Upcoming Races Near Millbrook, NY in May, 2026

Name: 17th Annual Barkhamsted River Run 5K
Start: 2026-05-31
End: 2026-05-31
Location: Barkhamsted

A Run to Remember

Red Hook, NY

Saturday, May 2nd, 2026

Featured

10K

View details for race A Run to Remember

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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

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

St.Mary-St.Michael School 1 Mile Run

Derby, CT

Saturday, May 2nd, 2026

1 Mile

View details for race St.Mary-St.Michael School 1 Mile Run

2026 Granby Road Race

Granby, CT

Saturday, May 2nd, 2026

10K

1 Mile

View details for race 2026 Granby Road Race

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

Glenholme 5K Run For Autism

Washington Depot, CT

Sunday, May 3rd, 2026

Fast

View details for race Glenholme 5K Run For Autism

CTA Scholarship 5k Run/Walk

Carmel, NY

Sunday, May 3rd, 2026

Trail

View details for race CTA Scholarship 5k Run/Walk

Breast Cancer Alliance 2025 5K for Hope Run/Walk

Greenwich, CT

Sunday, May 3rd, 2026

View details for race Breast Cancer Alliance 2025 5K for Hope Run/Walk

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

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)

2nd Annual Camp Mountain Laurel - Color Run & T...

Hamden, CT

Saturday, May 9th, 2026

View details for race 2nd Annual Camp Mountain Laurel - Color Run & Trail Run

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

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

WeCare-Mother's Day 5K

Brookfield, CT

Sunday, May 10th, 2026

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

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

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

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

Roxbury Road Race Series #11

Roxbury, CT

Saturday, May 16th, 2026

View details for race Roxbury Road Race Series #11

2026 CACNA1A 5K

Norwalk, CT

Saturday, May 16th, 2026

View details for race 2026 CACNA1A 5K

Pleasantville 5K Run/Walk for Education

Pleasantville, NY

Saturday, May 16th, 2026

1 Mile

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

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

Your Way 5k - Ella Rose Foundation

New Windsor, NY

Saturday, May 16th, 2026

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

Annual 5K RUN & WALK With The DOGS

Beacon, NY

Sunday, May 17th, 2026

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

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

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

Spring Run The Farm

Katonah, NY

Sunday, May 17th, 2026

1 Mile

Trail

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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

Kiwanis Club of Chester Annual 5K

Chester, NY

Saturday, May 23rd, 2026

View details for race Kiwanis Club of Chester Annual 5K

Roxbury Road Race Series #12

Roxbury, CT

Saturday, May 23rd, 2026

1 Mile

View details for race Roxbury Road Race Series #12

RACE AROUND THE LAKE

New Hartford, CT

Sunday, May 24th, 2026

View details for race RACE AROUND THE LAKE

Meriden Memorial Mile

Meriden, CT

Monday, May 25th, 2026

1 Mile

View details for race Meriden Memorial Mile

Easton Memorial Day Mile Race

Easton, CT

Monday, May 25th, 2026

1 Mile

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Oh Boy 5K

Waterbury, CT

Monday, May 25th, 2026

Trail

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Roxbury Road Race Series #13

Roxbury, CT

Saturday, May 30th, 2026

View details for race Roxbury Road Race Series #13

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

Clinton Corners, NY

Saturday, May 30th, 2026

View details for race EDRRC - Eagle Run 5K Run/Walk and Kids Run

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

Poughkeepsie, NY

Saturday, May 30th, 2026

Trail

View details for race Peach Hill "Run For the Hill of It" 5K

Catskill Spring Rush & 5K

Catskill, NY

Saturday, May 30th, 2026

View details for race Catskill Spring Rush & 5K

17th Annual Barkhamsted River Run 5K

Barkhamsted, CT

Sunday, May 31st, 2026

1 Mile

View details for race 17th Annual Barkhamsted River Run 5K

Explore more in Millbrook, NY

Distances:

5K 10K Half Marathon Marathon

Months:

March April May

Tags:

Trail Boston Qualifiers Fast Courses

State:

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