301 Upcoming 5K Races Near Pleasantville, NY

Diplo's Run Club New York

Queens, NY

Saturday, October 24th, 2026

Featured

Code:FTR10

View details for race Diplo's Run Club New York

2nd Annual Brewster Grin 'N Bear It 5K and 1 Mi...

Brewster, NY

Saturday, October 24th, 2026

View details for race 2nd Annual Brewster Grin 'N Bear It 5K and 1 Mile Fun Run

Newton Pride Monster Dash 5K

Newton, NJ

Saturday, October 24th, 2026

View details for race Newton Pride Monster Dash 5K

Ahlyza's Fight 5K

Somerset, NJ

Saturday, October 24th, 2026

View details for race Ahlyza's Fight 5K

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5K Race for Recovery on the Boardwalk

Ocean Grove, NJ

Saturday, October 24th, 2026

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5Knights 5K

Washington, NJ

Saturday, October 24th, 2026

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HoBOOken 5K Race - USATF Certified Course

Hoboken, NJ

Sunday, October 25th, 2026

View details for race HoBOOken 5K Race - USATF Certified Course

Donny's Dash

Simsbury, CT

Sunday, October 25th, 2026

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We Can Be Heroes 5K

Montgomery, NY

Sunday, October 25th, 2026

Fast

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The Reservoir Run Half Marathon, 5K, Kids Fun R...

WESTON, CT

Sunday, October 25th, 2026

Half

View details for race The Reservoir Run Half Marathon, 5K, Kids Fun Runs & Family Stroll

HomeFront's HALLOWEEN 5K Run & 1 Mile Walk

Princeton, NJ

Sunday, October 25th, 2026

1 Mile

View details for race HomeFront's HALLOWEEN 5K Run & 1 Mile Walk

Strides for Education Hybrid 5K Run/Walk

Morris Plains, NJ

Sunday, October 25th, 2026

Fast

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5K for Ballet!

East Hampton, CT

Sunday, October 25th, 2026

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Abner Oakes III Veterans Run 5K & 10K

Hamden, CT

Sunday, October 25th, 2026

View details for race Abner Oakes III Veterans Run 5K & 10K

ITVFD Costume Run & Walk 5k

Great Meadows, NJ

Sunday, October 25th, 2026

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RACE FOR THE GREENWAY 5K RUN / WALK

Riverhead, NY

Sunday, October 25th, 2026

Trail

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Hell on Earth

Richmond Hill, NY

Sunday, October 25th, 2026

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HKYFS Pumpkin Run 5K, 2M & Kids Run

Higganum, CT

Sunday, October 25th, 2026

Fast

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Englewood Cliffs 5K

Englewood Cliffs, NJ

Sunday, October 25th, 2026

1 Mile

Fast

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Run The Runway 5K & Kids Fun Run

Meriden, CT

Sunday, October 25th, 2026

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2026 CT LEO Memorial Run

Middletown, CT

Sunday, October 25th, 2026

View details for race 2026 CT LEO Memorial Run

Barnyard Squatch 5K

Blairstown, NJ

Monday, October 26th, 2026

Trail

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Hamden Hall CISAC League Race

Hamden, CT

Saturday, October 31st, 2026

Trail

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Lyman Orchards Pie Run

Middlefield, CT

Saturday, October 31st, 2026

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1st Annual To Infinity & Beyond Halloween 5k

Valley Cottage, NY

Saturday, October 31st, 2026

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15th Annual Milford 5K Trick or Trot Run/Walk

Milford, CT

Saturday, October 31st, 2026

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Collinsville Trick or Trot

Collinsville, CT

Saturday, October 31st, 2026

Trail

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Leah's 5K Run/Walk And 1K Kids "Spooktacular" F...

Wappingers Falls, NY

Saturday, October 31st, 2026

View details for race Leah's 5K Run/Walk And 1K Kids "Spooktacular" Fun Run

NAMI Rockland 5K Run / Walk for Mental Wellness...

Valley Cottage, NY

Sunday, November 1st, 2026

View details for race NAMI Rockland 5K Run / Walk for Mental Wellness 2026

The Ed. Foundation of South Brunswick - 5K and ...

Monmouth Junction, NJ

Sunday, November 1st, 2026

1 Mile

View details for race The Ed. Foundation of South Brunswick - 5K and 1 Mile Walk

Croissant & Cafe 5K Run & Walk

Ridgefield Park, NJ

Sunday, November 1st, 2026

Fast

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Folds of Honor Bethel Veteran's Day 5K

Bethel, CT

Saturday, November 7th, 2026

View details for race Folds of Honor Bethel Veteran's Day 5K

Robert J. Lynes Memorial Road Race

Meriden, CT

Saturday, November 7th, 2026

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The New Yorker Half Marathon, 10k, 5k Shake Out

Queens, NY

Saturday, November 7th, 2026

10K

Half

View details for race The New Yorker Half Marathon, 10k, 5k Shake Out

Dyspraxia DCD America 5K

Rockaway Park, NY

Saturday, November 7th, 2026

Fast

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NASSAU COUNTY TURKEY TROT

East Meadow, NY

Sunday, November 8th, 2026

View details for race NASSAU COUNTY TURKEY TROT

2026 Colony Grill 'Hot Oil' 5K

Fairfield, CT

Sunday, November 8th, 2026

View details for race 2026 Colony Grill 'Hot Oil' 5K

Boomer’s Bangin’ Soup Trail Run 10K and 5K

Andover, NJ

Sunday, November 8th, 2026

10K

Trail

View details for race Boomer’s Bangin’ Soup Trail Run 10K and 5K

Coach Mike Slinskey Memorial 5k

Wappingers Falls, NY

Sunday, November 8th, 2026

1 Mile

Trail

View details for race Coach Mike Slinskey Memorial 5k

The Steve Hammond Homebound Hustle 5K & 1 Mile ...

Parsippany-Troy Hills, NJ

Sunday, November 8th, 2026

1 Mile

View details for race The Steve Hammond Homebound Hustle 5K & 1 Mile Walk

Giants Foundation 5K presented by Quest

East Rutherford, NJ

Sunday, November 8th, 2026

View details for race Giants Foundation 5K presented by Quest

Giralda Farms Run

Madison, NJ

Sunday, November 8th, 2026

10K

1 Mile

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NJ Trail Series SOMO Winter 1

South Orange, NJ

Saturday, November 14th, 2026

10K

Half

Trail

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Hot COCO 5K

Cheshire, CT

Saturday, November 14th, 2026

1 Mile

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Last Chance XC Championships

Clark, NJ

Sunday, November 15th, 2026

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EBEF Bear Crawl: A 5K Run/Walk

East Brunswick, NJ

Sunday, November 15th, 2026

1 Mile

View details for race EBEF Bear Crawl: A 5K Run/Walk

New York Flushing Meadows Corona Park 5K, 10K &...

Flushing, NY

Sunday, November 15th, 2026

10K

Half

View details for race New York Flushing Meadows Corona Park 5K, 10K & Half Marathon

Run the Woods 5k

Oak Ridge, NJ

Sunday, November 15th, 2026

1 Mile

Trail

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Tom O'Reilly Turkey Trot 5k

Somerset, NJ

Saturday, November 21st, 2026

1 Mile

Fast

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Massapequa Park Turkey Trot

Massapequa Park, NY

Saturday, November 21st, 2026

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Hempstead Turkey Trot 5K

Hempstead, NY

Saturday, November 21st, 2026

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