Upcoming Races Near Highland, NY

Name: Oh Boy 5K
Start: 2026-05-25
End: 2026-05-25
Location: Waterbury

ORC Winter Series

Middletown, NY

Sunday, January 11th, 2026

Featured

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EDRRC - Frozen Looper

Pawling, NY

Sunday, January 18th, 2026

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2026 MHRRC Deborah Schwartz Winter Run

Lagrangeville, NY

Sunday, January 25th, 2026

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YETI OR NOT Snowshoe Invasion

Vernon, NJ

Saturday, January 31st, 2026

1 Mile

View details for race YETI OR NOT Snowshoe Invasion

Fleet Feet's 2026 Howl at the Moon Powered by HOKA

Poughkeepsie, NY

Sunday, February 1st, 2026

View details for race Fleet Feet's 2026 Howl at the Moon Powered by HOKA

Freezer 5k

Yorktown Heights, NY

Sunday, February 8th, 2026

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Fleet Feet's 2026 "Earn Your Square" Run/Walk P...

Poughkeepsie, NY

Sunday, February 8th, 2026

View details for race Fleet Feet's 2026 "Earn Your Square" Run/Walk Powered by Brooks

Freezer 5 Miler

Yorktown Heights, NY

Sunday, February 22nd, 2026

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41st Annual Lake Waramaug Polar Bear Run

Warren, CT

Sunday, February 22nd, 2026

View details for race 41st Annual Lake Waramaug Polar Bear Run

The Ten presented by Hudson Valley Track Club

Valley Cottage, NY

Sunday, March 1st, 2026

10 Miles

10K

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ALS Crusaders 5k

White Plains, NY

Sunday, March 8th, 2026

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EDRRC - St. Patrick's 5K Run/Walk

Dover Plains, NY

Saturday, March 14th, 2026

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St. Patrick's Day 10K and 2M in memory of Jack ...

Yorktown Heights, NY

Sunday, March 15th, 2026

10K

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Project 13.1

Congers, NY

Saturday, March 21st, 2026

Half

Fast

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Run For Tomorrow

Northvale, NJ

Saturday, March 21st, 2026

1 Mile

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Fallen Comrades Half Marathon

West Point, NY

Sunday, March 22nd, 2026

Half

1 Mile

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Wallkill Shamrock Scramble 5K

Wallkill, NY

Sunday, March 22nd, 2026

1 Mile

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NVCC Food Pantry Run/Walk

Waterbury, CT

Sunday, March 29th, 2026

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Mudders and Grunters

Yorktown Heights, NY

Sunday, March 29th, 2026

Trail

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Sparrow's Nest Superhero Rock 'N' Run Challenge...

Poughquag, NY

Monday, March 30th, 2026

Ultra

Trail

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RJK Panther Pride Fun Run

Monticello, NY

Saturday, April 11th, 2026

1 Mile

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Farm & Forest All- Terrain 5K & Hog Wild Kids F...

Stamford, CT

Sunday, April 12th, 2026

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John Jay Community Trail Race

Cross River, NY

Sunday, April 12th, 2026

Trail

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Burke Heels & Wheels 5K & Kid's Fun Run

White Plains, NY

Sunday, April 12th, 2026

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Conquer The Trail Race

Dobbs Ferry, NY

Saturday, April 18th, 2026

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SRC 5k, 10k, Half Marathon

Stamford, CT

Sunday, April 19th, 2026

10K

Half

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Brooklyn Cider House Spiked Apple 5k

New Paltz, NY

Sunday, April 19th, 2026

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Naugatuck YMCA & Rotary 5K

Naugatuck, CT

Saturday, April 25th, 2026

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Shane Kinsella Memorial Run/ Walk

Goshen, CT

Saturday, April 25th, 2026

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PK5K Wellness Run/Walk

Poughkeepsie, NY

Saturday, April 25th, 2026

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Deacon Chuck Dietsch Memorial 5K Run & Walk for...

Southbury, CT

Saturday, April 25th, 2026

View details for race Deacon Chuck Dietsch Memorial 5K Run & Walk for Haiti

Gilbert Joseph & Brian Annual 5K (Gilbert JBA5K)

Winsted, CT

Saturday, April 25th, 2026

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Leatherman's Loop

Cross River, NY

Sunday, April 26th, 2026

10K

Trail

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A Run to Remember

Red Hook, NY

Saturday, May 2nd, 2026

10K

Trail

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The Elephant Run

Park Ridge, NJ

Sunday, May 3rd, 2026

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Virtual Run Like A Mother 5k & Kids 1 Mile

Ridgefield, CT

Thursday, May 7th, 2026

1 Mile

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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

Safe Harbors of the Hudson Run/Walk 5K

Newburgh, NY

Saturday, May 9th, 2026

View details for race Safe Harbors of the Hudson Run/Walk 5K

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

Ridgefield, CT

Sunday, May 10th, 2026

1 Mile

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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

Miles4Marcus

Mahwah, NJ

Saturday, May 16th, 2026

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Run Like The Wind 5K

Ellenville, NY

Sunday, May 17th, 2026

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MRCC/Trail Conference 5K

Mahwah, 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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Spring Run The Farm

Katonah, NY

Sunday, May 17th, 2026

1 Mile

Trail

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Kiwanis Club of Chester Annual 5K

Chester, NY

Saturday, May 23rd, 2026

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Koinonia 5K

Highland Lake, NY

Saturday, May 23rd, 2026

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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

Oh Boy 5K

Waterbury, CT

Monday, May 25th, 2026

View details for race Oh Boy 5K

Explore more in Highland, NY

Distances:

5K 10K Half Marathon Marathon

Months:

January February March

Tags:

Trail Boston Qualifiers Fast Courses

State:

All New York races

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