Roll!

Longmeadow, MA

Sunday, May 17th, 2026

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

Celebrate Kate 5k

Springfield, MA

Sunday, May 17th, 2026

View details for race Celebrate Kate 5k

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

Miles for Mary Run/Walk

Westfield, MA

Sunday, May 17th, 2026

1 Mile

View details for race Miles for Mary Run/Walk

5K Walk/Jog/Run for Jon

Woodbury, CT

Saturday, May 23rd, 2026

View details for race 5K Walk/Jog/Run for Jon

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

Oh Boy 5K

Waterbury, CT

Monday, May 25th, 2026

Trail

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Meriden Memorial Mile

Meriden, CT

Monday, May 25th, 2026

1 Mile

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Woodstock Memorial Day 5K & 10K

Woodstock, CT

Monday, May 25th, 2026

10K

View details for race Woodstock Memorial Day 5K & 10K

Katie’s 5K Scholarship Road Race

Boylston, MA

Monday, May 25th, 2026

View details for race Katie’s 5K Scholarship Road Race

Spring Street Mile & 5K Presented by PTSMC

Manchester, CT

Saturday, May 30th, 2026

1 Mile

Fast

View details for race Spring Street Mile & 5K Presented by PTSMC

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 Longmeadow, 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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