Upcoming 5K Races Near Windsor, CT

Kelley's Pace Hare Hop 5K

Mystic, CT

Saturday, March 1st, 2025

99.1PLR CrossPoint Federal Credit Union ShamRoc...

New Haven, CT

Sunday, March 2nd, 2025

Run To End Homelessness 5K10K Walk/Run

Springfield, MA

Saturday, March 8th, 2025

Catch A Leprechaun 5K

Essex, CT

Saturday, March 15th, 2025

EDRRC - St. Patrick's 5K Run/Walk

Dover Plains, NY

Sunday, March 16th, 2025

Daisy Dash 5K

Westbrook, CT

Saturday, March 22nd, 2025

Annual Johnny's Jog for Charity 5K - Blue Back ...

West Hartford, CT

Sunday, March 23rd, 2025

Boys and Girls Club of Greater Westfield Half M...

Westfield, MA

Saturday, March 29th, 2025

Bradley Road Race - 5K & 10K

Windsor Locks, CT

Saturday, March 29th, 2025

NVCC Food Pantry Run/Walk

Waterbury, CT

Sunday, March 30th, 2025

UConn Nutrition Club 5k

Storrs Mansfield, CT

Saturday, April 5th, 2025

Old Saybrook Goodwin Gallop 5K Presented by Whe...

Old Saybrook, CT

Saturday, April 5th, 2025

Syrup Stampede

Florence, MA

Sunday, April 6th, 2025

2025 Spirit of Spring Tolland Road Race

Tolland, CT

Saturday, April 12th, 2025

10th Annual F.O.R. 5 K Trail Race

Wilbraham, MA

Sunday, April 13th, 2025

Run to Remember: In Honor of Our Beloved Pets

Madison, CT

Sunday, April 13th, 2025

Ion Bank Cheshire Road Races

Cheshire, CT

Sunday, April 13th, 2025

Greenway 5K Charity Run & Walk

Derby, CT

Saturday, April 19th, 2025

Hoppin Hodges Rails to Trails 5K

Andover, CT

Sunday, April 20th, 2025

Walk, Run, Remember for Rick's Place

Wilbraham, MA

Saturday, April 26th, 2025

Naugatuck YMCA & Rotary 5K

Naugatuck, CT

Saturday, April 26th, 2025

Deacon Chuck Dietsch Memorial 5K Run & Walk for...

Southbury, CT

Saturday, April 26th, 2025

The Jeet Patel Memorial 5k

New Haven, CT

Saturday, April 26th, 2025

Sgt. Joshua D. Desforges Walk/Run Challenge

Ludlow, MA

Saturday, April 26th, 2025

Asher's Answer 5K Walk/Run

Shelton, CT

Saturday, April 26th, 2025

2025 Ledyard Soccer Stride

Gales Ferry, CT

Sunday, April 27th, 2025

Run For Veterans

Guilford, CT

Sunday, April 27th, 2025

Daffodil Dash 5K

Meriden, CT

Sunday, April 27th, 2025

Tommy Sullivan's 5K

Branford, CT

Sunday, April 27th, 2025

Julia's Run for Children

New Haven, CT

Sunday, April 27th, 2025

Superhero Sunday 5K, Kids Mile, Community Bash

Wethersfield, CT

Sunday, April 27th, 2025

Miles for Migraine Connecticut

Hartford, CT

Sunday, April 27th, 2025

Gilbert Joseph & Brian Annual 5K (Gilbert JBA5K)

Winsted, CT

Sunday, April 27th, 2025

Strides For Scholars

Union, CT

Sunday, April 27th, 2025

18th Annual Jog with Judy 5K Road Race

Woodstock, CT

Saturday, May 3rd, 2025

5th Annual Town of North Canaan Mother's Day 5K

North Canaan, CT

Saturday, May 3rd, 2025

Cinco K Mayo 5k Run/Walk

Enfield, CT

Saturday, May 3rd, 2025

Brew Run

New London, CT

Saturday, May 3rd, 2025

2025 Granby Road Race

Granby, CT

Saturday, May 3rd, 2025

14th Annual Girls Just Wanna Run 5K

Bantam, CT

Sunday, May 4th, 2025

Runway 5K

Northampton, MA

Sunday, May 4th, 2025

Dandelion Dash and Mushroom Mile

Hadley, MA

Sunday, May 4th, 2025

Jack Rome Memorial 5K

Wilbraham, MA

Sunday, May 4th, 2025

Chris Corbett 5K and 2-Mile Fitness Walk

Waterbury, CT

Saturday, May 10th, 2025

Heart Of Eastford 5k

Eastford, CT

Saturday, May 10th, 2025

Milford Campus Bridgeport Hospital Mother's Day...

