Upcoming 5K Races Near Longmeadow, MA

Name: Celebrate! West Hartford FUNd RUNS
Start: 2026-06-07
End: 2026-06-07
Location: West Hartford

FES PTO Chocolate Truffle Shuffle 5K Trail Run

North Franklin, CT

Saturday, May 2nd, 2026

Featured

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

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Jack Rome Memorial 5K

Wilbraham, MA

Saturday, May 2nd, 2026

1 Mile

Fast

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2026 Granby Road Race

Granby, CT

Saturday, May 2nd, 2026

10K

1 Mile

View details for race 2026 Granby Road Race

Cinco K Mayo 5k Run/Walk

Enfield, CT

Saturday, May 2nd, 2026

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

Orange Fire Department 5K

Orange, MA

Saturday, May 2nd, 2026

View details for race Orange Fire Department 5K

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

Glenbrook Middle School Bulldog Dash

Longmeadow, MA

Sunday, May 3rd, 2026

View details for race Glenbrook Middle School Bulldog Dash

Glenholme 5K Run For Autism

Washington Depot, CT

Sunday, May 3rd, 2026

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)

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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Runway 5K

Northampton, MA

Sunday, May 3rd, 2026

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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

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

Annual Grafton Gazebo Road Race

Grafton, MA

Saturday, May 9th, 2026

View details for race Annual Grafton Gazebo Road Race

Vernon Mothers Day Dash 5K

Vernon, CT

Sunday, May 10th, 2026

View details for race Vernon Mothers Day Dash 5K

RESERVOIR RUSH

Moodus, CT

Saturday, May 16th, 2026

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Camp Challenge

Ashford, CT

Saturday, May 16th, 2026

Trail

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Bailey's Garden 5K

Lebanon, CT

Saturday, May 16th, 2026

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Lauren's Haven 5K Run/ Walk

Springfield, MA

Saturday, May 16th, 2026

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

Teacher vs Students 5K

Cromwell, CT

Saturday, May 16th, 2026

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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

Quiet Corner Winery First Annual Alzheimer’s Fu...

Hampton, CT

Saturday, May 16th, 2026

View details for race Quiet Corner Winery First Annual Alzheimer’s Fundraiser 5K

Newington Library 5K Challenge

Newington, CT

Sunday, May 17th, 2026

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Miles for Mary Run/Walk

Westfield, MA

Sunday, May 17th, 2026

1 Mile

View details for race Miles for Mary Run/Walk

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

Somers Summer Series

Somers, CT

Sunday, May 17th, 2026

Trail

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Blueberry Hill 2026 Spring Shuffle - Run, Walk,...

Longmeadow, MA

Sunday, May 17th, 2026

View details for race Blueberry Hill 2026 Spring Shuffle - Run, Walk, Roll!

FreeFromEvil 5k Race/Walk

Waterbury, CT

Sunday, May 17th, 2026

View details for race FreeFromEvil 5k Race/Walk

Strong Family Farm Chicken Run

Vernon, CT

Sunday, May 17th, 2026

View details for race Strong Family Farm Chicken Run

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

5K Walk/Jog/Run for Jon

Woodbury, CT

Saturday, May 23rd, 2026

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Wachusett Mountain Race

Princeton, MA

Saturday, May 23rd, 2026

10K

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2nd Annual Memorial Day 5K

Ware, MA

Saturday, May 23rd, 2026

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Dustin L. Doyon Memorial Road Race

Suffield, CT

Saturday, May 23rd, 2026

10K

View details for race Dustin L. Doyon Memorial Road Race

Marlborough Lions Club Round The Lake 5K

Marlborough, CT

Sunday, May 24th, 2026

View details for race Marlborough Lions Club Round The Lake 5K

Katie’s 5K Scholarship Road Race

Boylston, MA

Monday, May 25th, 2026

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

Oh Boy 5K

Waterbury, CT

Monday, May 25th, 2026

Trail

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Fitzgerald Community School Wellness Triathlon

Northborough, MA

Saturday, May 30th, 2026

View details for race Fitzgerald Community School Wellness Triathlon

Spring Street Mile & 5K Presented by PTSMC

Manchester, CT

Saturday, May 30th, 2026

1 Mile

Fast

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Glastonbury Education Foundation 5K Run/Walk (G...

Glastonbury, CT

Sunday, May 31st, 2026

View details for race Glastonbury Education Foundation 5K Run/Walk (GEF5K)

17th Annual Barkhamsted River Run 5K

Barkhamsted, CT

Sunday, May 31st, 2026

1 Mile

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

The Big Run Presented by Brooks

Longmeadow, MA

Wednesday, June 3rd, 2026

View details for race The Big Run Presented by Brooks

Worthington Early Summer 5k Running Series

Somers, CT

Wednesday, June 3rd, 2026

View details for race Worthington Early Summer 5k Running Series

11th Annual Flanders Field & Forest 5K Trail R...

Woodbury, CT

Friday, June 5th, 2026

Trail

View details for race 11th Annual Flanders Field & Forest 5K Trail Run/Walk

2nd Annual Shrewsbury Pride 5K

Shrewsbury, MA

Saturday, June 6th, 2026

View details for race 2nd Annual Shrewsbury Pride 5K

Run for Rice's 5k

Wilbraham, MA

Saturday, June 6th, 2026

Fast

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Celebrate! West Hartford FUNd RUNS

West Hartford, CT

Sunday, June 7th, 2026

Trail

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Explore more in Longmeadow, MA

Distances:

5K 10K Half Marathon Marathon

Months:

May June July

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Massachusetts races

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