Upcoming 5K Races Near South Windsor, CT

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RACE FOR CATHERINE

Newtown, CT

Friday, October 9th, 2026

View details for race RACE FOR CATHERINE

Eversource Hartford Marathon, Half Marathon, Re...

Hartford, CT

Saturday, October 10th, 2026

Marathon

Half

View details for race Eversource Hartford Marathon, Half Marathon, Relay & Charity 5K

Hartland Harvest Run

East Hartland, CT

Saturday, October 10th, 2026

View details for race Hartland Harvest Run

2026 Amherst ABC Cider Run/Walk (5K)

Amherst, MA

Saturday, October 17th, 2026

View details for race 2026 Amherst ABC Cider Run/Walk (5K)

The Little Guild 12th Annual Run & Wag 5K

Cornwall, CT

Saturday, October 17th, 2026

View details for race The Little Guild 12th Annual Run & Wag 5K

Ivoryton Pumpkin Chase

Ivoryton, CT

Saturday, October 17th, 2026

Trail

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Harvest Hope 5K

Bolton, CT

Saturday, October 17th, 2026

View details for race Harvest Hope 5K

34th Annual Halloween 5K and Kids Fun Run

Brookfield, CT

Sunday, October 18th, 2026

View details for race 34th Annual Halloween 5K and Kids Fun Run

Bristol Mum-A-Thon Road Race 2026

Bristol, CT

Sunday, October 18th, 2026

1 Mile

View details for race Bristol Mum-A-Thon Road Race 2026

Runnin’ for Rett 5k and 1 mile walk

Belchertown, MA

Sunday, October 18th, 2026

1 Mile

View details for race Runnin’ for Rett 5k and 1 mile walk

Cheshire Community YMCA Harvest Trail Race and ...

Cheshire, CT

Saturday, October 24th, 2026

Trail

View details for race Cheshire Community YMCA Harvest Trail Race and Y Cup Relay

Mt. Tom Trail Race

Holyoke, MA

Saturday, October 24th, 2026

10K

View details for race Mt. Tom Trail Race

The Ludlow Clocktower Classic 5k

Ludlow, MA

Saturday, October 24th, 2026

View details for race The Ludlow Clocktower Classic 5k

Abner Oakes III Veterans Run 5K & 10K

Hamden, CT

Sunday, October 25th, 2026

View details for race Abner Oakes III Veterans Run 5K & 10K

Donny's Dash

Simsbury, CT

Sunday, October 25th, 2026

View details for race Donny's Dash

5K for Ballet!

East Hampton, CT

Sunday, October 25th, 2026

View details for race 5K for Ballet!

Run The Runway 5K & Kids Fun Run

Meriden, CT

Sunday, October 25th, 2026

View details for race Run The Runway 5K & Kids Fun Run

Connecticut Law Enforcement Officers Memorial Run

Middletown, CT

Sunday, October 25th, 2026

View details for race Connecticut Law Enforcement Officers Memorial Run

Collinsville Trick or Trot

Collinsville, CT

Saturday, October 31st, 2026

Trail

View details for race Collinsville Trick or Trot

Hamden Hall CISAC League Race

Hamden, CT

Saturday, October 31st, 2026

Trail

View details for race Hamden Hall CISAC League Race

St. Michael School 5K Turkey Trot

Pawcatuck, CT

Saturday, October 31st, 2026

1 Mile

View details for race St. Michael School 5K Turkey Trot

Lyman Orchards Pie Run

Middlefield, CT

Saturday, October 31st, 2026

View details for race Lyman Orchards Pie Run

Plainfield Salute the Troops 5k, Fun Run, & Sol...

Central Village, CT

Saturday, November 7th, 2026

1 Mile

View details for race Plainfield Salute the Troops 5k, Fun Run, & Soldier Stroll

CT Veterans Day Race

Coventry, CT

Saturday, November 7th, 2026

View details for race CT Veterans Day Race

Robert J. Lynes Memorial Road Race

Meriden, CT

Saturday, November 7th, 2026

View details for race Robert J. Lynes Memorial Road Race

East Windsor Veterans Day 5K Road Race

Broad Brook, CT

Saturday, November 7th, 2026

View details for race East Windsor Veterans Day 5K Road Race

Veterans Inc. Run4Veterans 5k Run/Walk at Polar...

