Upcoming Races Near Sleepy Hollow, NY in May, 2026

Name: Running Is Back 10K + 5K
Start: 2026-05-09
End: 2026-05-09
Location: Jersey City

LONG ISLAND MARATHON FESTIVAL

East Meadow, NY

Friday, May 1st, 2026

Featured

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22nd Annual Witness Walk

Wyandanch, NY

Saturday, May 2nd, 2026

View details for race 22nd Annual Witness Walk

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

Run for the Last Mile 5K (Runners and walkers w...

Wayne, NJ

Saturday, May 2nd, 2026

View details for race Run for the Last Mile 5K (Runners and walkers welcomed)

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

MSDA Meghan Doyle '05K

Caldwell, NJ

Saturday, May 2nd, 2026

View details for race MSDA Meghan Doyle '05K

Crotona Park 5K

Bronx, NY

Saturday, May 2nd, 2026

Trail

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5K for Pizza - Jersey City

Jersey City, NJ

Saturday, May 2nd, 2026

View details for race 5K for Pizza - Jersey City

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

Run For The Roses 5K

Sewaren, NJ

Saturday, May 2nd, 2026

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Walk to Cure Arthritis

West Babylon, NY

Saturday, May 2nd, 2026

View details for race Walk to Cure Arthritis

The 7th Annual “Ricky” 267 5K Run/Walk & Kids F...

Union City, NJ

Saturday, May 2nd, 2026

View details for race The 7th Annual “Ricky” 267 5K Run/Walk & Kids Fun Run

The Inflatable Mile

Bronx, NY

Saturday, May 2nd, 2026

1 Mile

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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 LESS Popular Brooklyn Half Marathon!

Brooklyn, NY

Saturday, May 2nd, 2026

Half

View details for race The LESS Popular Brooklyn Half Marathon!

Roxbury Road Race Series #9

Roxbury, CT

Saturday, May 2nd, 2026

View details for race Roxbury Road Race Series #9

Bretton Woods 5k Run/Walk for ALS Ride for Life

Hauppauge, NY

Saturday, May 2nd, 2026

View details for race Bretton Woods 5k Run/Walk for ALS Ride for Life

Run For Casey 5K

Cranford, NJ

Saturday, May 2nd, 2026

1 Mile

View details for race Run For Casey 5K

The 2026 LESS Popular Brooklyn Half Marathon!

Brooklyn, NY

Saturday, May 2nd, 2026

Half

View details for race The 2026 LESS Popular Brooklyn Half Marathon!

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

M5K: The Marching Scarlet Knights 5K

Piscataway, NJ

Sunday, May 3rd, 2026

View details for race M5K: The Marching Scarlet Knights 5K

The Elephant Run

Park Ridge, NJ

Sunday, May 3rd, 2026

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Cinco de Mayo 5K Run

Brooklyn, NY

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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CTA Scholarship 5k Run/Walk

Carmel, NY

Sunday, May 3rd, 2026

Trail

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Miles For Margaritas

Stratford, CT

Sunday, May 3rd, 2026

1 Mile

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Montclair High School Scholarship Run In Memory...

Montclair, NJ

Sunday, May 3rd, 2026

View details for race Montclair High School Scholarship Run In Memory Of Doug Williams

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

Waldwick, NJ

Sunday, May 3rd, 2026

1 Mile

Fast

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Hastings Color Run

Hastings On Hudson, NY

Sunday, May 3rd, 2026

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Lamp For Haiti 5K

Newark, NJ

Sunday, May 3rd, 2026

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Stony Point PAL Color Run/Walk 5K & Family Fun ...

Stony Point, NY

Sunday, May 3rd, 2026

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"Using our Voices" Mental Health Run- Connetquot

Bohemia, NY

Sunday, May 3rd, 2026

1 Mile

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Nutley Chamber 5K & Kids Fun Run

Nutley, NJ

Sunday, May 3rd, 2026

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Elephant Run 5K

Park Ridge, NJ

Sunday, May 3rd, 2026

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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

2026 Superhero Half Marathon and Relay

Morristown, NJ

Sunday, May 3rd, 2026

Half

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nourish.NJ 5K Hunger Run

Parsippany-Troy Hills, NJ

Sunday, May 3rd, 2026

View details for race nourish.NJ 5K Hunger Run

Summit Area YMCA Love and Legacy 5K

Summit, NJ

Sunday, May 3rd, 2026

View details for race Summit Area YMCA Love and Legacy 5K

NYC Spring 10K - 5K - 2026

New York, NY

Sunday, May 3rd, 2026

10K

View details for race NYC Spring 10K - 5K - 2026

Bursting Bubble 5K Walk & Run: Because Grief Bu...

East Islip, NY

Sunday, May 3rd, 2026

View details for race Bursting Bubble 5K Walk & Run: Because Grief Bursts Differently for Everyone

ViK 5K

Wantage, NJ

Sunday, May 3rd, 2026

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The Madison 5K Run/Walk

Madison, NJ

Sunday, May 3rd, 2026

Trail

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2026 Unified 5K - Montvale

Montvale, NJ

Sunday, May 3rd, 2026

1 Mile

View details for race 2026 Unified 5K - Montvale

Breast Cancer Alliance 2025 5K for Hope Run/Walk

Greenwich, CT

Sunday, May 3rd, 2026

View details for race Breast Cancer Alliance 2025 5K for Hope Run/Walk

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

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 for the Woods

Piscataway, NJ

Saturday, May 9th, 2026

Trail

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Hanover Education Foundation's Run for Health 5K

Whippany, NJ

Saturday, May 9th, 2026

1 Mile

View details for race Hanover Education Foundation's Run for Health 5K

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!

Running Is Back 10K + 5K

Jersey City, NJ

Saturday, May 9th, 2026

10K

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Explore more in Sleepy Hollow, NY

Distances:

5K 10K Half Marathon Marathon

Months:

April May June

Tags:

Trail Boston Qualifiers Fast Courses

State:

All New York races

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