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Upcoming 5K Races Near Fairfield, CT

Name: Summer Cross Country Series
Start: 2026-06-02
End: 2026-06-02
Location: New Canaan

Hat City Dash

Danbury, CT

Sunday, June 7th, 2026

Featured

View details for race Hat City Dash

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Stamford Boys & Girls Club Corporate 5K at Mill...

Stamford, CT

Thursday, May 14th, 2026

View details for race Stamford Boys & Girls Club Corporate 5K at Mill River Park

Pleasantville 5K Run/Walk for Education

Pleasantville, NY

Saturday, May 16th, 2026

1 Mile

View details for race Pleasantville 5K Run/Walk for Education

I Am Not My Diagnosis 5k Run/Walk!

Brooklyn, NY

Saturday, May 16th, 2026

View details for race I Am Not My Diagnosis 5k Run/Walk!

Teacher vs Students 5K

Cromwell, CT

Saturday, May 16th, 2026

View details for race Teacher vs Students 5K

2026 CACNA1A 5K

Norwalk, CT

Saturday, May 16th, 2026

View details for race 2026 CACNA1A 5K

Your Way 5k - Ella Rose Foundation

New Windsor, NY

Saturday, May 16th, 2026

View details for race Your Way 5k - Ella Rose Foundation

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

Chasing Memphis - Legacy Run

Bronx, NY

Saturday, May 16th, 2026

1 Mile

View details for race Chasing Memphis - Legacy Run

Cpl. Kyle Schneider HONOR & REMEMBER HYBRID RUN...

United States, NY

Saturday, May 16th, 2026

View details for race Cpl. Kyle Schneider HONOR & REMEMBER HYBRID RUN/WALK 5K

Hance Family Foundation 5K Run/Walk

Floral Park, NY

Saturday, May 16th, 2026

1 Mile

View details for race Hance Family Foundation 5K Run/Walk

Move for Ji Stroke Awareness 5K

Ridgefield Park, NJ

Saturday, May 16th, 2026

View details for race Move for Ji Stroke Awareness 5K

RESERVOIR RUSH

Moodus, 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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West Side Run

Syosset, NY

Sunday, May 17th, 2026

1 Mile

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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

Guardian Revival 5K

Carmel, NY

Sunday, May 17th, 2026

View details for race Guardian Revival 5K

"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

View details for race Spring Into Spring Glen 5K

May 5K for Hear Your Song: Run, Walk, or Roll!

New York, NY

Sunday, May 17th, 2026

View details for race May 5K for Hear Your Song: Run, Walk, or Roll!

NYC Race of Hope

Manhattan, NY

Sunday, May 17th, 2026

View details for race NYC Race of Hope

Demarest 5K

Demarest, NJ

Sunday, May 17th, 2026

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ROSLYN ESTATES 5K RUN / WALK FOR CHARITY

ROSLYN, NY

Sunday, May 17th, 2026

View details for race ROSLYN ESTATES 5K RUN / WALK FOR CHARITY

Friends of TJ 5K Fun Run

Wyckoff, NJ

Sunday, May 17th, 2026

View details for race Friends of TJ 5K Fun Run

The Follow Natural Fitness Women's Health 5K

Bridgeport, CT

Sunday, May 17th, 2026

1 Mile

View details for race The Follow Natural Fitness Women's Health 5K

PS 199 RUN HARD, BE KIND 5K (2026)

New York, NY

Sunday, May 17th, 2026

View details for race PS 199 RUN HARD, BE KIND 5K (2026)

FreeFromEvil 5k Race/Walk

Waterbury, CT

Sunday, May 17th, 2026

View details for race FreeFromEvil 5k Race/Walk

Newington Library 5K Challenge

Newington, CT

Sunday, May 17th, 2026

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Riverdale Y 5K & Fun Run

Bronx, NY

Sunday, May 17th, 2026

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MRCC/Trail Conference 5K

Mahwah, NJ

Sunday, May 17th, 2026

Trail

View details for race MRCC/Trail Conference 5K

Annual 5K RUN & WALK With The DOGS

Beacon, NY

Sunday, May 17th, 2026

View details for race Annual 5K RUN & WALK With The DOGS

SOUL RYEDERS Half Marathon & 5K

Rye, NY

Sunday, May 17th, 2026

Half

View details for race SOUL RYEDERS Half Marathon & 5K

Get Smart for Wilton 5K

Wilton, CT

Friday, May 22nd, 2026

Fast

View details for race Get Smart for Wilton 5K

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

Cpl Christopher G. Scherer "I Did The Grid"

East Northport, NY

Saturday, May 23rd, 2026

1 Mile

View details for race Cpl Christopher G. Scherer "I Did The Grid"

Savin Rock Waves of Hope

West Haven, CT

Saturday, May 23rd, 2026

View details for race Savin Rock Waves of Hope

5K Walk/Jog/Run for Jon

Woodbury, CT

Saturday, May 23rd, 2026

View details for race 5K Walk/Jog/Run for Jon

Run the Vineyards - Memorial Day at Pindar 5K

Peconic, NY

Sunday, May 24th, 2026

1 Mile

View details for race Run the Vineyards - Memorial Day at Pindar 5K

Jim Fixx Memorial Day Run

Greenwich, CT

Monday, May 25th, 2026

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Oh Boy 5K

Waterbury, CT

Monday, May 25th, 2026

Trail

Fast

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Van Cortlandt Track Club:Cross Country Summer S...

Bronx, NY

Thursday, May 28th, 2026

View details for race Van Cortlandt Track Club:Cross Country Summer Series

Robbie's Run 5k

Merrick, NY

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

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

PFC JOSEPH P DWYER PTSD MEMORIAL 5K RUN

Rocky Point, NY

Saturday, May 30th, 2026

View details for race PFC JOSEPH P DWYER PTSD MEMORIAL 5K RUN

Bandit Grand Prix

Brooklyn, NY

Saturday, May 30th, 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

Memorial Day Half Marathon, 10k, 5k

Brooklyn, NY

Sunday, May 31st, 2026

10K

Half

View details for race Memorial Day Half Marathon, 10k, 5k

Pound Ridge Color Run

Pound Ridge, NY

Sunday, May 31st, 2026

View details for race Pound Ridge Color Run

NYC Memorial Day Weekend Half Marathon, 10K, 5K

Brooklyn, NY

Sunday, May 31st, 2026

Half

10K

Fast

View details for race NYC Memorial Day Weekend Half Marathon, 10K, 5K

The Big Run Presented By Brooks

Bronxville, NY

Tuesday, June 2nd, 2026

View details for race The Big Run Presented By Brooks

Summer Cross Country Series

New Canaan, CT

Tuesday, June 2nd, 2026

10K

View details for race Summer Cross Country Series

Explore more in Fairfield, 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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