Upcoming 5K Races Near Middletown, CT

Name: The Big Run Presented by Brooks
Start: 2026-06-03
End: 2026-06-03
Location: Longmeadow

Hat City Dash

Danbury, CT

Sunday, June 7th, 2026

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Sacandaga Sprint 5k

Northville, NY

Saturday, May 9th, 2026

View details for race Sacandaga Sprint 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

Killingly Springtime Classic 5K

Danielson, CT

Saturday, May 9th, 2026

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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

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Run Like a Mother 5K and Kid's 1-Mile 2026

Ridgefield, CT

Sunday, May 10th, 2026

1 Mile

View details for race Run Like a Mother 5K and Kid's 1-Mile 2026

WeCare-Mother's Day 5K

Brookfield, CT

Sunday, May 10th, 2026

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Milford Campus Bridgeport Hospital Mother's Day...

Milford, CT

Sunday, May 10th, 2026

View details for race Milford Campus Bridgeport Hospital Mother's Day 5K Run/Walk, 3K - Walkers only and Kids Fun Run

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

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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Teacher vs Students 5K

Cromwell, CT

Saturday, May 16th, 2026

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2026 CACNA1A 5K

Norwalk, CT

Saturday, May 16th, 2026

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End the Stigma: Mental Health Awareness 5K

New London, CT

Saturday, May 16th, 2026

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Dan the Man 5K Run/Walk for ALS

Berlin, CT

Saturday, May 16th, 2026

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Asher's Answer 5K Walk/Run

Shelton, CT

Saturday, May 16th, 2026

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Lauren's Haven 5K Run/ Walk

Springfield, MA

Saturday, May 16th, 2026

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Bailey's Garden 5K

Lebanon, CT

Saturday, May 16th, 2026

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The Follow Natural Fitness Women's Health 5K

Bridgeport, CT

Sunday, May 17th, 2026

1 Mile

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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 Into Spring Glen 5K

Hamden, CT

Sunday, May 17th, 2026

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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

Strong Family Farm Chicken Run

Vernon, CT

Sunday, May 17th, 2026

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Celebrate Kate 5k

Springfield, MA

Sunday, May 17th, 2026

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Newington Library 5K Challenge

Newington, CT

Sunday, May 17th, 2026

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FreeFromEvil 5k Race/Walk

Waterbury, CT

Sunday, May 17th, 2026

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Miles for Mary Run/Walk

Westfield, MA

Sunday, May 17th, 2026

1 Mile

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Spring Shuffle - Run, Walk, Roll!

Longmeadow, MA

Sunday, May 17th, 2026

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Somers Summer Series

Somers, CT

Sunday, May 17th, 2026

Trail

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Tom McCoy Family Fun Run - Series

Westerly, RI

Wednesday, May 20th, 2026

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Get Smart for Wilton 5K

Wilton, CT

Friday, May 22nd, 2026

Fast

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Savin Rock Waves of Hope

West Haven, CT

Saturday, May 23rd, 2026

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32nd Annual | Weston Memorial Day Weekend 5K & ...

Weston, CT

Saturday, May 23rd, 2026

1 Mile

View details for race 32nd Annual | Weston Memorial Day Weekend 5K & Kids Fun Run

Dustin L. Doyon Memorial Road Race

Suffield, CT

Saturday, May 23rd, 2026

10K

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5K Walk/Jog/Run for Jon

Woodbury, CT

Saturday, May 23rd, 2026

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North Stonington Education Foundation 5k and 2 ...

North Stonington, CT

Saturday, May 23rd, 2026

View details for race North Stonington Education Foundation 5k and 2 Mile Walk

Run the Vineyards - Memorial Day at Pindar 5K

Peconic, NY

Sunday, May 24th, 2026

1 Mile

Trail

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Marlborough Lions Club Round The Lake 5K

Marlborough, CT

Sunday, May 24th, 2026

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America's 250 Celebration Color Run 5K

Ledyard, CT

Sunday, May 24th, 2026

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Oh Boy 5K

Waterbury, CT

Monday, May 25th, 2026

Trail

Fast

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PFC JOSEPH P DWYER PTSD MEMORIAL 5K RUN

Rocky Point, NY

Saturday, May 30th, 2026

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May Day River Run 5K and Kids Fun Run

Old Saybrook, CT

Saturday, May 30th, 2026

1 Mile

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Woodland Ramble Trail Run

Mystic, CT

Saturday, May 30th, 2026

Trail

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Spring Street Mile & 5K Presented by PTSMC

Manchester, CT

Saturday, May 30th, 2026

1 Mile

Fast

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Run the Vineyards - Jonathan Edwards 5K

North Stonington, CT

Sunday, May 31st, 2026

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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

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

Glastonbury, CT

Sunday, May 31st, 2026

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

The Joe Keany Memorial 5K and 1 Mile Fun Run

Miller Place, NY

Sunday, May 31st, 2026

1 Mile

View details for race The Joe Keany Memorial 5K and 1 Mile Fun Run

Worthington Early Summer 5k Running Series

Somers, CT

Wednesday, June 3rd, 2026

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The Big Run Presented by Brooks

Longmeadow, MA

Wednesday, June 3rd, 2026

View details for race The Big Run Presented by Brooks

Explore more in Middletown, CT

Distances:

5K 10K Half Marathon Marathon

Months:

May June July

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Connecticut races

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