Upcoming Races Near New Fairfield, CT in May, 2026

Name: 32nd Annual | Weston Memorial Day Weekend 5K & Kids Fun Run
Start: 2026-05-23
End: 2026-05-23
Location: Weston

Hat City Dash

Danbury, CT

Sunday, June 7th, 2026

Featured

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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

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

Piermont Fire 5K

Piermont, NY

Saturday, May 9th, 2026

View details for race Piermont Fire 5K

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

St. James 5 Mile Challenge and 5K Fun Run/Walk

Saint James, NY

Saturday, May 9th, 2026

Fast

View details for race St. James 5 Mile Challenge and 5K Fun Run/Walk

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

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)

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

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

Rubin Run

Tenafly, NJ

Sunday, May 10th, 2026

10K

1 Mile

View details for race Rubin Run

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

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

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

2026 CACNA1A 5K

Norwalk, CT

Saturday, May 16th, 2026

View details for race 2026 CACNA1A 5K

Roxbury Road Race Series #11

Roxbury, CT

Saturday, May 16th, 2026

View details for race Roxbury Road Race Series #11

Dan the Man 5K Run/Walk for ALS

Berlin, CT

Saturday, May 16th, 2026

View details for race Dan the Man 5K Run/Walk for ALS

Asher's Answer 5K Walk/Run

Shelton, CT

Saturday, May 16th, 2026

View details for race Asher's Answer 5K Walk/Run

Forgotten Forest 9 Hour Ultra

Stratford, CT

Saturday, May 16th, 2026

Trail

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Teacher vs Students 5K

Cromwell, CT

Saturday, May 16th, 2026

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Miles4Marcus

Mahwah, NJ

Saturday, May 16th, 2026

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Maywood 5k "Run for the Red, White & Blue"

Maywood, NJ

Saturday, May 16th, 2026

View details for race Maywood 5k "Run for the Red, White & Blue"

Chasing Memphis - A Legacy Run

Bronx, NY

Saturday, May 16th, 2026

1 Mile

View details for race Chasing Memphis - A Legacy Run

Pleasantville 5K Run/Walk for Education

Pleasantville, NY

Saturday, May 16th, 2026

1 Mile

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

ROSLYN ESTATES 5K RUN / WALK FOR CHARITY

ROSLYN, NY

Sunday, May 17th, 2026

View details for race ROSLYN ESTATES 5K RUN / WALK FOR CHARITY

Guardian Revival 5k

Carmel, NY

Sunday, May 17th, 2026

View details for race Guardian Revival 5k

The Follow Natural Fitness Women's Health 5K

Bridgeport, CT

Sunday, May 17th, 2026

1 Mile

View details for race The Follow Natural Fitness Women's Health 5K

Running Battles- A 5k"ish" Race To The Finish

Wolcott, CT

Sunday, May 17th, 2026

View details for race Running Battles- A 5k"ish" Race To The Finish

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

Newington Library 5K Challenge

Newington, CT

Sunday, May 17th, 2026

View details for race Newington Library 5K Challenge

Demarest 5K

Demarest, NJ

Sunday, May 17th, 2026

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Run Like The Wind 5K

Ellenville, NY

Sunday, May 17th, 2026

View details for race Run Like The Wind 5K

MRCC/Trail Conference 5K

Mahwah, NJ

Sunday, May 17th, 2026

Trail

View details for race MRCC/Trail Conference 5K

Riverdale Y 5K & Fun Run

Bronx, NY

Sunday, May 17th, 2026

View details for race Riverdale Y 5K & Fun Run

Spring Into Spring Glen 5K

Hamden, CT

Sunday, May 17th, 2026

View details for race Spring Into Spring Glen 5K

Spring Run The Farm

Katonah, NY

Sunday, May 17th, 2026

1 Mile

Trail

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SOUL RYEDERS Half Marathon & 5K

Rye, NY

Sunday, May 17th, 2026

Half

View details for race SOUL RYEDERS Half Marathon & 5K

Friends of TJ 5K Fun Run

Wyckoff, NJ

Sunday, May 17th, 2026

View details for race Friends of TJ 5K Fun Run

West Side Run

Syosset, NY

Sunday, May 17th, 2026

1 Mile

View details for race West Side 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

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

FreeFromEvil 5k Race/Walk

Waterbury, CT

Sunday, May 17th, 2026

View details for race FreeFromEvil 5k Race/Walk

Get Smart for Wilton 5K

Wilton, CT

Friday, May 22nd, 2026

Fast

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Bronxville Memorial Day Run for Fun & Field Day

Bronxville, NY

Saturday, May 23rd, 2026

View details for race Bronxville Memorial Day Run for Fun & Field Day

Roxbury Road Race Series #12

Roxbury, CT

Saturday, May 23rd, 2026

1 Mile

View details for race Roxbury Road Race Series #12

Savin Rock Waves of Hope

West Haven, CT

Saturday, May 23rd, 2026

View details for race Savin Rock Waves of Hope

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

Explore more in New Fairfield, CT

Distances:

5K 10K Half Marathon Marathon

Months:

May June July

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Connecticut races

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