Upcoming Races Near Enfield, CT in May, 2026

Name: May Day River Run 5K and Kids Fun Run
Start: 2026-05-30
End: 2026-05-30
Location: Old Saybrook

Jack Rome Memorial 5K

Wilbraham, MA

Saturday, May 2nd, 2026

Featured

1 Mile

Fast

View details for race Jack Rome Memorial 5K

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Woodstock CT Marathon & Relay

Woodstock, CT

Saturday, May 2nd, 2026

Marathon

View details for race Woodstock CT Marathon & Relay

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

Orange Fire Department 5K

Orange, MA

Saturday, May 2nd, 2026

View details for race Orange Fire Department 5K

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

Cinco K Mayo 5k Run/Walk

Enfield, CT

Saturday, May 2nd, 2026

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

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

Roxbury Road Race Series #9

Roxbury, CT

Saturday, May 2nd, 2026

View details for race Roxbury Road Race Series #9

Seven Sisters Trail Race Charity Bibs

Amherst, MA

Saturday, May 2nd, 2026

Trail

View details for race Seven Sisters Trail Race Charity Bibs

Dandelion Dash and Mushroom Mile

Hadley, MA

Sunday, May 3rd, 2026

1 Mile

Trail

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Glenholme 5K Run For Autism

Washington Depot, CT

Sunday, May 3rd, 2026

Fast

View details for race Glenholme 5K Run For Autism

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)

Mount Archer Trail Race

Lyme, CT

Sunday, May 3rd, 2026

Trail

Fast

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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

Runway 5K

Northampton, MA

Sunday, May 3rd, 2026

View details for race Runway 5K

Glenbrook Middle School Bulldog Dash

Longmeadow, MA

Sunday, May 3rd, 2026

View details for race Glenbrook Middle School Bulldog Dash

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

Roxbury Road Race Series #10

Roxbury, CT

Saturday, May 9th, 2026

View details for race Roxbury Road Race Series #10

2nd Annual Camp Mountain Laurel - Color Run & T...

Hamden, CT

Saturday, May 9th, 2026

View details for race 2nd Annual Camp Mountain Laurel - Color Run & Trail Run

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

Annual Grafton Gazebo Road Race

Grafton, MA

Saturday, May 9th, 2026

View details for race Annual Grafton Gazebo Road Race

Killingly Springtime Classic 5K

Danielson, CT

Saturday, May 9th, 2026

View details for race Killingly Springtime Classic 5K

Vernon Mothers Day Dash 5K

Vernon, CT

Sunday, May 10th, 2026

View details for race Vernon Mothers Day Dash 5K

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

Bailey's Garden 5K

Lebanon, CT

Saturday, May 16th, 2026

View details for race Bailey's Garden 5K

RESERVOIR RUSH

Moodus, CT

Saturday, May 16th, 2026

View details for race RESERVOIR RUSH

Roxbury Road Race Series #11

Roxbury, CT

Saturday, May 16th, 2026

View details for race Roxbury Road Race Series #11

Lauren's Haven 5K Run/ Walk

Springfield, MA

Saturday, May 16th, 2026

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

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!

Miles for Mary Run/Walk

Westfield, MA

Sunday, May 17th, 2026

1 Mile

View details for race Miles for Mary Run/Walk

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

Rossiter Run 2026

Washington Depot, CT

Sunday, May 17th, 2026

View details for race Rossiter Run 2026

Strong Family Farm Chicken Run

Vernon, CT

Sunday, May 17th, 2026

View details for race Strong Family Farm Chicken Run

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

Newington Library 5K Challenge

Newington, CT

Sunday, May 17th, 2026

View details for race Newington Library 5K Challenge

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

Roxbury Road Race Series #12

Roxbury, CT

Saturday, May 23rd, 2026

1 Mile

View details for race Roxbury Road Race Series #12

Memorial Day 5K

Ware, MA

Saturday, May 23rd, 2026

View details for race Memorial Day 5K

RACE AROUND THE LAKE

New Hartford, CT

Sunday, May 24th, 2026

View details for race RACE AROUND THE LAKE

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

Meriden Memorial Mile

Meriden, CT

Monday, May 25th, 2026

1 Mile

View details for race Meriden Memorial Mile

Oh Boy 5K

Waterbury, CT

Monday, May 25th, 2026

Trail

View details for race Oh Boy 5K

May Day River Run 5K and Kids Fun Run

Old Saybrook, CT

Saturday, May 30th, 2026

1 Mile

View details for race May Day River Run 5K and Kids Fun Run

Explore more in Enfield, CT

Distances:

5K 10K Half Marathon Marathon

Months:

March April May

Tags:

Trail Boston Qualifiers Fast Courses

State:

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