Upcoming Races Near Pawling, NY in May, 2026

Name: Guardian Revival 5K
Start: 2026-05-17
End: 2026-05-17
Location: Carmel

Roxbury Road Race Series #9

Roxbury, CT

Saturday, May 2nd, 2026

Featured

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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

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

A Run to Remember

Red Hook, NY

Saturday, May 2nd, 2026

10K

View details for race A Run to Remember

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

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

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

Stony Point PAL Color Run/Walk 5K

Stony Point, NY

Sunday, May 3rd, 2026

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CTA Scholarship 5k Run/Walk

Carmel, NY

Sunday, May 3rd, 2026

Trail

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2026 Unified 5K - Montvale

Montvale, NJ

Sunday, May 3rd, 2026

1 Mile

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Hastings Color Run

Hastings On Hudson, NY

Sunday, May 3rd, 2026

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The Elephant Run

Park Ridge, NJ

Sunday, May 3rd, 2026

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Glenholme 5K Run For Autism

Washington Depot, CT

Sunday, May 3rd, 2026

Fast

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Miles For Margaritas

Stratford, CT

Sunday, May 3rd, 2026

1 Mile

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Elephant Run 5K

Park Ridge, NJ

Sunday, May 3rd, 2026

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Waldwick Chamber of Commerce 5K Run and 1 Mile ...

Waldwick, NJ

Sunday, May 3rd, 2026

1 Mile

View details for race Waldwick Chamber of Commerce 5K Run and 1 Mile Walk

Breast Cancer Alliance 2025 5K for Hope Run/Walk

Greenwich, CT

Sunday, May 3rd, 2026

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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

Bruynswick Winery Run for UCSPCA XC 6K (3.6 mile)

Gardiner, NY

Saturday, May 9th, 2026

View details for race Bruynswick Winery Run for UCSPCA XC 6K (3.6 mile)

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

Roxbury Road Race Series #10

Roxbury, CT

Saturday, May 9th, 2026

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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

Piermont Fire 5K

Piermont, NY

Saturday, May 9th, 2026

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RPEF Sprint for Our Schools 5K & Family Fun Run

Ramsey, NJ

Saturday, May 9th, 2026

1 Mile

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Safe Harbors of the Hudson 5K

Newburgh, NY

Saturday, May 9th, 2026

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

Ridgefield, CT

Sunday, May 10th, 2026

1 Mile

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Rubin Run

Tenafly, NJ

Sunday, May 10th, 2026

10K

1 Mile

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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

Mother's Day 5K

Yorktown Heights, NY

Sunday, May 10th, 2026

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WeCare-Mother's Day 5K

Brookfield, CT

Sunday, May 10th, 2026

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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

Your Way 5k - Ella Rose Foundation

New Windsor, NY

Saturday, May 16th, 2026

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Roxbury Road Race Series #11

Roxbury, CT

Saturday, May 16th, 2026

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2nd Annual 5K Esopus Fire Department Run/Walk

Ulster Park, NY

Saturday, May 16th, 2026

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2026 CACNA1A 5K

Norwalk, CT

Saturday, May 16th, 2026

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Pleasantville 5K Run/Walk for Education

Pleasantville, NY

Saturday, May 16th, 2026

1 Mile

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Dan the Man 5K Run/Walk for ALS

Berlin, CT

Saturday, May 16th, 2026

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Miles4Marcus

Mahwah, NJ

Saturday, May 16th, 2026

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Forgotten Forest 9 Hour Ultra

Stratford, CT

Saturday, May 16th, 2026

Trail

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Newington Library 5K Challenge

Newington, 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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Spring Into Spring Glen 5K

Hamden, CT

Sunday, May 17th, 2026

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Rossiter Run 2026

Washington Depot, CT

Sunday, May 17th, 2026

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FreeFromEvil 5k Race/Walk

Waterbury, CT

Sunday, May 17th, 2026

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Running Battles- A 5k"ish" Race To The Finish

Wolcott, CT

Sunday, May 17th, 2026

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Demarest 5K

Demarest, NJ

Sunday, May 17th, 2026

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MRCC/Trail Conference 5K

Mahwah, NJ

Sunday, May 17th, 2026

Trail

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Friends of TJ 5K Fun Run

Wyckoff, NJ

Sunday, May 17th, 2026

View details for race Friends of TJ 5K Fun Run

Annual 5K RUN & WALK With The DOGS

Beacon, NY

Sunday, May 17th, 2026

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

Guardian Revival 5K

Carmel, NY

Sunday, May 17th, 2026

View details for race Guardian Revival 5K

Explore more in Pawling, NY

Distances:

5K 10K Half Marathon Marathon

Months:

April May June

Tags:

Trail Boston Qualifiers Fast Courses

State:

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