Upcoming Races Near Sleepy Hollow, NY in June, 2026

Name: 52nd Annual Rooster Run
Start: 2026-06-13
End: 2026-06-13
Location: Newtown

Roxbury Community Benefit 5k Race

Succasunna, NJ

Monday, June 1st, 2026

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Fast

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The Big Run Presented By Brooks

Bronxville, NY

Tuesday, June 2nd, 2026

View details for race The Big Run Presented By Brooks

The Big Run

Montclair, NJ

Wednesday, June 3rd, 2026

View details for race The Big Run

The Big Run 5K/10K - Fleet Feet Poughkeepsie

Poughkeepsie, NY

Wednesday, June 3rd, 2026

10K

Trail

Fast

View details for race The Big Run 5K/10K - Fleet Feet Poughkeepsie

11th Annual Flanders Field & Forest 5K Trail R...

Woodbury, CT

Friday, June 5th, 2026

Trail

View details for race 11th Annual Flanders Field & Forest 5K Trail Run/Walk

Run the Race 5K

Danbury, CT

Saturday, June 6th, 2026

View details for race Run the Race 5K

Athletic Brewing Company Fairfield Road Races

Fairfield, CT

Saturday, June 6th, 2026

Half

10K

View details for race Athletic Brewing Company Fairfield Road Races

America’s 250th – Greenwich Community 5K & 1 Mi...

Greenwich, CT

Saturday, June 6th, 2026

1 Mile

View details for race America’s 250th – Greenwich Community 5K & 1 Mile Fun Run

Keith Nintzel Memorial 5K

Sayville, NY

Saturday, June 6th, 2026

View details for race Keith Nintzel Memorial 5K

Squatchy Hooky: Lake to Summit

Valley Cottage, NY

Saturday, June 6th, 2026

10K

View details for race Squatchy Hooky: Lake to Summit

C.R.E.W. Non-Profit "Taking Strides to Save Liv...

Woodland Park, NJ

Saturday, June 6th, 2026

View details for race C.R.E.W. Non-Profit "Taking Strides to Save Lives" Colon Cancer 5k Run/Walk

Rockwood Ramble 10K

Sleepy Hollow, NY

Saturday, June 6th, 2026

10K

View details for race Rockwood Ramble 10K

Pompton Lakes Local PBA 161 5K Run/Walk

Pompton Lakes, NJ

Saturday, June 6th, 2026

View details for race Pompton Lakes Local PBA 161 5K Run/Walk

27th Annual D&R Canal Towpath "Train"ing Run

Piscataway, NJ

Saturday, June 6th, 2026

Marathon

10K

View details for race 27th Annual D&R Canal Towpath "Train"ing Run

Sayville Summer Series

Sayville, NY

Saturday, June 6th, 2026

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Roxbury Road Race Series #14

Roxbury, CT

Saturday, June 6th, 2026

View details for race Roxbury Road Race Series #14

2026 Independence Series - Day 4 (NJ)

Sussex, NJ

Saturday, June 6th, 2026

Half

10K

View details for race 2026 Independence Series - Day 4 (NJ)

Locust Cider Run

Milton, NY

Saturday, June 6th, 2026

View details for race Locust Cider Run

Welcome Home Plants 5k

Brooklyn, NY

Saturday, June 6th, 2026

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Chatham Jaycees Fishawack Run

Chatham, NJ

Saturday, June 6th, 2026

1 Mile

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McCarthy Brothers Memorial Run/Walk 1mile walk/...

Brooklyn, NY

Saturday, June 6th, 2026

1 Mile

View details for race McCarthy Brothers Memorial Run/Walk 1mile walk/run (5K)

The Marion & Norman Tanzman Foundation and Part...

Edison, NJ

Saturday, June 6th, 2026

View details for race The Marion & Norman Tanzman Foundation and Partlow Insurance Lakeview 5K

"Run Into Summer 5K" Supporting Hoboken Catholi...

Hoboken, NJ

Saturday, June 6th, 2026

1 Mile

View details for race "Run Into Summer 5K" Supporting Hoboken Catholic Academy

Livingston Miles for Meaning 5K: Run for Your N...

