Upcoming Races Near Monson, MA in May, 2026

Name: Run the Vineyards - Jonathan Edwards 5K
Start: 2026-05-31
End: 2026-05-31
Location: North Stonington

Bulfinch Bee Run

Lancaster, MA

Saturday, May 2nd, 2026

Featured

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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

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

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

Jack Rome Memorial 5K

Wilbraham, MA

Saturday, May 2nd, 2026

1 Mile

Fast

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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

Woodstock CT Marathon & Relay

Woodstock, CT

Saturday, May 2nd, 2026

Marathon

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Orange Fire Department 5K

Orange, MA

Saturday, May 2nd, 2026

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Seven Sisters Trail Race Charity Bibs

Amherst, MA

Saturday, May 2nd, 2026

Trail

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LONGEST MILE FOR BRAVEST MINDS

Harvard, MA

Sunday, May 3rd, 2026

View details for race LONGEST MILE FOR BRAVEST MINDS

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)

Runway 5K

Northampton, MA

Sunday, May 3rd, 2026

View details for race Runway 5K

Northmen 5k

North Smithfield, RI

Sunday, May 3rd, 2026

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Dandelion Dash and Mushroom Mile

Hadley, MA

Sunday, May 3rd, 2026

1 Mile

Trail

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Longest Mile for Bravest Minds

Harvard, MA

Sunday, May 3rd, 2026

1 Mile

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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

Glenbrook Middle School Bulldog Dash

Longmeadow, MA

Sunday, May 3rd, 2026

View details for race Glenbrook Middle School Bulldog Dash

16th Annual Hopedale Blue Raider 5K Run

Hopedale, MA

Saturday, May 9th, 2026

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

Annual Grafton Gazebo Road Race

Grafton, MA

Saturday, May 9th, 2026

View details for race Annual Grafton Gazebo Road Race

Sgt. Joshua D. Desforges Walk/Run Challenge

Ludlow, MA

Saturday, May 9th, 2026

Trail

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Killingly Springtime Classic 5K

Danielson, CT

Saturday, May 9th, 2026

View details for race Killingly Springtime Classic 5K

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

Vernon Mothers Day Dash 5K

Vernon, CT

Sunday, May 10th, 2026

View details for race Vernon Mothers Day Dash 5K

15th Annual FBRTC 5K Trail Race and Walk

Franklin, MA

Saturday, May 16th, 2026

Trail

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Lauren's Haven 5K Run/ Walk

Springfield, MA

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

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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Newington Library 5K Challenge

Newington, CT

Sunday, May 17th, 2026

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Strong Family Farm Chicken Run

Vernon, CT

Sunday, May 17th, 2026

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Running Battles- A 5kish Race To The Finish

Wolcott, CT

Sunday, May 17th, 2026

View details for race Running Battles- A 5kish Race To The Finish

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!

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

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The Blazin’ Battle Against Brain Cancer

Greenville, RI

Sunday, May 17th, 2026

10K

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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

RACE AROUND THE LAKE

New Hartford, CT

Sunday, May 24th, 2026

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Woodstock Memorial Day 5K & 10K

Woodstock, CT

Monday, May 25th, 2026

10K

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Katie’s 5K Scholarship Road Race

Boylston, MA

Monday, May 25th, 2026

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

Meriden Memorial Mile

Meriden, CT

Monday, May 25th, 2026

1 Mile

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Unified 5K - Lancaster

Lancaster, MA

Saturday, May 30th, 2026

1 Mile

View details for race Unified 5K - Lancaster

Spring Street Mile & 5K Presented by PTSMC

Manchester, CT

Saturday, May 30th, 2026

1 Mile

Fast

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17th Annual Barkhamsted River Run 5K

Barkhamsted, CT

Sunday, May 31st, 2026

1 Mile

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

Run the Vineyards - Jonathan Edwards 5K

North Stonington, CT

Sunday, May 31st, 2026

View details for race Run the Vineyards - Jonathan Edwards 5K

Explore more in Monson, 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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