107 Upcoming 5K Races Near Shirley, NY

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The Club 2nd Annual 5k!

Naugatuck, CT

Saturday, June 27th, 2026

View details for race The Club 2nd Annual 5k!

Westport Road Runners Summer Series

Westport, CT

Saturday, June 27th, 2026

1 Mile

15K

View details for race Westport Road Runners Summer Series

Fork In The Trail 5k Presented By Peace, Love, ...

Bedford, NY

Sunday, June 28th, 2026

Trail

View details for race Fork In The Trail 5k Presented By Peace, Love, Trails

Tunnel to Towers 5K Run & Walk - Bethel, CT

Bethel, CT

Sunday, June 28th, 2026

Fast

View details for race Tunnel to Towers 5K Run & Walk - Bethel, CT

11th Annual Milford Moves for Veterans 5K

Milford, CT

Sunday, June 28th, 2026

View details for race 11th Annual Milford Moves for Veterans 5K

Milford Road Runners Independence Day 5K

Milford, CT

Saturday, July 4th, 2026

View details for race Milford Road Runners Independence Day 5K

East Shore 5k

New Haven, CT

Sunday, July 5th, 2026

View details for race East Shore 5k

Point O' Woods Beach 5K Run/Walk

Old Lyme, CT

Saturday, July 11th, 2026

View details for race Point O' Woods Beach 5K Run/Walk

CVC Annual Family & Friends Day 5K Run/1 Mile Walk

Baldwin, NY

Sunday, July 12th, 2026

1 Mile

View details for race CVC Annual Family & Friends Day 5K Run/1 Mile Walk

Ambulance Driver 5K ...

Derby, CT

Wednesday, July 15th, 2026

View details for race Ambulance Driver 5K at BADSONS Brewery

THE FAIRFIELD POLICE SUNSET 5K - Presented by M...

Fairfield, CT

Wednesday, July 15th, 2026

View details for race THE FAIRFIELD POLICE SUNSET 5K - Presented by Moneco Advisors

Southwest Cafe Margarita 5K

Ridgefield, CT

Saturday, July 25th, 2026

View details for race Southwest Cafe Margarita 5K

Woodmont 5K

Milford, CT

Saturday, July 25th, 2026

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LYSB Midsummer Run

Old Lyme, CT

Saturday, July 25th, 2026

Fast

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Tunnel to Towers 5K Run & Walk - Fire Island, NY

Ocean Beach, NY

Sunday, July 26th, 2026

Fast

View details for race Tunnel to Towers 5K Run & Walk - Fire Island, NY

Jordan's Run Veterans' Memorial 5K Run/Walk

Sag Harbor, NY

Sunday, July 26th, 2026

View details for race Jordan's Run Veterans' Memorial 5K Run/Walk

Surfin' Santa's Christmas In July 5k & Holiday ...

Stratford, CT

Sunday, July 26th, 2026

1 Mile

View details for race Surfin' Santa's Christmas In July 5k & Holiday Stroll

Run the Vineyards - Pindar Vineyards 5K

Peconic, NY

Sunday, July 26th, 2026

Trail

View details for race Run the Vineyards - Pindar Vineyards 5K

The Trumbull Rotary Sunset 5k Run & Walk

Trumbull, CT

Friday, July 31st, 2026

1 Mile

View details for race The Trumbull Rotary Sunset 5k Run & Walk

It's All Downhill From Here 5K

Wilton, CT

Saturday, August 1st, 2026

Trail

View details for race It's All Downhill From Here 5K

Boys & Girls Club of Milford Ice Cream Run (5K)

Milford, CT

Sunday, August 2nd, 2026

View details for race Boys & Girls Club of Milford Ice Cream Run (5K)

Race of Hope Southampton

Southampton, NY

Sunday, August 2nd, 2026

View details for race Race of Hope Southampton

Follow Natural Fitness Women's Health 5K

Bridgeport, CT

Saturday, August 8th, 2026

1 Mile

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

Run for Wishes 5K Benefitting MAKE-A-WISH® CONN...

