Upcoming Races Near Highland, NY in May, 2026

Name: Bleu's Run for Rescue 5K
Start: 2026-05-31
End: 2026-05-31
Location: Washingtonville

A Run to Remember

Red Hook, NY

Saturday, May 2nd, 2026

Featured

10K

View details for race A Run to Remember

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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

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

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

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

Waldwick, NJ

Sunday, May 3rd, 2026

1 Mile

Fast

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

The Elephant Run

Park Ridge, NJ

Sunday, May 3rd, 2026

View details for race The Elephant Run

32nd Annual Delaware River 5k Run/Walk

Port Jervis, NY

Sunday, May 3rd, 2026

View details for race 32nd Annual Delaware River 5k Run/Walk

Breast Cancer Alliance 5K for Hope

Greenwich, CT

Sunday, May 3rd, 2026

View details for race Breast Cancer Alliance 5K for Hope

Glenholme 5K Run For Autism

Washington Depot, CT

Sunday, May 3rd, 2026

Fast

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Elephant Run 5K

Park Ridge, NJ

Sunday, May 3rd, 2026

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CTA Scholarship 5k Run/Walk

Carmel, NY

Sunday, May 3rd, 2026

Trail

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ViK 5K

Wantage, NJ

Sunday, May 3rd, 2026

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2026 Unified 5K - Montvale

Montvale, NJ

Sunday, May 3rd, 2026

1 Mile

View details for race 2026 Unified 5K - Montvale

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

RPEF Sprint for Our Schools 5K & Family Fun Run

Ramsey, NJ

Saturday, May 9th, 2026

1 Mile

View details for race RPEF Sprint for Our Schools 5K & Family Fun Run

Roxbury Road Race Series #10

Roxbury, CT

Saturday, May 9th, 2026

View details for race Roxbury Road Race Series #10

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

Piermont Fire 5K

Piermont, NY

Saturday, May 9th, 2026

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Safe Harbors of the Hudson 5K

Newburgh, NY

Saturday, May 9th, 2026

View details for race Safe Harbors of the Hudson 5K

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)

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

Ridgefield, CT

Sunday, May 10th, 2026

1 Mile

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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

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

View details for race 2nd Annual 5K Esopus Fire Department Run/Walk

Pleasantville 5K Run/Walk for Education

Pleasantville, NY

Saturday, May 16th, 2026

1 Mile

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Miles4Marcus

Mahwah, NJ

Saturday, May 16th, 2026

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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

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

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Annual 5K RUN & WALK With The DOGS

Beacon, NY

Sunday, May 17th, 2026

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Guardian Revival 5K

Carmel, NY

Sunday, May 17th, 2026

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Run Like The Wind 5K

Ellenville, NY

Sunday, May 17th, 2026

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Spring Run The Farm

Katonah, NY

Sunday, May 17th, 2026

1 Mile

Trail

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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

Book it! 2026

Hudson (Churchtown), NY

Sunday, May 17th, 2026

View details for race Book it! 2026

Roxbury Road Race Series #12

Roxbury, CT

Saturday, May 23rd, 2026

1 Mile

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Kiwanis Club of Chester Annual 5K

Chester, NY

Saturday, May 23rd, 2026

View details for race Kiwanis Club of Chester Annual 5K

2025 Weston CT Memorial Day Weekend 5K Road Race

Weston, CT

Saturday, May 23rd, 2026

1 Mile

View details for race 2025 Weston CT Memorial Day Weekend 5K Road Race

Koinonia 5K

Highland Lake, NY

Saturday, May 23rd, 2026

Trail

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5K Walk/Jog/Run for Jon

Woodbury, CT

Saturday, May 23rd, 2026

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Easton Memorial Day Mile Race

Easton, CT

Monday, May 25th, 2026

1 Mile

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Oh Boy 5K

Waterbury, CT

Monday, May 25th, 2026

Trail

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Peach Hill "Run For the Hill of It" 5K

Poughkeepsie, NY

Saturday, May 30th, 2026

Trail

View details for race Peach Hill "Run For the Hill of It" 5K

Catskill Spring Rush & 5K

Catskill, NY

Saturday, May 30th, 2026

View details for race Catskill Spring Rush & 5K

EDRRC - Eagle Run 5K Run/Walk and Kids Run

Clinton Corners, NY

Saturday, May 30th, 2026

View details for race EDRRC - Eagle Run 5K Run/Walk and Kids Run

Roxbury Road Race Series #13

Roxbury, CT

Saturday, May 30th, 2026

View details for race Roxbury Road Race Series #13

Bleu's Run for Rescue 5K

Washingtonville, NY

Sunday, May 31st, 2026

View details for race Bleu's Run for Rescue 5K

Explore more in Highland, NY

Distances:

5K 10K Half Marathon Marathon

Months:

March April May

Tags:

Trail Boston Qualifiers Fast Courses

State:

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