Upcoming 5K Races Near South Windsor, CT

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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

Red, White and Blue in Bethany 5K

Bethany, CT

Saturday, June 13th, 2026

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

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

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

52nd Annual Rooster Run

Newtown, CT

Saturday, June 13th, 2026

10K

View details for race 52nd Annual Rooster Run

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

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

Tarentino Strong 5K

Auburn, MA

Sunday, June 14th, 2026

View details for race Tarentino Strong 5K

Solstice Sprint 5K

West Hartford, CT

Wednesday, June 17th, 2026

Trail

Fast

View details for race Solstice Sprint 5K

3rd Annual LSC Soccer Stride

Ledyard, CT

Saturday, June 20th, 2026

View details for race 3rd Annual LSC Soccer Stride

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

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

4th Annual Bloomfield Juneteenth 5K

Bloomfield, CT

Saturday, June 20th, 2026

View details for race 4th Annual Bloomfield Juneteenth 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!

Rose Arts Road Race

Norwich, CT

Saturday, June 27th, 2026

10K

View details for race Rose Arts Road Race

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

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

Enfield 4th of July 5k

Enfield, CT

Saturday, July 11th, 2026

View details for race Enfield 4th of July 5k

Roxbury Road Race Series #18

Roxbury, CT

Saturday, July 11th, 2026

View details for race Roxbury Road Race Series #18

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

4th Annual Christmas in July Tree.1 Walk and Ru...

Sturbridge, MA

Saturday, July 11th, 2026

View details for race 4th Annual Christmas in July Tree.1 Walk and Run for Fun

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

5K Training Program for the Battle of Stonington

Mystic, CT

Thursday, July 16th, 2026

View details for race 5K Training Program for the Battle of Stonington

Run For Ryan Memorial Run

Dayville, CT

Saturday, July 18th, 2026

View details for race Run For Ryan Memorial Run

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

Blessing of the Fleet-Stonington 5K Road Race a...

Stonington, CT

Thursday, July 23rd, 2026

View details for race Blessing of the Fleet-Stonington 5K Road Race and 2 Mile Walk

LYSB Midsummer Run

Old Lyme, CT

Saturday, July 25th, 2026

Fast

View details for race LYSB Midsummer Run

Woodmont 5K

Milford, CT

Saturday, July 25th, 2026

View details for race Woodmont 5K

Valley of Hartford 5K Road Race

Newington, CT

Saturday, July 25th, 2026

View details for race Valley of Hartford 5K Road Race

New Milford Parks & Recreation Road Race

New Milford, CT

Saturday, July 25th, 2026

View details for race New Milford Parks & Recreation Road Race

Muddy Dash | Boston 2026

Charlton, MA

Saturday, August 1st, 2026

View details for race Muddy Dash | Boston 2026

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)

Stonington Cross Country 5K

Pawcatuck, CT

Wednesday, August 5th, 2026

View details for race Stonington Cross Country 5K

5th Annual Mentoring Matters 5K

Springfield, MA

Saturday, August 8th, 2026

View details for race 5th Annual Mentoring Matters 5K

2026 Natchaug 5K Color Run & Walk

Mansfield Center, CT

Saturday, August 8th, 2026

View details for race 2026 Natchaug 5K Color Run & Walk

Run the Vineyards - Priam Vineyards 5K

Colchester, CT

Sunday, August 9th, 2026

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

MAD 5K

New London, CT

Saturday, August 15th, 2026

View details for race MAD 5K

Brimfield Wine Run 5k

Brimfield, MA

Saturday, August 15th, 2026

View details for race Brimfield Wine Run 5k

Jill's Race for MS

Beacon Falls, CT

Saturday, August 15th, 2026

View details for race Jill's Race for MS

Battle of Stonington 5K

Stonington, CT

Tuesday, August 18th, 2026

Fast

View details for race Battle of Stonington 5K

PATH TO THE PARADE 5K

Hamden, CT

Friday, August 21st, 2026

Trail

Fast

View details for race PATH TO THE PARADE 5K

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