Upcoming 5K Races Near Pawling, NY

Name: PK5K Wellness Run/Walk
Start: 2026-04-25
End: 2026-04-25
Location: Poughkeepsie

Roxbury Road Race Series #2

Roxbury, CT

Saturday, March 14th, 2026

Featured

View details for race Roxbury Road Race Series #2

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HV Hawks St. Paddy's 5K Run for the Gold and Fu...

Washingtonville, NY

Saturday, March 14th, 2026

View details for race HV Hawks St. Paddy's 5K Run for the Gold and Fun Run

Fleet Feet Hartford Spring 2026 Training Programs

West Hartford, CT

Saturday, March 14th, 2026

10K

Half

View details for race Fleet Feet Hartford Spring 2026 Training Programs

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

Dover Plains, NY

Saturday, March 14th, 2026

View details for race EDRRC - St. Patrick's 5K Run/Walk

GoodWill Shamrock Shuffle 5K

Ridgewood, NJ

Saturday, March 14th, 2026

View details for race GoodWill Shamrock Shuffle 5K

THE LITTLE O’PUB 5K

Stratford, CT

Sunday, March 15th, 2026

View details for race THE LITTLE O’PUB 5K

River Vale Shamrock 5k

River Vale, NJ

Sunday, March 15th, 2026

View details for race River Vale Shamrock 5k

Roxbury Road Race Series #3

Roxbury, CT

Saturday, March 21st, 2026

View details for race Roxbury Road Race Series #3

Washingtonville Scholarship Run

Washingtonville, NY

Saturday, March 21st, 2026

Fast

View details for race Washingtonville Scholarship Run

13th Annual Flying Dutchmen 5k

Orangeburg, NY

Saturday, March 21st, 2026

View details for race 13th Annual Flying Dutchmen 5k

2026 Norwalk Bunny Hop 5K

Norwalk, CT

Saturday, March 21st, 2026

View details for race 2026 Norwalk Bunny Hop 5K

Run For Tomorrow

Northvale, NJ

Saturday, March 21st, 2026

1 Mile

View details for race Run For Tomorrow

Annual Johnny's Jog for Charity 5K - Blue Back ...

West Hartford, CT

Sunday, March 22nd, 2026

View details for race Annual Johnny's Jog for Charity 5K - Blue Back Square, West Hartford

Wallkill Shamrock Scramble 5K

Wallkill, NY

Sunday, March 22nd, 2026

1 Mile

View details for race Wallkill Shamrock Scramble 5K

Rockland GAA Memorial 5K

Orangeburg, NY

Saturday, March 28th, 2026

View details for race Rockland GAA Memorial 5K

Beach Bunny 5K

Fairfield, CT

Saturday, March 28th, 2026

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5K Bunny Hop Race

Redding, CT

Saturday, March 28th, 2026

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NVCC Food Pantry Run/Walk

Waterbury, CT

Sunday, March 29th, 2026

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

Poughquag, NY

Wednesday, April 1st, 2026

Ultra

Trail

View details for race Sparrow's Nest Superhero Rock 'N' Run Challenge and 5K

The Bunny Boogie

New Canaan, CT

Saturday, April 4th, 2026

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Greenway 5K Charity Run & Walk

Derby, CT

Saturday, April 11th, 2026

View details for race Greenway 5K Charity 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

Joseph Ennesser 5K Run/Walk

Wappingers Falls, NY

Saturday, April 11th, 2026

Trail

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

White Plains, NY

Sunday, April 12th, 2026

View details for race Burke Heels & Wheels 5K & Kid's Fun Run

IBBC Trail Classic 5k and Kid's Trail Run prese...

Irvington, NY

Sunday, April 12th, 2026

Trail

View details for race IBBC Trail Classic 5k and Kid's Trail Run presented by Peace, Love, Trails

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

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

Race for YOUR Mental Health

Meriden, CT

Saturday, April 18th, 2026

View details for race Race for YOUR Mental Health

Pelham Children's Center Spring 5K

Pelham, NY

Saturday, April 18th, 2026

View details for race Pelham Children's Center Spring 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

Tommy Sullivan's 5K

Branford, CT

Sunday, April 19th, 2026

Trail

View details for race Tommy Sullivan's 5K

SRC 5k, 10k, Half Marathon

Stamford, CT

Sunday, April 19th, 2026

10K

Half

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

5K Run & Lil' Bunny Hop

Larchmont, NY

Sunday, April 19th, 2026

1 Mile

View details for race 5K Run & Lil' Bunny Hop

Meals On Wheels Frosty 5K

Scarsdale, NY

Sunday, April 19th, 2026

View details for race Meals On Wheels Frosty 5K

Brooklyn Cider House Spiked Apple 5k

New Paltz, NY

Sunday, April 19th, 2026

View details for race Brooklyn Cider House Spiked Apple 5k

Crusaders Crush Cancer

White Plains, NY

Sunday, April 19th, 2026

View details for race Crusaders Crush Cancer

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

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

Susan Zabransky Hughes Memorial 5K Run/Walk

Saddle River, NJ

Saturday, April 25th, 2026

View details for race Susan Zabransky Hughes Memorial 5K Run/Walk

Run PB's Spring into Running

Peekskill, NY

Saturday, April 25th, 2026

View details for race Run PB's Spring into Running

Gilbert Joseph & Brian Annual 5K (Gilbert JBA5K)

Winsted, CT

Saturday, April 25th, 2026

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

Leadership Orange Annual 5K

Montgomery, NY

Saturday, April 25th, 2026

View details for race Leadership Orange Annual 5K

The Jeet Patel Memorial 5k

New Haven, CT

Saturday, April 25th, 2026

View details for race The Jeet Patel Memorial 5k

Puzzles 5k

Danbury, CT

Saturday, April 25th, 2026

View details for race Puzzles 5k

River Edge Run

River Edge, NJ

Saturday, April 25th, 2026

1 Mile

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PK5K Wellness Run/Walk

Poughkeepsie, NY

Saturday, April 25th, 2026

View details for race PK5K Wellness Run/Walk

Explore more in Pawling, NY

Distances:

5K 10K Half Marathon Marathon

Months:

March April May

Tags:

Trail Boston Qualifiers Fast Courses

State:

All New York races

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