Upcoming 5K Races Near Dover Plains, NY

Name: Pleasantville 5K Run/Walk for Education
Start: 2026-05-16
End: 2026-05-16
Location: Pleasantville

The Bunny Boogie

New Canaan, CT

Saturday, April 4th, 2026

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Joseph Ennesser 5K Run/Walk

Wappingers Falls, NY

Saturday, April 11th, 2026

Trail

View details for race Joseph Ennesser 5K Run/Walk

2026 MHRRC Barri Donnellan Memorial Walk/Run to...

Millbrook, NY

Saturday, April 11th, 2026

View details for race 2026 MHRRC Barri Donnellan Memorial Walk/Run to Benefit Angels of Light

Greenway 5K Charity Run & Walk

Derby, CT

Saturday, April 11th, 2026

View details for race Greenway 5K Charity Run & Walk

Miles for Migraine Connecticut

Meriden, CT

Sunday, April 12th, 2026

View details for race Miles for Migraine Connecticut

John Jay Community Trail Race

Cross River, NY

Sunday, April 12th, 2026

Trail

View details for race John Jay Community Trail Race

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

Stamford, CT

Sunday, April 12th, 2026

View details for race Farm & Forest All- Terrain 5K & Hog Wild Kids Fun Run

Miles for Migraine Connecticut

Meriden, CT

Sunday, April 12th, 2026

View details for race Miles for Migraine Connecticut

Ion Bank Cheshire Road Races

Cheshire, CT

Sunday, April 12th, 2026

Half

Trail

Fast

View details for race Ion Bank Cheshire Road Races

Naugatuck YMCA & Rotary 5K

Naugatuck, CT

Saturday, April 18th, 2026

View details for race Naugatuck YMCA & Rotary 5K

ADAC Run/Walk/Roll For Recovery 5k

Middletown, NY

Saturday, April 18th, 2026

View details for race ADAC Run/Walk/Roll For Recovery 5k

Race for YOUR Mental Health

Meriden, CT

Saturday, April 18th, 2026

View details for race Race for YOUR Mental Health

SRC 5k, 10k, Half Marathon

Stamford, CT

Sunday, April 19th, 2026

10K

Half

View details for race SRC 5k, 10k, Half Marathon

Brooklyn Cider House Spiked Apple 5k

New Paltz, NY

Sunday, April 19th, 2026

View details for race Brooklyn Cider House Spiked Apple 5k

Puzzles 5k

Danbury, CT

Saturday, April 25th, 2026

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Run PB's Spring into Running

Peekskill, NY

Saturday, April 25th, 2026

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Gilbert Joseph & Brian Annual 5K (Gilbert JBA5K)

Winsted, CT

Saturday, April 25th, 2026

View details for race Gilbert Joseph & Brian Annual 5K (Gilbert JBA5K)

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

Holy Rosary Sole to Soul 5k

Hawthorne, NY

Saturday, April 25th, 2026

1 Mile

View details for race Holy Rosary Sole to Soul 5k

Shane Kinsella Memorial 5K Run or 2M Walk

Goshen, CT

Saturday, April 25th, 2026

View details for race Shane Kinsella Memorial 5K Run or 2M Walk

PK5K Wellness Run/Walk

Poughkeepsie, NY

Saturday, April 25th, 2026

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Leadership Orange Annual 5K

Montgomery, NY

Saturday, April 25th, 2026

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The Jeet Patel Memorial 5k

New Haven, CT

Saturday, April 25th, 2026

View details for race The Jeet Patel Memorial 5k

Julia's Run for Children

New Haven, CT

Sunday, April 26th, 2026

1 Mile

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2026 Minute Man Race

Westport, CT

Sunday, April 26th, 2026

10K

View details for race 2026 Minute Man Race

12th Annual Chocolate 5K Road Race

New Windsor, NY

Sunday, April 26th, 2026

View details for race 12th Annual Chocolate 5K Road Race

Daffodil Dash 5K

Meriden, CT

Sunday, April 26th, 2026

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Superhero Sunday 5K, Kids Mile, Community Bash

Wethersfield, CT

Sunday, April 26th, 2026

1 Mile

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The Mommy Dash 5K To Benefit the Terry D'Amato ...

Wappingers Falls, NY

Sunday, April 26th, 2026

View details for race The Mommy Dash 5K To Benefit the Terry D'Amato Scholarship Fund

East Farms Spring Ahead 5k & 1M Fun Run

Farmington, CT

Sunday, April 26th, 2026

1 Mile

View details for race East Farms Spring Ahead 5k & 1M Fun Run

AEF May the Course Be With You 5K

Lagrangeville, NY

Saturday, May 2nd, 2026

1 Mile

View details for race AEF May the Course Be With You 5K

The Iger Fund 5K: Hosted by The Be Kind Project

Hartford, CT

Saturday, May 2nd, 2026

View details for race The Iger Fund 5K: Hosted by The Be Kind Project

FISHKILL FREEDOM 5K FESTIVAL & 1 MI FUN RUN

Fishkill, NY

Saturday, May 2nd, 2026

View details for race FISHKILL FREEDOM 5K FESTIVAL & 1 MI FUN RUN

A Run to Remember

Red Hook, NY

Saturday, May 2nd, 2026

10K

View details for race A Run to Remember

2026 Granby Road Race

Granby, CT

Saturday, May 2nd, 2026

10K

1 Mile

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Miles For Margaritas

Stratford, CT

Sunday, May 3rd, 2026

1 Mile

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Glenholme 5K Run For Autism

Washington Depot, CT

Sunday, May 3rd, 2026

Fast

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Breast Cancer Alliance 5K for Hope

Greenwich, CT

Sunday, May 3rd, 2026

View details for race Breast Cancer Alliance 5K for Hope

CTA Scholarship 5k Run/Walk

Carmel, NY

Sunday, May 3rd, 2026

Trail

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Stony Point PAL Color Run/Walk 5K & Family Fun ...

Stony Point, NY

Sunday, May 3rd, 2026

View details for race Stony Point PAL Color Run/Walk 5K & Family Fun Event!

Virtual Run Like A Mother 5k & Kids 1 Mile

Ridgefield, CT

Thursday, May 7th, 2026

1 Mile

View details for race Virtual Run Like A Mother 5k & Kids 1 Mile

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

View details for race Run Like a Mother 5K and Kid's 1-Mile 2026

Milford Campus Bridgeport Hospital Mother's Day...

Milford, CT

Sunday, May 10th, 2026

View details for race Milford Campus Bridgeport Hospital Mother's Day 5K Run/Walk, 3K - Walkers only and Kids Fun Run

WeCare-Mother's Day 5K

Brookfield, CT

Sunday, May 10th, 2026

View details for race WeCare-Mother's Day 5K

Mother's Day 5K

Yorktown Heights, NY

Sunday, May 10th, 2026

View details for race Mother's Day 5K

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

Your Way 5k - Ella Rose Foundation

New Windsor, NY

Saturday, May 16th, 2026

View details for race Your Way 5k - Ella Rose Foundation

2nd Annual 5K Esopus Fire Department Run/Walk

Ulster Park, NY

Saturday, May 16th, 2026

View details for race 2nd Annual 5K Esopus Fire Department Run/Walk

Pleasantville 5K Run/Walk for Education

Pleasantville, NY

Saturday, May 16th, 2026

1 Mile

View details for race Pleasantville 5K Run/Walk for Education

Explore more in Dover Plains, NY

Distances:

5K 10K Half Marathon Marathon

Months:

April May June

Tags:

Trail Boston Qualifiers Fast Courses

State:

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