Milford, CT

Sunday, May 11th, 2025

Celebrate Kate 5k

Springfield, MA

Sunday, May 11th, 2025

Vernon Mothers Day Dash 5K

Vernon, CT

Sunday, May 11th, 2025

Run Westfield - Flat Fast 5k

Westfield, MA

Saturday, May 17th, 2025

Spring Street Mile & 5K

Manchester, CT

Saturday, May 17th, 2025

Dan the Man 5K Run/Walk for ALS

Berlin, CT

Saturday, May 17th, 2025

Newington Library 5K Challenge

Newington, CT

Sunday, May 18th, 2025

Rossiter Run 2025

Washington Depot, CT

Sunday, May 18th, 2025

Strong Family Farm Chicken Run

Vernon, CT

Sunday, May 18th, 2025

2025 Hamden Hills Half Marathon & Flat 5K

Hamden, CT

Saturday, May 24th, 2025

North Stonington Education Foundation 5k and 2 ...

North Stonington, CT

Saturday, May 24th, 2025

Marlborough Lions Club Round The Lake 5K

Marlborough, CT

Sunday, May 25th, 2025

Oh Boy 5K

Waterbury, CT

Monday, May 26th, 2025

Bubble Run | Hartford

Hartford, CT

Saturday, May 31st, 2025

16th Annual Barkhamsted River Run 5K

Barkhamsted, CT

Sunday, June 1st, 2025

Glastonbury Education Foundation 5K Run/Walk (G...

Glastonbury, CT

Sunday, June 1st, 2025

Run the Vineyards - Jonathan Edwards 5K

North Stonington, CT

Sunday, June 1st, 2025

The Big Run Presented by Brooks

Longmeadow, MA

Wednesday, June 4th, 2025

SongStrong 5K

Guilford, CT

Saturday, June 7th, 2025

Celebrate! West Hartford FUNd RUNS

West Hartford, CT

Sunday, June 8th, 2025

Tarentino Strong 5K

Auburn, MA

Sunday, June 8th, 2025

The 24th Annual Laura's Garden/Keane Foundation...

Wethersfield, CT

Sunday, June 8th, 2025

Hamden Fest Half Marathon & 5k

Hamden, CT

Saturday, June 14th, 2025

50th Annual Rooster Run

Newtown, CT

Saturday, June 14th, 2025

2025 Rushford’s Race for Recovery 5K

Portland, CT

Saturday, June 21st, 2025

Milford Road Runners Independence Day 5K

Milford, CT

Friday, July 4th, 2025

Ambulance Driver 5K ...

Derby, CT

Wednesday, July 9th, 2025

Smile Like Jack 5k/10k/Fun Run

East Otis, MA

Saturday, July 12th, 2025

Enfield 4th of July 5k

Enfield, CT

Saturday, July 12th, 2025

3rd Annual Christmas in July Tree Point One Wal...

Sturbridge, MA

Saturday, July 12th, 2025

Sailfest 5K

New London, CT

Sunday, July 13th, 2025

Run For Ryan Memorial Run

Dayville, CT

Saturday, July 19th, 2025

Knights of Columbus Scholarship 5k

Wilbraham, MA

Sunday, July 20th, 2025

Valley of Hartford 5K Road Race

Newington, CT

Saturday, July 26th, 2025

Walnut Beach Ice Cream Run (5K) Benefiting the ...

