Upcoming 5K Races Near Litchfield, CT

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6th Annual A. W. Stanley Park 5K

New Britain, CT

Saturday, June 13th, 2026

1 Mile

10K

View details for race 6th Annual A. W. Stanley Park 5K

Fleet Feet Hartford Summer 2026 5k & 10k Traini...

West Hartford, CT

Saturday, June 13th, 2026

10K

View details for race Fleet Feet Hartford Summer 2026 5k & 10k Training Programs

Holyoke Pride Rainbow Run 5K and 1 Mile Fun Walk

Holyoke, MA

Saturday, June 13th, 2026

1 Mile

View details for race Holyoke Pride Rainbow Run 5K and 1 Mile Fun Walk

52nd Annual Rooster Run

Newtown, CT

Saturday, June 13th, 2026

10K

View details for race 52nd Annual Rooster Run

Red, White and Blue in Bethany 5K

Bethany, CT

Saturday, June 13th, 2026

View details for race Red, White and Blue in Bethany 5K

School's DONE! Raider Run 5K and Fun Run

Westhampton, MA

Saturday, June 13th, 2026

1 Mile

View details for race School's DONE! Raider Run 5K and Fun Run

Flag Day 5K

Bethel, CT

Sunday, June 14th, 2026

View details for race Flag Day 5K

Darien 5K-Run / 1-Mile Walk ( in Support of Ukr...

Darien, CT

Sunday, June 14th, 2026

1 Mile

View details for race Darien 5K-Run / 1-Mile Walk ( in Support of Ukraine )

Run For The Rock

Bridgeport, CT

Sunday, June 14th, 2026

View details for race Run For The Rock

Devil Dash 5k

Stratford, CT

Sunday, June 14th, 2026

View details for race Devil Dash 5k

Milford Rotary Run in the Park 5K

Milford, CT

Sunday, June 14th, 2026

View details for race Milford Rotary Run in the Park 5K

Whoopie Pie Waddle

Springfield, MA

Sunday, June 14th, 2026

1 Mile

View details for race Whoopie Pie Waddle

Solstice Sprint 5K

West Hartford, CT

Wednesday, June 17th, 2026

Trail

Fast

View details for race Solstice Sprint 5K

2026 Camp Jewell 5K Fun Run/Walk & Kids 1M

Colebrook, CT

Saturday, June 20th, 2026

1 Mile

Trail

View details for race 2026 Camp Jewell 5K Fun Run/Walk & Kids 1M

2026 Rushford’s Race for Recovery 5K Color Run

Portland, CT

Saturday, June 20th, 2026

View details for race 2026 Rushford’s Race for Recovery 5K Color Run

4th Annual Bloomfield Juneteenth 5K

Bloomfield, CT

Saturday, June 20th, 2026

View details for race 4th Annual Bloomfield Juneteenth 5K

Chasing Daylight 5K

Poughkeepsie, NY

Saturday, June 20th, 2026

View details for race Chasing Daylight 5K

46th Annual Springfield JCC Father's Day Road Race

Springfield, MA

Sunday, June 21st, 2026

10K

1 Mile

View details for race 46th Annual Springfield JCC Father's Day Road Race

8th Annual 5k Walk/Run for Overdose Awareness

Shelton, CT

Thursday, June 25th, 2026

View details for race 8th Annual 5k Walk/Run for Overdose Awareness

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

EDRRC - Pawling Moonlight Trail Run 5K

Pawling, NY

Saturday, June 27th, 2026

Trail

View details for race EDRRC - Pawling Moonlight Trail Run 5K

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

11th Annual Milford Moves for Veterans 5K

Milford, CT

Sunday, June 28th, 2026

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

GRR Firecracker 5K Presented By Highland Park M...

Glastonbury, CT

Sunday, June 28th, 2026

View details for race GRR Firecracker 5K Presented By Highland Park Market

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

Fleet Feet Poughkeepsie's 2026 Pride Fun Run to...

Poughkeepsie, NY

Sunday, June 28th, 2026

View details for race Fleet Feet Poughkeepsie's 2026 Pride Fun Run to Benefit Dutchess Pride Center

Fleet Feet Poughkeepsie's 2026 Red, White & Bre...

Newburgh, NY

Friday, July 3rd, 2026

View details for race Fleet Feet Poughkeepsie's 2026 Red, White & Brew 5K Sponsored by ASICS

Saugerties Independence Day 5K

Saugerties , NY

Saturday, July 4th, 2026

View details for race Saugerties Independence Day 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

Rails to Trails

East Hampton, CT

Friday, July 10th, 2026

Fast

View details for race Rails to Trails

Roxbury Road Race Series #18

Roxbury, CT

Saturday, July 11th, 2026

View details for race Roxbury Road Race Series #18

Enfield 4th of July 5k

Enfield, CT

Saturday, July 11th, 2026

View details for race Enfield 4th of July 5k

Smile Like Jack 5k/10k/Fun Run

East Otis, MA

Saturday, July 11th, 2026

10K

Trail

View details for race Smile Like Jack 5k/10k/Fun Run

Petit Family Foundation 5K

Plainville, CT

Sunday, July 12th, 2026

View details for race Petit Family Foundation 5K

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

Annual 5K Gardiner Classic Run/Walk

Gardiner, NY

Thursday, July 16th, 2026

Trail

View details for race Annual 5K Gardiner Classic Run/Walk

Bubble Run | Hartford 2026

Hartford, CT

Saturday, July 18th, 2026

View details for race Bubble Run | Hartford 2026

Knights of Columbus Scholarship 5k

Wilbraham, MA

Sunday, July 19th, 2026

View details for race Knights of Columbus Scholarship 5k

Fleet Feet Poughkeepsie's Ice Cream Fun Run

Poughkeepsie, NY

Monday, July 20th, 2026

View details for race Fleet Feet Poughkeepsie's Ice Cream Fun Run

Southwest Cafe Margarita 5K

Ridgefield, CT

Saturday, July 25th, 2026

View details for race Southwest Cafe Margarita 5K

Valley of Hartford 5K Road Race

Newington, CT

Saturday, July 25th, 2026

View details for race Valley of Hartford 5K Road Race

Woodmont 5K

Milford, CT

Saturday, July 25th, 2026

View details for race Woodmont 5K

New Milford Parks & Recreation Road Race

New Milford, CT

Saturday, July 25th, 2026

View details for race New Milford Parks & Recreation Road Race

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

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)

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