Livingston, NJ

Saturday, June 6th, 2026

View details for race Livingston Miles for Meaning 5K: Run for Your Neighbor

The Valerie Fund Walk/5k Run

Verona, NJ

Saturday, June 6th, 2026

View details for race The Valerie Fund Walk/5k Run

Hat City Dash

Danbury, CT

Sunday, June 7th, 2026

View details for race Hat City Dash

Fire Tower Trail Races

Cross River, NY

Sunday, June 7th, 2026

Half

10K

Trail

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36th Annual Pleasant Valley Twilight Challenge 5K

Basking Ridge, NJ

Sunday, June 7th, 2026

1 Mile

View details for race 36th Annual Pleasant Valley Twilight Challenge 5K

Hat City Dash

Danbury, CT

Sunday, June 7th, 2026

View details for race Hat City Dash

NJ Sharing Network 5K Celebration of Life

New Providence, NJ

Sunday, June 7th, 2026

View details for race NJ Sharing Network 5K Celebration of Life

Brookfield Lions Strides to Cure Diabetes 5-Miler

Brookfield, CT

Sunday, June 7th, 2026

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The CVG Velocity 5k

Cranford, NJ

Sunday, June 7th, 2026

View details for race The CVG Velocity 5k

43rd Annual Montclair Run

Montclair, NJ

Sunday, June 7th, 2026

10K

View details for race 43rd Annual Montclair Run

Cypress Hills Cemetery 5K Run Through History

Brooklyn, NY

Sunday, June 7th, 2026

View details for race Cypress Hills Cemetery 5K Run Through History

GWB Challenge

Fort Lee, NJ

Sunday, June 7th, 2026

10K

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37th ANNUAL KENNETH DOLAN 5K RUN

Brooklyn, NY

Sunday, June 7th, 2026

View details for race 37th ANNUAL KENNETH DOLAN 5K RUN

5K at the Farm

Hillsdale, NJ

Sunday, June 7th, 2026

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O'Neill's 5K

Norwalk, CT

Sunday, June 7th, 2026

1 Mile

View details for race O'Neill's 5K

2026 North Jersey Pride Run

South Orange, NJ

Sunday, June 7th, 2026

View details for race 2026 North Jersey Pride Run

TEF Tenafly 5K Run and Dog Walk

Tenafly, NJ

Sunday, June 7th, 2026

1 Mile

View details for race TEF Tenafly 5K Run and Dog Walk

Run in the Park 5K - to benefit the Milford Rot...

Milford, CT

Sunday, June 7th, 2026

Trail

View details for race Run in the Park 5K - to benefit the Milford Rotary and the Beth-El Center

5 TOWNS 5K RUN/WALK FOR ISRAEL

North Woodmere, NY

Sunday, June 7th, 2026

View details for race 5 TOWNS 5K RUN/WALK FOR ISRAEL

2026 Independence Series - Day 5 (NY)

Montgomery, NY

Sunday, June 7th, 2026

Half

Marathon

View details for race 2026 Independence Series - Day 5 (NY)

16th Annual Steve Olsen Run for Rogosin

New York, NY

Sunday, June 7th, 2026

View details for race 16th Annual Steve Olsen Run for Rogosin

29th Annual Ruthie Dino-Marshall 5K

Middletown, NY

Sunday, June 7th, 2026

View details for race 29th Annual Ruthie Dino-Marshall 5K

David Lerner Associates Police Appreciation 5K Run

East Meadow, NY

Thursday, June 11th, 2026

View details for race David Lerner Associates Police Appreciation 5K Run

25th Annual Veteran's Flag Day 5K Run and 1 Mil...

Lyons, NJ

Thursday, June 11th, 2026

1 Mile

View details for race 25th Annual Veteran's Flag Day 5K Run and 1 Mile Walk

Northport Downhill Mile

Northport, NY

Saturday, June 13th, 2026

1 Mile

Fast

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Children in Conflict's 4th Annual 5K in Central...

New York, NY

Saturday, June 13th, 2026

View details for race Children in Conflict's 4th Annual 5K in Central Park

52nd Annual Rooster Run

Newtown, CT

Saturday, June 13th, 2026

10K

View details for race 52nd Annual Rooster Run

Explore more in Sleepy Hollow, NY

Distances:

5K 10K Half Marathon Marathon

Months:

April May June

Tags:

Trail Boston Qualifiers Fast Courses

State:

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