Milford, CT

Sunday, August 3rd, 2025

4th Annual Mentoring Matters 5K

Springfield, MA

Saturday, August 9th, 2025

Muddy Dash | Boston

Charlton, MA

Saturday, August 9th, 2025

Old Wethersfield 5K & 10K

Wethersfield, CT

Sunday, August 17th, 2025

PATH TO THE PARADE 5K

Hamden, CT

Friday, August 22nd, 2025

3rd Annual DK Movement Cares 5K Run/Walk

Bristol, CT

Saturday, August 23rd, 2025

16th Annual Saybrook Point 5k Road Race 2025

Old Saybrook, CT

Saturday, August 23rd, 2025

Be Happy Road Race

Windsor, CT

Sunday, August 24th, 2025

2nd Annual Miles for Mutts 5K CT

Granby, CT

Saturday, August 30th, 2025

Faxon Law New Haven Road Race

New Haven, CT

Monday, September 1st, 2025

Groton City Brew Run

Groton, CT

Saturday, September 6th, 2025

Run 4 Hunger and Health

Newtown, CT

Saturday, September 13th, 2025

2025 Murray Lender 5K Bagel Run

Woodbridge, CT

Sunday, September 14th, 2025

Murray Lender 5K Bagel Run

Woodbridge, CT

Sunday, September 14th, 2025

Colby's Path to the Cure

Springfield, MA

Saturday, September 20th, 2025

End the Stigma: Mental Health Awareness 5K

New London, CT

Saturday, September 20th, 2025

Bound for the Sound

Old Lyme, CT

Saturday, September 20th, 2025

No Sto Defeats MSA 5K and Fitness Walk

North Stonington, CT

Saturday, September 27th, 2025

The River Run

Simsbury, CT

Saturday, September 27th, 2025

Bosco Fowler Memorial 5K Road Race

Stafford Springs, CT

Sunday, September 28th, 2025

Run/Walk To Save a Life 5K

Hamden, CT

Sunday, September 28th, 2025

Hartford HealthCare MidState Medical Center Run...

Meriden, CT

Saturday, October 4th, 2025

4th Annual IOL Purple Light Project 5K

Hartford, CT

Saturday, October 4th, 2025

Running for Water for Africa 5K

Milford, CT

Saturday, October 4th, 2025

Cider Mill Road Race

Tolland, CT

Saturday, October 4th, 2025

Fast and Furriest 5K Run and 1-Mile Walk

East Longmeadow, MA

Saturday, October 4th, 2025

Run Stanley

Westfield, MA

Sunday, October 5th, 2025

Hartland Harvest Run

East Hartland, CT

Saturday, October 11th, 2025

Eversource Hartford Marathon, Half Marathon, Re...

Hartford, CT

Saturday, October 11th, 2025

Ivoryton Pumpkin Chase

Ivoryton, CT

Saturday, October 18th, 2025

The Little Guild 12th Annual Run & Wag 5K

Cornwall, CT

Saturday, October 18th, 2025

Cider Run/Walk 5k

Warren, CT

Saturday, October 18th, 2025

Donny's Dash

Simsbury, CT

Saturday, October 25th, 2025

2025 CT LEO Memorial Run

Middletown, CT

Sunday, October 26th, 2025

Abner Oakes III Veterans Run 5K & 10K

Hamden, CT

Sunday, October 26th, 2025

2024 Black Dog Road Race

Meriden, CT

Sunday, October 26th, 2025

Robert J. Lynes Memorial Road Race

Meriden, CT

Saturday, November 8th, 2025

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

Central Village, CT

Saturday, November 8th, 2025

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

Storrs, CT

Sunday, November 9th, 2025

Roadtown Turkey Trot 5k

Shutesbury, MA

Saturday, November 22nd, 2025

Branford Thanksgiving 5K

Branford, CT

Thursday, November 27th, 2025

Run Turkey Run! Thanksgiving Day 5K

Hamden, CT

Thursday, November 27th, 2025

Norwich Winterfest 5K

Norwich, CT

Saturday, December 6th, 2025

Santa Made Me Do It

Bethlehem, CT

Saturday, December 6th, 2025

Christopher Martin's Christmas Run for Children

New Haven, CT

Sunday, December 7th, 2025

CLA Blue Back Mitten Run

West Hartford, CT

Sunday, December 7th, 2025