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Upcoming Races Near Pleasant Valley, NY in May, 2026

Safe Harbors of the Hudson Run/Walk 5K logo

Safe Harbors of the Hudson Run/Walk 5K

Newburgh, NY

Saturday, May 9th, 2026

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

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Roxbury Road Race Series #10 logo

Roxbury Road Race Series #10

Roxbury, CT

Saturday, May 9th, 2026

View details for race Roxbury Road Race Series #10
Piermont Fire 5K logo

Piermont Fire 5K

Piermont, NY

Saturday, May 9th, 2026

5K
View details for race Piermont Fire 5K
MY MOTHER MADE ME DO IT          1 Mile Mother's Day Race logo

MY MOTHER MADE ME DO IT 1 Mile Mother'...

Prospect, CT

Saturday, May 9th, 2026

1 Mile
View details for race MY MOTHER MADE ME DO IT 1 Mile Mother's Day Race
Bruynswick Winery Run for UCSPCA XC 6K  (3.6 mile) logo

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)
Mother's Day 5K logo

Mother's Day 5K

Yorktown Heights, NY

Sunday, May 10th, 2026

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

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

Ridgefield, CT

Sunday, May 10th, 2026

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

WeCare-Mother's Day 5K

Brookfield, CT

Sunday, May 10th, 2026

5K
View details for race WeCare-Mother's Day 5K
Stamford Boys & Girls Club Corporate 5K at Mill River Park logo

Stamford Boys & Girls Club Corporate 5K at Mill...

Stamford, CT

Thursday, May 14th, 2026

5K
View details for race Stamford Boys & Girls Club Corporate 5K at Mill River Park
2026 CACNA1A 5K logo

2026 CACNA1A 5K

Norwalk, CT

Saturday, May 16th, 2026

View details for race 2026 CACNA1A 5K
Your Way 5k - Ella Rose Foundation logo

Your Way 5k - Ella Rose Foundation

New Windsor, NY

Saturday, May 16th, 2026

5K
View details for race Your Way 5k - Ella Rose Foundation
Pleasantville 5K Run/Walk for Education logo

Pleasantville 5K Run/Walk for Education

Pleasantville, NY

Saturday, May 16th, 2026

5K
1 Mile
View details for race Pleasantville 5K Run/Walk for Education
Roxbury Road Race Series #11 logo

Roxbury Road Race Series #11

Roxbury, CT

Saturday, May 16th, 2026

View details for race Roxbury Road Race Series #11
2nd Annual 5K Esopus Fire Department Run/Walk logo

2nd Annual 5K Esopus Fire Department Run/Walk

Ulster Park, NY

Saturday, May 16th, 2026

5K
View details for race 2nd Annual 5K Esopus Fire Department Run/Walk
Miles4Marcus logo

Miles4Marcus

Mahwah, NJ

Saturday, May 16th, 2026

View details for race Miles4Marcus
Book it! 2026 logo

Book it! 2026

Hudson (Churchtown), NY

Sunday, May 17th, 2026

5K
View details for race Book it! 2026
2026 Rossiter Run 5K Race and Fun Run/Walk logo

2026 Rossiter Run 5K Race and Fun Run/Walk

Washington Depot, CT

Sunday, May 17th, 2026

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

FreeFromEvil 5k Race/Walk

Waterbury, CT

Sunday, May 17th, 2026

5K
View details for race FreeFromEvil 5k Race/Walk
Running Battles- A 5kish Race To The Finish logo

Running Battles- A 5kish Race To The Finish

Wolcott, CT

Sunday, May 17th, 2026

View details for race Running Battles- A 5kish Race To The Finish
MRCC/Trail Conference 5K logo

MRCC/Trail Conference 5K

Mahwah, NJ

Sunday, May 17th, 2026

5K
Trail
View details for race MRCC/Trail Conference 5K
Annual 5K RUN & WALK With The DOGS logo

Annual 5K RUN & WALK With The DOGS

Beacon, NY

Sunday, May 17th, 2026

5K
View details for race Annual 5K RUN & WALK With The DOGS
Guardian Revival 5k logo

Guardian Revival 5k

Carmel, NY

Sunday, May 17th, 2026

5K
View details for race Guardian Revival 5k
Run Like The Wind 5K logo

Run Like The Wind 5K

Ellenville, NY

Sunday, May 17th, 2026

5K
View details for race Run Like The Wind 5K
Spring Run The Farm logo

Spring Run The Farm

Katonah, NY

Sunday, May 17th, 2026

1 Mile
Trail
View details for race Spring Run The Farm
Fleet Feet Poughkeepsie's 9th Annual Great Donut Run Powered by ASICS logo

