Upcoming Races Near Bridgeport, CT in May, 2026

Name: Pleasantville 5K Run/Walk for Education
Start: 2026-05-16
End: 2026-05-16
Location: Pleasantville

LONG ISLAND MARATHON FESTIVAL

East Meadow, NY

Friday, May 1st, 2026

Featured

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Roxbury Road Race Series #9

Roxbury, CT

Saturday, May 2nd, 2026

View details for race Roxbury Road Race Series #9

AEF May the Course Be With You 5K

Lagrangeville, NY

Saturday, May 2nd, 2026

1 Mile

View details for race AEF May the Course Be With You 5K

St.Mary-St.Michael School 1 Mile Run

Derby, CT

Saturday, May 2nd, 2026

1 Mile

View details for race St.Mary-St.Michael School 1 Mile Run

FISHKILL FREEDOM 5K FESTIVAL & 1 MI FUN RUN

Fishkill, NY

Saturday, May 2nd, 2026

View details for race FISHKILL FREEDOM 5K FESTIVAL & 1 MI FUN RUN

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

22nd Annual Witness Walk

Wyandanch, NY

Saturday, May 2nd, 2026

View details for race 22nd Annual Witness 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

Walk to Cure Arthritis

West Babylon, NY

Saturday, May 2nd, 2026

View details for race Walk to Cure Arthritis

The Inflatable Mile

Bronx, NY

Saturday, May 2nd, 2026

1 Mile

View details for race The Inflatable Mile

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

CFA's 4th Annual 5K Run/Walk

Ridgefield Park, NJ

Saturday, May 2nd, 2026

View details for race CFA's 4th Annual 5K Run/Walk

Crotona Park 5K

Bronx, NY

Saturday, May 2nd, 2026

Trail

View details for race Crotona Park 5K

Mount Archer Trail Race

Lyme, CT

Sunday, May 3rd, 2026

Trail

Fast

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Breast Cancer Alliance 5K for Hope

Greenwich, CT

Sunday, May 3rd, 2026

View details for race Breast Cancer Alliance 5K for Hope

Miles For Margaritas

Stratford, CT

Sunday, May 3rd, 2026

1 Mile

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Glenholme 5K Run For Autism

Washington Depot, CT

Sunday, May 3rd, 2026

Fast

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2026 Unified 5K - Montvale

Montvale, NJ

Sunday, May 3rd, 2026

1 Mile

View details for race 2026 Unified 5K - Montvale

The Elephant Run

Park Ridge, NJ

Sunday, May 3rd, 2026

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"Using our Voices" Mental Health Run- Connetquot

Bohemia, NY

Sunday, May 3rd, 2026

1 Mile

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

CTA Scholarship 5k Run/Walk

Carmel, NY

Sunday, May 3rd, 2026

Trail

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Chasing the Rainbows Bursting Bubble 5K Walk & ...

East Islip, NY

Sunday, May 3rd, 2026

View details for race Chasing the Rainbows Bursting Bubble 5K Walk & Run — East Islip, NY

Virtual Run Like A Mother 5k & Kids 1 Mile

Ridgefield, CT

Thursday, May 7th, 2026

1 Mile

View details for race Virtual Run Like A Mother 5k & Kids 1 Mile

Log Off & Lace Up - 1 Mile Fun Walk & Run!

Bellmore, NY

Saturday, May 9th, 2026

1 Mile

View details for race Log Off & Lace Up - 1 Mile Fun Walk & Run!

The Charlie Goldberger Loucks 5K Presented by T...

White Plains, NY

Saturday, May 9th, 2026

View details for race The Charlie Goldberger Loucks 5K Presented by The Loucks Games and The White Plains Rotary

SUPER MOM 5K AND FUN RUN

East Islip, NY

Saturday, May 9th, 2026

View details for race SUPER MOM 5K AND FUN RUN

Sacandaga Sprint 5k

Northville, NY

Saturday, May 9th, 2026

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"Using our Voices" Mental Health Run Series - N...

New Hyde Park, NY

Saturday, May 9th, 2026

1 Mile

View details for race "Using our Voices" Mental Health Run Series - New Hyde Park

Safe Harbors of the Hudson Run/Walk 5K

Newburgh, NY

Saturday, May 9th, 2026

View details for race Safe Harbors of the Hudson Run/Walk 5K

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

SUPER MOM 5K AND FUN RUN

West Babylon, NY

Saturday, May 9th, 2026

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Roxbury Road Race Series #10

Roxbury, CT

Saturday, May 9th, 2026

View details for race Roxbury Road Race Series #10

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

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

Saint James, NY

Saturday, May 9th, 2026

Fast

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Piermont Fire 5K

Piermont, NY

Saturday, May 9th, 2026

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Mighty Mother's Day Du

East Islip, NY

Sunday, May 10th, 2026

1 Mile

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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

Rubin Run

Tenafly, NJ

Sunday, May 10th, 2026

10K

1 Mile

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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

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

Roxbury Road Race Series #11

Roxbury, CT

Saturday, May 16th, 2026

View details for race Roxbury Road Race Series #11

Forgotten Forest 9 Hour Ultra

Stratford, CT

Saturday, May 16th, 2026

Trail

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Maywood 5k "Run for the Red, White & Blue"

Maywood, NJ

Saturday, May 16th, 2026

View details for race Maywood 5k "Run for the Red, White & Blue"

RESERVOIR RUSH

Moodus, CT

Saturday, May 16th, 2026

View details for race RESERVOIR RUSH

Move for Ji Stroke Awareness 5K

Ridgefield Park, NJ

Saturday, May 16th, 2026

View details for race Move for Ji Stroke Awareness 5K

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

Hance Family Foundation 5K Run/Walk

Floral Park, NY

Saturday, May 16th, 2026

1 Mile

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Your Way 5k - Ella Rose Foundation

New Windsor, NY

Saturday, May 16th, 2026

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

Pleasantville 5K Run/Walk for Education

Pleasantville, NY

Saturday, May 16th, 2026

1 Mile

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

Explore more in Bridgeport, CT

Distances:

5K 10K Half Marathon Marathon

Months:

March April May

Tags:

Trail Boston Qualifiers Fast Courses

State:

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