Upcoming 5K Races Near Cheshire, CT

Sparrow's Nest Superhero Rock 'N' Run Challenge...

Poughquag, NY

Tuesday, April 1st, 2025

AEF 5K Run/Walk and 1 Mile Kids Run

Lagrangeville, NY

Saturday, April 5th, 2025

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

Old Saybrook, CT

Saturday, April 5th, 2025

UConn Nutrition Club 5k

Storrs Mansfield, CT

Saturday, April 5th, 2025

2025 Unite to Fight 5K Run/Walk

New Canaan, CT

Sunday, April 6th, 2025

Farm & Forest All- Terrain 5K & Kid Fun Run

Stamford, CT

Sunday, April 6th, 2025

John Jay Community Trail Race

Cross River, NY

Sunday, April 6th, 2025

"Using our Voices" Mental Health Run- Patchogue...

Medford, NY

Sunday, April 6th, 2025

2025 MHRRC Barri Donnellan Memorial Walk/Run to...

Millbrook, NY

Saturday, April 12th, 2025

Beach Bunny 5K

Fairfield, CT

Saturday, April 12th, 2025

KIM’S KINDNESS 5K

Mattituck, NY

Saturday, April 12th, 2025

2025 Spirit of Spring Tolland Road Race

Tolland, CT

Saturday, April 12th, 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

Asher's Answer 5K Walk/Run

Shelton, CT

Saturday, April 26th, 2025

4th Annual Race Ahead for Safe Driving

Wilton, CT

Saturday, April 26th, 2025

The Jeet Patel Memorial 5k

New Haven, CT

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

Julia's Run for Children

New Haven, CT

Sunday, April 27th, 2025

2024 Inaugural Ledyard Soccer Stride

Gales Ferry, CT

Sunday, April 27th, 2025

Miles for Migraine Connecticut

Hartford, CT

Sunday, April 27th, 2025

NORTH FORK ENVIRONMENTAL COUNCIL EARTH DAY 5K

Riverhead, NY

Sunday, April 27th, 2025

Tommy Sullivan's 5K

Branford, CT

Sunday, April 27th, 2025

Gilbert Joseph & Brian Annual 5K (Gilbert JBA5K)

Winsted, CT

Sunday, April 27th, 2025

Run For Veterans

Guilford, CT

Sunday, April 27th, 2025

Daffodil Dash 5K

Meriden, CT

Sunday, April 27th, 2025

2025 Minute Man Race

Westport, CT

Sunday, April 27th, 2025

Superhero Sunday 5K, Kids Mile, Community Bash

Wethersfield, CT

Sunday, April 27th, 2025

East Farms Spring Ahead 5k & 1M Fun Run

Farmington, CT

Sunday, April 27th, 2025

Cinco K Mayo 5k Run/Walk

Enfield, CT

Saturday, May 3rd, 2025

2025 Granby Road Race

Granby, CT

Saturday, May 3rd, 2025

Sandy Hook Lighthouse 5K

Sandy Hook, NJ

Saturday, May 3rd, 2025

Brew Run

New London, CT

Saturday, May 3rd, 2025

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

North Canaan, CT

Saturday, May 3rd, 2025

Lauren's Haven 5K Run/ Walk

Springfield, MA

Saturday, May 3rd, 2025

2025 CACNA1A 5K

Norwalk, CT

Saturday, May 3rd, 2025

CTA Scholarship 5k Run/Walk

Carmel, NY

Sunday, May 4th, 2025

Miles For Margaritas

Stratford, CT

Sunday, May 4th, 2025

14th Annual Girls Just Wanna Run 5K

Bantam, CT

Sunday, May 4th, 2025

Breast Cancer Alliance 2025 5K for Hope Run/Walk

Greenwich, CT

Sunday, May 4th, 2025

Glenbrook Middle School Bulldog Dash

Longmeadow, MA

Sunday, May 4th, 2025

Virtual Run Like A Mother 5k & Kids 1 Mile

Ridgefield, CT

Friday, May 9th, 2025

Sacandaga Sprint 5k

Northville, NY

Saturday, May 10th, 2025

Beyond Stigma 5K Run and Walk

Madison, CT

Saturday, May 10th, 2025

Beyond Stigma 5K Run and Walk

Hamden, CT

Saturday, May 10th, 2025

St. James 5 Mile Challenge and 5K Fun Run/Walk

Saint James, NY

Saturday, May 10th, 2025

Teacher vs Students 5K

Cromwell, CT

Saturday, May 10th, 2025

GFA Dragon Dash

Greens Farms, CT

Saturday, May 10th, 2025

FES PTO "Run Like A Mother" 5K Trail Run

North Franklin, CT

Saturday, May 10th, 2025

Chris Corbett 5K and 2-Mile Fitness Walk

Waterbury, CT

Saturday, May 10th, 2025

Mother's Day 5K-Run / 1-Mile Walk in Support of...

Darien, CT

Sunday, May 11th, 2025

 Run Like a Mother 5K and Kid's 1-Mile 2025

Ridgefield, CT

Sunday, May 11th, 2025

Celebrate Kate 5k

Springfield, MA

Sunday, May 11th, 2025

Milford Campus Bridgeport Hospital Mother's Day...