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

Poughkeepsie, NY

Sunday, May 17th, 2026

5K
View details for race Fleet Feet Poughkeepsie's 9th Annual Great Donut Run Powered by ASICS
Get Smart for Wilton 5K logo

Get Smart for Wilton 5K

Wilton, CT

Friday, May 22nd, 2026

5K
Fast
View details for race Get Smart for Wilton 5K
Roxbury Road Race Series #12 logo

Roxbury Road Race Series #12

Roxbury, CT

Saturday, May 23rd, 2026

1 Mile
View details for race Roxbury Road Race Series #12
2025 Weston CT Memorial Day Weekend 5K Road Race logo

2025 Weston CT Memorial Day Weekend 5K Road Race

Weston, CT

Saturday, May 23rd, 2026

5K
1 Mile
View details for race 2025 Weston CT Memorial Day Weekend 5K Road Race
5K Walk/Jog/Run for Jon logo

5K Walk/Jog/Run for Jon

Woodbury, CT

Saturday, May 23rd, 2026

5K
View details for race 5K Walk/Jog/Run for Jon
Mount 5K and Fun Run 2026 logo

Mount 5K and Fun Run 2026

Esopus, NY

Saturday, May 23rd, 2026

1 Mile
5K
View details for race Mount 5K and Fun Run 2026
Kiwanis Club of Chester Annual 5K logo

Kiwanis Club of Chester Annual 5K

Chester, NY

Saturday, May 23rd, 2026

5K
View details for race Kiwanis Club of Chester Annual 5K
Chester Kiwanis 5K logo

Chester Kiwanis 5K

Chester, NY

Saturday, May 23rd, 2026

5K
View details for race Chester Kiwanis 5K
RACE AROUND THE LAKE logo

RACE AROUND THE LAKE

New Hartford, CT

Sunday, May 24th, 2026

View details for race RACE AROUND THE LAKE
Oh Boy 5K logo

Oh Boy 5K

Waterbury, CT

Monday, May 25th, 2026

5K
Trail
View details for race Oh Boy 5K
Easton Memorial Day Mile Race logo

Easton Memorial Day Mile Race

Easton, CT

Monday, May 25th, 2026

1 Mile
View details for race Easton Memorial Day Mile Race
Norfolk VFD 5-Mile Road Race logo

Norfolk VFD 5-Mile Road Race

Norfolk, CT

Monday, May 25th, 2026

View details for race Norfolk VFD 5-Mile Road Race
Jim Fixx Memorial Day Run logo

Jim Fixx Memorial Day Run

Greenwich, CT

Monday, May 25th, 2026

5K
View details for race Jim Fixx Memorial Day Run
RRR Summer Track 2026 logo

RRR Summer Track 2026

Blauvelt, NY

Tuesday, May 26th, 2026

View details for race RRR Summer Track 2026
Peach Hill "Run For the Hill of It" 5K logo

Peach Hill "Run For the Hill of It" 5K

Poughkeepsie, NY

Saturday, May 30th, 2026

5K
Trail
View details for race Peach Hill "Run For the Hill of It" 5K
Catskill Spring Rush & Sprint 5K logo

Catskill Spring Rush & Sprint 5K

Catskill, NY

Saturday, May 30th, 2026

5K
View details for race Catskill Spring Rush & Sprint 5K
Catskill Spring Rush & 5K logo

Catskill Spring Rush & 5K

Catskill, NY

Saturday, May 30th, 2026

5K
View details for race Catskill Spring Rush & 5K
EDRRC - Eagle Run 5K Run/Walk and Kids Run logo

EDRRC - Eagle Run 5K Run/Walk and Kids Run

Clinton Corners, NY

Saturday, May 30th, 2026

5K
View details for race EDRRC - Eagle Run 5K Run/Walk and Kids Run
Roxbury Road Race Series #13 logo

Roxbury Road Race Series #13

Roxbury, CT

Saturday, May 30th, 2026

View details for race Roxbury Road Race Series #13
17th Annual Barkhamsted River Run 5K logo

17th Annual Barkhamsted River Run 5K

Barkhamsted, CT

Sunday, May 31st, 2026

1 Mile
5K
View details for race 17th Annual Barkhamsted River Run 5K
Pound Ridge Color Run logo

Pound Ridge Color Run

Pound Ridge, NY

Sunday, May 31st, 2026

5K
View details for race Pound Ridge Color Run
Bleu's Run for Rescue 5K logo

Bleu's Run for Rescue 5K

Washingtonville, NY

Sunday, May 31st, 2026

5K
View details for race Bleu's Run for Rescue 5K

Explore more in Pleasant Valley, NY

Distances:

5K10KHalf MarathonMarathon

Months:

MayJuneJuly

Tags:

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State:

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