Upcoming Races Near Poughkeepsie, NY in May, 2026

Name: Chester Kiwanis 5K
Start: 2026-05-23
End: 2026-05-23
Location: Chester

AEF May the Course Be With You 5K

Lagrangeville, NY

Saturday, May 2nd, 2026

Featured

1 Mile

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

Want to feature your race?

Get your race seen first by thousands of runners

Learn More

Learn how to feature your race

4th Annual Sail to the Finish 2M Run

Middlebury, CT

Saturday, May 2nd, 2026

View details for race 4th Annual Sail to the Finish 2M Run

A Run to Remember

Red Hook, NY

Saturday, May 2nd, 2026

10K

View details for race A Run to Remember

Roxbury Road Race Series #9

Roxbury, CT

Saturday, May 2nd, 2026

View details for race Roxbury Road Race Series #9

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

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!

32nd Annual Delaware River 5k Run/Walk

Port Jervis, NY

Sunday, May 3rd, 2026

View details for race 32nd Annual Delaware River 5k Run/Walk

ViK 5K

Wantage, NJ

Sunday, May 3rd, 2026

View details for race ViK 5K

Waldwick Chamber of Commerce 5K Run and 1 Mile ...

Waldwick, NJ

Sunday, May 3rd, 2026

1 Mile

Fast

View details for race Waldwick Chamber of Commerce 5K Run and 1 Mile Walk

The Elephant Run

Park Ridge, NJ

Sunday, May 3rd, 2026

View details for race The Elephant Run

2026 Unified 5K - Montvale

Montvale, NJ

Sunday, May 3rd, 2026

1 Mile

View details for race 2026 Unified 5K - Montvale

Elephant Run 5K

Park Ridge, NJ

Sunday, May 3rd, 2026

View details for race Elephant Run 5K

Glenholme 5K Run For Autism

Washington Depot, CT

Sunday, May 3rd, 2026

Fast

View details for race Glenholme 5K Run For Autism

Breast Cancer Alliance 5K for Hope

Greenwich, CT

Sunday, May 3rd, 2026

View details for race Breast Cancer Alliance 5K for Hope

Hastings Color Run

Hastings On Hudson, NY

Sunday, May 3rd, 2026

View details for race Hastings Color Run

CTA Scholarship 5k Run/Walk

Carmel, NY

Sunday, May 3rd, 2026

Trail

View details for race CTA Scholarship 5k Run/Walk

Roxbury Road Race Series #10

Roxbury, CT

Saturday, May 9th, 2026

View details for race Roxbury Road Race Series #10

Safe Harbors of the Hudson 5K

Newburgh, NY

Saturday, May 9th, 2026

View details for race Safe Harbors of the Hudson 5K

Bruynswick Winery Run for UCSPCA XC 6K (3.6 mile)

Gardiner, NY

Saturday, May 9th, 2026

View details for race Bruynswick Winery Run for UCSPCA XC 6K (3.6 mile)

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

RPEF Sprint for Our Schools 5K & Family Fun Run

Ramsey, NJ

Saturday, May 9th, 2026

1 Mile

View details for race RPEF Sprint for Our Schools 5K & Family Fun Run

Piermont Fire 5K

Piermont, NY

Saturday, May 9th, 2026

View details for race Piermont Fire 5K

Mother's Day 5K

Yorktown Heights, NY

Sunday, May 10th, 2026

View details for race Mother's Day 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

WeCare-Mother's Day 5K

Brookfield, CT

Sunday, May 10th, 2026

View details for race WeCare-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

Pleasantville 5K Run/Walk for Education

Pleasantville, NY

Saturday, May 16th, 2026

1 Mile

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

Your Way 5k - Ella Rose Foundation

New Windsor, NY

Saturday, May 16th, 2026

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

Roxbury Road Race Series #11

Roxbury, CT

Saturday, May 16th, 2026

View details for race Roxbury Road Race Series #11

Miles4Marcus

Mahwah, NJ

Saturday, May 16th, 2026

View details for race Miles4Marcus

2026 CACNA1A 5K

Norwalk, CT

Saturday, May 16th, 2026

View details for race 2026 CACNA1A 5K

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

Book it! 2026

Hudson (Churchtown), NY

Sunday, May 17th, 2026

View details for race Book it! 2026

Fleet Feet Poughkeepsie's 9th Annual Great Donu...

Poughkeepsie, NY

Sunday, May 17th, 2026

View details for race Fleet Feet Poughkeepsie's 9th Annual Great Donut Run Powered by ASICS

Running Battles- A Race To The Finish

Wolcott, CT

Sunday, May 17th, 2026

View details for race Running Battles- A Race To The Finish

Run Like The Wind 5K

Ellenville, NY

Sunday, May 17th, 2026

View details for race Run Like The Wind 5K

FreeFromEvil 5k Race/Walk

Waterbury, CT

Sunday, May 17th, 2026

View details for race FreeFromEvil 5k Race/Walk

MRCC/Trail Conference 5K

Mahwah, NJ

Sunday, May 17th, 2026

Trail

View details for race MRCC/Trail Conference 5K

2026 Rossiter Run 5K Race and Fun Run/Walk

Washington Depot, CT

Sunday, May 17th, 2026

View details for race 2026 Rossiter Run 5K Race and Fun Run/Walk

Spring Run The Farm

Katonah, NY

Sunday, May 17th, 2026

1 Mile

Trail

View details for race Spring Run The Farm

Vernon 5k In Memory of Adrienn Kovacs

Vernon, NJ

Sunday, May 17th, 2026

1 Mile

View details for race Vernon 5k In Memory of Adrienn Kovacs

Friends of TJ 5K Fun Run

Wyckoff, NJ

Sunday, May 17th, 2026

View details for race Friends of TJ 5K Fun Run

Annual 5K RUN & WALK With The DOGS

Beacon, NY

Sunday, May 17th, 2026

View details for race Annual 5K RUN & WALK With The DOGS

Guardian Revival 5K

Carmel, NY

Sunday, May 17th, 2026

View details for race Guardian Revival 5K

Get Smart for Wilton 5K

Wilton, CT

Friday, May 22nd, 2026

Fast

View details for race Get Smart for Wilton 5K

Koinonia 5K

Highland Lake, NY

Saturday, May 23rd, 2026

Trail

View details for race Koinonia 5K

Roxbury Road Race Series #12

Roxbury, CT

Saturday, May 23rd, 2026

1 Mile

View details for race Roxbury Road Race Series #12

32nd Annual | Weston Memorial Day Weekend 5K & ...

Weston, CT

Saturday, May 23rd, 2026

1 Mile

View details for race 32nd Annual | Weston Memorial Day Weekend 5K & Kids Fun Run

5K Walk/Jog/Run for Jon

Woodbury, CT

Saturday, May 23rd, 2026

View details for race 5K Walk/Jog/Run for Jon

Chester Kiwanis 5K

Chester, NY

Saturday, May 23rd, 2026

View details for race Chester Kiwanis 5K

Explore more in Poughkeepsie, NY

Distances:

5K 10K Half Marathon Marathon

Months:

May June July

Tags:

Trail Boston Qualifiers Fast Courses

State:

All New York races

Don't see your race? Add it!

Add Your Race (Free)