Upcoming Races Near Westchester County, NY in May, 2026

Get Smart for Wilton 5K

Wilton, CT

Friday, May 22nd, 2026

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Fast

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Mount 5K and Fun Run 2026

Esopus, NY

Saturday, May 23rd, 2026

1 Mile

View details for race Mount 5K and Fun Run 2026

Savin Rock Waves of Hope

West Haven, CT

Saturday, May 23rd, 2026

View details for race Savin Rock Waves of Hope

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

5K Walk/Jog/Run for Jon

Woodbury, CT

Saturday, May 23rd, 2026

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North Jersey Pop Warner Memorial Day 5K Run/Walk

Roselle, NJ

Saturday, May 23rd, 2026

View details for race North Jersey Pop Warner Memorial Day 5K Run/Walk

Roxbury Road Race Series #12

Roxbury, CT

Saturday, May 23rd, 2026

1 Mile

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Bronxville Memorial Day Run for Fun & Field Day

Bronxville, NY

Saturday, May 23rd, 2026

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Chester Kiwanis 5K

Chester, NY

Saturday, May 23rd, 2026

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Cpl. Christopher G. Scherer Memorial "I Did the...

East Northport, NY

Saturday, May 23rd, 2026

1 Mile

View details for race Cpl. Christopher G. Scherer Memorial "I Did the Grid" 5K Run/Walk

Brooklyn Queens Brewery Express 10k

Brooklyn, NY

Saturday, May 23rd, 2026

10K

View details for race Brooklyn Queens Brewery Express 10k

Easton Memorial Day Mile Race

Easton, CT

Monday, May 25th, 2026

1 Mile

View details for race Easton Memorial Day Mile Race

Jim Fixx Memorial Day Run

Greenwich, CT

Monday, May 25th, 2026

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Oh Boy 5K

Waterbury, CT

Monday, May 25th, 2026

Trail

Fast

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Blue Jeans Mile hosted by Manhattan Track Club

New York, NY

Tuesday, May 26th, 2026

1 Mile

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RRR Summer Track 2026

Blauvelt, NY

Tuesday, May 26th, 2026

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Van Cortlandt Track Club:Cross Country Summer S...

Bronx, NY

Thursday, May 28th, 2026

View details for race Van Cortlandt Track Club:Cross Country Summer Series

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

Robbie's Run 5k

Merrick, NY

Saturday, May 30th, 2026

1 Mile

Fast

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YAI Central Park Challenge

New York, NY

Saturday, May 30th, 2026

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

Poughkeepsie, NY

Saturday, May 30th, 2026

Trail

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PFC JOSEPH P DWYER PTSD MEMORIAL 5K RUN

Rocky Point, NY

Saturday, May 30th, 2026

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10th Annual Jaime Pinaire 5K Race & Fun Run

Chatham, NJ

Saturday, May 30th, 2026

1 Mile

View details for race 10th Annual Jaime Pinaire 5K Race & Fun Run

Randolph Rocks 5K and 1K Fun Run

Randolph, NJ

Saturday, May 30th, 2026

Trail

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Roxbury Road Race Series #13

Roxbury, CT

Saturday, May 30th, 2026

Trail

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9TH ANNUAL WAYNE ROTARY 5K

Wayne, NJ

Saturday, May 30th, 2026

Fast

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Bandit Grand Prix

Brooklyn, NY

Saturday, May 30th, 2026

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Bandit Grand Prix Staff Registration

Brooklyn, NY

Saturday, May 30th, 2026

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South Orange Rescue Squad "Sound The Siren" 5K

South Orange, NJ

Sunday, May 31st, 2026

Code:FINDTHERUN

1 Mile

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Good Grief's 5K Run & Walk - Morristown Area

Madison, NJ

Sunday, May 31st, 2026

View details for race Good Grief's 5K Run & Walk - Morristown Area

Stripes & Schmear

Montclair, NJ

Sunday, May 31st, 2026

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South Orange Rescue Squad - ...

South Orange, NJ

Sunday, May 31st, 2026

Code:FINDTHERUN

1 Mile

View details for race South Orange Rescue Squad - "Sound The Siren" 5K Run / Walk and EMS Open House

South Orange Rescue Squad - ...

South Orange, NJ

Sunday, May 31st, 2026

View details for race South Orange Rescue Squad - "Sound The Siren" 5K Run / Walk & EMS Open House

NYC Memorial Day Weekend Half Marathon, 10K, 5K

Brooklyn, NY

Sunday, May 31st, 2026

Half

10K

Fast

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T1RC Summer Festival North Brooklyn Half Marath...

Brooklyn, NY

Sunday, May 31st, 2026

Half

View details for race T1RC Summer Festival North Brooklyn Half Marathon Relay

WOMEN'S WHISPER TRIATHLON

East Meadow, NY

Sunday, May 31st, 2026

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Lloyd Harbor School's 32nd Annual Little Apple ...

Lloyd Harbor, NY

Sunday, May 31st, 2026

1 Mile

View details for race Lloyd Harbor School's 32nd Annual Little Apple Fun Run

The Joe Keany Memorial 5K and 1 Mile Fun Run

Miller Place, NY

Sunday, May 31st, 2026

1 Mile

View details for race The Joe Keany Memorial 5K and 1 Mile Fun Run

Pound Ridge Color Run

Pound Ridge, NY

Sunday, May 31st, 2026

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Michael Hanly 5K

Staten Island, NY

Sunday, May 31st, 2026

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Bleu's Run for Rescue 5K

Washingtonville, NY

Sunday, May 31st, 2026

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

Memorial Day Half Marathon, 10k, 5k

Brooklyn, NY

Sunday, May 31st, 2026

10K

Half

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Explore more in Westchester County, NY

Distances:

5K 10K Half Marathon Marathon

Months:

May June July

Tags:

Trail Boston Qualifiers Fast Courses

State:

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