300 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

Smithtown Running of the Bull

Smithtown, NY

Saturday, October 24th, 2026

Fast

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The Skeleton Run

Oceanport, NJ

Saturday, October 24th, 2026

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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

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5K for Ballet!

East Hampton, CT

Sunday, October 25th, 2026

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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

Hell on Earth

Richmond Hill, NY

Sunday, October 25th, 2026

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Reservoir Run Half Marathon, 5K, Kids Fun Runs ...

WESTON, CT

Sunday, October 25th, 2026

Half

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

We Can Be Heroes 5K

Montgomery, NY

Sunday, October 25th, 2026

Fast

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ITVFD Costume Run & Walk 5k

Great Meadows, NJ

Sunday, October 25th, 2026

View details for race ITVFD Costume Run & Walk 5k

Abner Oakes III Veterans Run 5K & 10K

Hamden, CT

Sunday, October 25th, 2026

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

RACE FOR THE GREENWAY 5K RUN / WALK

Riverhead, NY

Sunday, October 25th, 2026

Trail

View details for race RACE FOR THE GREENWAY 5K RUN / WALK

HoBOOken 5K Race - USATF Certified Course

Hoboken, NJ

Sunday, October 25th, 2026

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

Run The Runway 5K & Kids Fun Run

Meriden, CT

Sunday, October 25th, 2026

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Englewood Cliffs 5K

Englewood Cliffs, NJ

Sunday, October 25th, 2026

1 Mile

Fast

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Connecticut Law Enforcement Officers Memorial Run

Middletown, CT

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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Donny's Dash

Simsbury, CT

Sunday, October 25th, 2026

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Strides for Education Hybrid 5K Run/Walk

Morris Plains, NJ

Sunday, October 25th, 2026

Fast

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Barnyard Squatch 5K

Blairstown, NJ

Monday, October 26th, 2026

Trail

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1st Annual To Infinity & Beyond Halloween 5k

Valley Cottage, NY

Saturday, October 31st, 2026

View details for race 1st Annual To Infinity & Beyond Halloween 5k

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

Milford, CT

Saturday, October 31st, 2026

View details for race 15th Annual Milford 5K Trick or Trot Run/Walk

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

Lyman Orchards Pie Run

Middlefield, CT

Saturday, October 31st, 2026

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Hamden Hall CISAC League Race

Hamden, CT

Saturday, October 31st, 2026

Trail

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Collinsville Trick or Trot

Collinsville, CT

Saturday, October 31st, 2026

Trail

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Croissant & Cafe 5K Run & Walk

Ridgefield Park, NJ

Sunday, November 1st, 2026

Fast

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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 Fun Run/Walk

Dyspraxia DCD America 5K

Rockaway Park, NY

Saturday, November 7th, 2026

Fast

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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

Robert J. Lynes Memorial Road Race

Meriden, CT

Saturday, November 7th, 2026

View details for race Robert J. Lynes Memorial Road Race

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

NASSAU COUNTY TURKEY TROT

East Meadow, NY

Sunday, November 8th, 2026

View details for race NASSAU COUNTY TURKEY TROT

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

2026 Colony Grill 'Hot Oil' 5K

Fairfield, CT

Sunday, November 8th, 2026

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

Giralda Farms Run

Madison, NJ

Sunday, November 8th, 2026

10K

1 Mile

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Giants Foundation 5K presented by Quest

East Rutherford, NJ

Sunday, November 8th, 2026

View details for race Giants Foundation 5K presented by Quest

Hot COCO 5K

Cheshire, CT

Saturday, November 14th, 2026

1 Mile

View details for race Hot COCO 5K

NJ Trail Series SOMO Winter 1

South Orange, NJ

Saturday, November 14th, 2026

10K

Half

Trail

View details for race NJ Trail Series SOMO Winter 1

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

Run the Woods 5k

Oak Ridge, NJ

Sunday, November 15th, 2026

1 Mile

Trail

View details for race Run the Woods 5k

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

Last Chance XC Championships

Clark, NJ

Sunday, November 15th, 2026

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Hempstead Turkey Trot 5K

Hempstead, NY

Saturday, November 21st, 2026

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RUN ROCKAWAY BEACH THANKSGIVING HALF MARATHON A...

Rockaway Park, NY

Saturday, November 21st, 2026

View details for race RUN ROCKAWAY BEACH THANKSGIVING HALF MARATHON AND 5K

Hoboken's Annual Turkey Trot 5K

Hoboken, NJ

Saturday, November 21st, 2026

1 Mile

Fast

View details for race Hoboken's Annual Turkey Trot 5K

Tom O'Reilly Turkey Trot 5k

Somerset, NJ

Saturday, November 21st, 2026

1 Mile

Fast

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