Upcoming 5K Races Near Old Saybrook, CT

Name: Run in the Park 5K - to benefit the Milford Rotary and the Beth-El Center
Start: 2026-06-07
End: 2026-06-07
Location: Milford

Hat City Dash

Danbury, CT

Sunday, June 7th, 2026

Featured

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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

Cinco K Mayo 5k Run/Walk

Enfield, CT

Saturday, May 2nd, 2026

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

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

2026 Granby Road Race

Granby, CT

Saturday, May 2nd, 2026

10K

1 Mile

View details for race 2026 Granby Road Race

Brew Run

New London, CT

Saturday, May 2nd, 2026

1 Mile

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Mount Archer Trail Race

Lyme, CT

Sunday, May 3rd, 2026

Trail

Fast

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Third Annual Race for Raymond

Hopkinton, RI

Sunday, May 3rd, 2026

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Miles For Margaritas

Stratford, CT

Sunday, May 3rd, 2026

1 Mile

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Sacandaga Sprint 5K/10K/ and Kids Fun Run

Northville, NY

Saturday, May 9th, 2026

10K

View details for race Sacandaga Sprint 5K/10K/ and Kids Fun Run

St. James 5 Mile Challenge and 5K Fun Run/Walk

Saint James, NY

Saturday, May 9th, 2026

Fast

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Killingly Springtime Classic 5K

Danielson, CT

Saturday, May 9th, 2026

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Vernon Mothers Day Dash 5K

Vernon, 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

RESERVOIR RUSH

Moodus, CT

Saturday, May 16th, 2026

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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

End the Stigma: Mental Health Awareness 5K

New London, 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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Strong Family Farm Chicken Run

Vernon, CT

Sunday, May 17th, 2026

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"Using our Voices" Mental Health Run- Patchogue...

Medford, NY

Sunday, May 17th, 2026

1 Mile

View details for race "Using our Voices" Mental Health Run- Patchogue-Medford

Spring Into Spring Glen 5K

Hamden, CT

Sunday, May 17th, 2026

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FreeFromEvil 5k Race/Walk

Waterbury, CT

Sunday, May 17th, 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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Somers Summer Series

Somers, CT

Sunday, May 17th, 2026

Trail

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Newington Library 5K Challenge

Newington, CT

Sunday, May 17th, 2026

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Tom McCoy Family Fun Run - Series

Westerly, RI

Wednesday, May 20th, 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

5K Walk/Jog/Run for Jon

Woodbury, CT

Saturday, May 23rd, 2026

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Dustin L. Doyon Memorial Road Race

Suffield, CT

Saturday, May 23rd, 2026

10K

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Savin Rock Waves of Hope 5k

West Haven, CT

Saturday, May 23rd, 2026

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Run the Vineyards - Memorial Day at Pindar 5K

Peconic, NY

Sunday, May 24th, 2026

1 Mile

Trail

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America's 250 Celebration Color Run 5K

Ledyard, CT

Sunday, May 24th, 2026

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Marlborough Lions Club Round The Lake 5K

Marlborough, CT

Sunday, May 24th, 2026

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Oh Boy 5K

Waterbury, CT

Monday, May 25th, 2026

Trail

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PFC JOSEPH P DWYER PTSD MEMORIAL 5K RUN

Rocky Point, NY

Saturday, May 30th, 2026

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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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May Day River Run 5K and Kids Fun Run

Old Saybrook, CT

Saturday, May 30th, 2026

1 Mile

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Run the Vineyards - Jonathan Edwards 5K

North Stonington, CT

Sunday, May 31st, 2026

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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

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

Glastonbury, CT

Sunday, May 31st, 2026

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

Worthington Early Summer 5k Running Series

Somers, CT

Wednesday, June 3rd, 2026

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

Woodbury, CT

Friday, June 5th, 2026

Trail

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Athletic Brewing Company Fairfield Road Races

Fairfield, CT

Saturday, June 6th, 2026

Half

10K

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Hamden Fest Half Marathon & 5k

Hamden, CT

Saturday, June 6th, 2026

Half

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SongStrong 5K

Guilford, CT

Saturday, June 6th, 2026

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Muddy Princess - Long Island, NY

Riverhead, NY

Sunday, June 7th, 2026

View details for race Muddy Princess - Long Island, NY

Run in the Park 5K - to benefit the Milford Rot...

Milford, CT

Sunday, June 7th, 2026

Trail

View details for race Run in the Park 5K - to benefit the Milford Rotary and the Beth-El Center

Explore more in Old Saybrook, 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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