Worcester, MA

Sunday, November 8th, 2026

View details for race Veterans Inc. Run4Veterans 5k Run/Walk at Polar Park

Centerville Bank Thompson Turkey Trot

Thompson, CT

Sunday, November 8th, 2026

Trail

View details for race Centerville Bank Thompson Turkey Trot

Husky Run & Ruck 10K, 5K and Fitness Walk

Storrs, CT

Sunday, November 8th, 2026

10K

1 Mile

View details for race Husky Run & Ruck 10K, 5K and Fitness Walk

Monson Memorial Classic Half Marathon & 5K

Monson, MA

Sunday, November 8th, 2026

Half

Fast

View details for race Monson Memorial Classic Half Marathon & 5K

Stonington Vineyards Wine Run Turkey Trot 5k

Stonington, CT

Sunday, November 8th, 2026

Trail

View details for race Stonington Vineyards Wine Run Turkey Trot 5k

Hot COCO 5K

Cheshire, CT

Saturday, November 14th, 2026

1 Mile

View details for race Hot COCO 5K

Roadtown Turkey Trot 5k

Shutesbury, MA

Saturday, November 21st, 2026

View details for race Roadtown Turkey Trot 5k

Waterford High School 14th Annual 5K Turkey Trot

Waterford, CT

Saturday, November 21st, 2026

View details for race Waterford High School 14th Annual 5K Turkey Trot

Newtown Turkey Trot

Newtown, CT

Thursday, November 26th, 2026

View details for race Newtown Turkey Trot

Roxbury Thanksgiving Day Charity Race

Roxbury, CT

Thursday, November 26th, 2026

View details for race Roxbury Thanksgiving Day Charity Race

Run Turkey Run! Thanksgiving Day 5K

Hamden, CT

Thursday, November 26th, 2026

View details for race Run Turkey Run! Thanksgiving Day 5K

Branford Thanksgiving 5K

Branford, CT

Thursday, November 26th, 2026

Fast

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Norwich Winterfest 5K

Norwich, CT

Saturday, December 5th, 2026

View details for race Norwich Winterfest 5K

Santa Made Me Do It

Bethlehem, CT

Saturday, December 5th, 2026

View details for race Santa Made Me Do It

CLA Blue Back Mitten Run

West Hartford, CT

Sunday, December 6th, 2026

View details for race CLA Blue Back Mitten Run

Woo Jingle 5K and Kids Run (Race 1 Greendale Ph...

Worcester, MA

Sunday, December 6th, 2026

View details for race Woo Jingle 5K and Kids Run (Race 1 Greendale Physical Therapy Worcester Triple Crown)

Niantic Jingle 5k

Niantic, CT

Saturday, December 12th, 2026

View details for race Niantic Jingle 5k

2026 Jingle Bell Run - Connecticut

Madison, CT

Sunday, December 13th, 2026

View details for race 2026 Jingle Bell Run - Connecticut

Gordy's First Race to benefit the Boys & Girls ...

Westfield, MA

Friday, January 1st, 2027

10K

View details for race Gordy's First Race to benefit the Boys & Girls Club of Greater Westfield

99.1 PLR *Shamrock and Roll 5K*

New Haven, CT

Sunday, March 7th, 2027

View details for race 99.1 PLR *Shamrock and Roll 5K*

Catch A Leprechaun 5K

Essex, CT

Saturday, March 13th, 2027

View details for race Catch A Leprechaun 5K

Guinness Celtic 5K (Race 2 Greendale Physical T...

Worcester, MA

Sunday, March 14th, 2027

View details for race Guinness Celtic 5K (Race 2 Greendale Physical Therapy Worcester Triple Crown)

Veterans in Motion 5K

Haydenville, MA

Saturday, May 1st, 2027

View details for race Veterans in Motion 5K

Runway 5K

Northampton, MA

Sunday, May 2nd, 2027

View details for race Runway 5K

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