Stratford, CT

Sunday, August 9th, 2026

View details for race Run for Wishes 5K Benefitting MAKE-A-WISH® CONNECTICUT

NCPD Police Officer Memorial 5K Run

East Meadow, NY

Monday, August 10th, 2026

View details for race NCPD Police Officer Memorial 5K Run

Jill's Race for MS

Beacon Falls, CT

Saturday, August 15th, 2026

View details for race Jill's Race for MS

PATH TO THE PARADE 5K

Hamden, CT

Friday, August 21st, 2026

Trail

Fast

View details for race PATH TO THE PARADE 5K

Shore 2 The Pour Beach Run 2026

Stratford, CT

Saturday, August 22nd, 2026

Trail

View details for race Shore 2 The Pour Beach Run 2026

17th Annual Saybrook Point 5k Road Race 2026

Old Saybrook, CT

Saturday, August 22nd, 2026

View details for race 17th Annual Saybrook Point 5k Road Race 2026

2026 Unite to Fight 5K Run/Walk

Stamford, CT

Sunday, August 23rd, 2026

View details for race 2026 Unite to Fight 5K Run/Walk

Race to End Alz 5K

Sayville, NY

Saturday, August 29th, 2026

View details for race Race to End Alz 5K

Newtown Community Running Event

Newtown, CT

Sunday, August 30th, 2026

10K

Half

View details for race Newtown Community Running Event

Black Hog Brewing Co. 5K Road Race

Oxford, CT

Saturday, September 5th, 2026

View details for race Black Hog Brewing Co. 5K Road Race

Ring of Fire 5K

Northville, NY

Saturday, September 5th, 2026

View details for race Ring of Fire 5K

Faxon Law New Haven Road Race

New Haven, CT

Monday, September 7th, 2026

Half

View details for race Faxon Law New Haven Road Race

Run 4 Hunger and Health

Newtown, CT

Saturday, September 12th, 2026

1 Mile

View details for race Run 4 Hunger and Health

ESM Touchdown Booster Color/Fun Run

Manorville, NY

Saturday, September 12th, 2026

View details for race ESM Touchdown Booster Color/Fun Run

9/11 Heroes Run - Huntington, New York

Halesite, NY

Saturday, September 12th, 2026

1 Mile

View details for race 9/11 Heroes Run - Huntington, New York

PTSMC Stride to Provide 5K Run/Walk

Wallingford, CT

Sunday, September 13th, 2026

View details for race PTSMC Stride to Provide 5K Run/Walk

10th Annual ELIH Foundation 5K Family Walk/Run

Riverhead, NY

Sunday, September 13th, 2026

View details for race 10th Annual ELIH Foundation 5K Family Walk/Run

14th Annual Miles for a Mission 5K Run/Walk – I...

Stamford, CT

Monday, September 14th, 2026

View details for race 14th Annual Miles for a Mission 5K Run/Walk – In Person AND Virtual – benefiting INTEMPO

2026 Run To The River 5K

Deep River, CT

Saturday, September 19th, 2026

View details for race 2026 Run To The River 5K

Bound for the Sound

Old Lyme, CT

Saturday, September 19th, 2026

10K

1 Mile

Fast

View details for race Bound for the Sound

The Rifleman Run 5k- Run/Walk

Center Moriches, NY

Saturday, September 19th, 2026

View details for race The Rifleman Run 5k- Run/Walk

Murray Lender 5K Bagel Run

Woodbridge, CT

Sunday, September 20th, 2026

View details for race Murray Lender 5K Bagel Run

Circle of Care's Annual Walk/Run for Kids With ...

Westport, CT

Sunday, September 20th, 2026

View details for race Circle of Care's Annual Walk/Run for Kids With Cancer

MIGHTY MADISON'S BIRTHDAY 5K

Massapequa, NY

Sunday, September 20th, 2026

View details for race MIGHTY MADISON'S BIRTHDAY 5K

Helen's 5K Run/Walk

Sands Point, NY

Sunday, September 20th, 2026

View details for race Helen's 5K Run/Walk

Come Out & Run 5k

Wilton, CT

Sunday, September 20th, 2026

View details for race Come Out & Run 5k

WANTAGH WARRIOR 5k

Wantagh, NY

Sunday, September 20th, 2026

View details for race WANTAGH WARRIOR 5k

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