Milford, CT

Sunday, May 11th, 2025

Vernon Mothers Day Dash 5K

Vernon, CT

Sunday, May 11th, 2025

Mother's Day 5K

Yorktown Heights, NY

Sunday, May 11th, 2025

Stamford Boys & Girls Club Corporate 5K at Mill...

Stamford, CT

Thursday, May 15th, 2025

The Groundwork Bridgeport Seaside 5K Walk & Run

Bridgeport, CT

Saturday, May 17th, 2025

Spring Street Mile & 5K Presented by PTSMC

Manchester, CT

Saturday, May 17th, 2025

Run Westfield - Flat Fast 5k

Westfield, MA

Saturday, May 17th, 2025

Dan the Man 5K Run/Walk for ALS

Berlin, CT

Saturday, May 17th, 2025

RESERVOIR RUSH

Moodus, CT

Saturday, May 17th, 2025

Rossiter Run

Washington Depot, CT

Sunday, May 18th, 2025

Miles for Mary Run/Walk

Westfield, MA

Sunday, May 18th, 2025

Spring Shuffle - Run, Walk, Roll!

Longmeadow, MA

Sunday, May 18th, 2025

Newington Library 5K Challenge

Newington, CT

Sunday, May 18th, 2025

Strong Family Farm Chicken Run

Vernon, CT

Sunday, May 18th, 2025

JRMS COLOR RUN 2025

Redding, CT

Sunday, May 18th, 2025

2025 Hamden Hills Half Marathon & Flat 5K

Hamden, CT

Saturday, May 24th, 2025

Dustin L. Doyon Memorial Road Race

Suffield, CT

Saturday, May 24th, 2025

2025 Weston CT Memorial Day 5K Road Race

Weston, CT

Saturday, May 24th, 2025

Marlborough Lions Club Round The Lake 5K

Marlborough, CT

Sunday, May 25th, 2025

Run the Vineyards - Memorial Day at Pindar 5K

Peconic, NY

Sunday, May 25th, 2025

Jim Fixx Memorial Day Run

Greenwich, CT

Monday, May 26th, 2025

Oh Boy 5K

Waterbury, CT

Monday, May 26th, 2025

EDRRC - Eagle Run 5K Run/Walk and Kids Run

Clinton Corners, NY

Saturday, May 31st, 2025

Athletic Brewing Company Fairfield Road Races

Fairfield, CT

Saturday, May 31st, 2025

PFC JOSEPH P DWYER PTSD MEMORIAL 5K RUN

Rocky Point, NY

Saturday, May 31st, 2025

Running for Rojas

Wingdale, NY

Saturday, May 31st, 2025

Bubble Run | Hartford | May 31st

Hartford, CT

Saturday, May 31st, 2025

The Joe Keany Memorial 5K and 1 Mile Fun Run

Miller Place, NY

Sunday, June 1st, 2025

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

Glastonbury, CT

Sunday, June 1st, 2025

16th Annual Barkhamsted River Run 5K

Barkhamsted, CT

Sunday, June 1st, 2025

O'Neill's 5K

Norwalk, CT

Sunday, June 1st, 2025

Pound Ridge Color Run

Pound Ridge, NY

Sunday, June 1st, 2025

Summer Cross Country Series

New Canaan, CT

Tuesday, June 3rd, 2025

The Big Run Presented by Brooks

Longmeadow, MA

Wednesday, June 4th, 2025

SongStrong 5K 2025

Guilford, CT

Saturday, June 7th, 2025

Run the Race

Danbury, CT

Saturday, June 7th, 2025

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

Wethersfield, CT

Sunday, June 8th, 2025

Run For The Rock

Bridgeport, CT

Sunday, June 8th, 2025

Run in the Park 5K - to benefit the Milford Rotary

Milford, CT

Sunday, June 8th, 2025

Celebrate! West Hartford FUNd RUNS

West Hartford, CT

Sunday, June 8th, 2025

50th Annual Rooster Run

Newtown, CT

Saturday, June 14th, 2025

GRR Race Series 2025: First County Bank Father'...

Old Greenwich, CT

Saturday, June 14th, 2025

5th Annual A. W. Stanley Park 5K

New Britain, CT

Saturday, June 14th, 2025

Hamden Fest Half Marathon & 5k

Hamden, CT

Saturday, June 14th, 2025

2025 Rushford’s Race for Recovery 5K

Portland, CT

Saturday, June 21st, 2025

3rd Annual Bloomfield Juneteenth 5K

Bloomfield, CT

Saturday, June 21st, 2025

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

Bethel, CT

Sunday, June 22nd, 2025

10th Annual Milford Moves for Veterans 5K

Milford, CT

Sunday, June 22nd, 2025

Westport Road Runners Summer Series

Westport, CT

Saturday, June 28th, 2025

The Spartan Sprint

East Longmeadow, MA

Friday, July 4th, 2025

Milford Road Runners Independence Day 5K

Milford, CT

Friday, July 4th, 2025

Point O' Woods Beach 5K Run/Walk

Old Lyme, CT

Saturday, July 5th, 2025

East Shore 5k

New Haven, CT

Sunday, July 6th, 2025

Ambulance Driver 5K ...

Derby, CT

Wednesday, July 9th, 2025

Enfield 4th of July 5k

Enfield, CT

Saturday, July 12th, 2025

Smile Like Jack 5k/10k/Fun Run

East Otis, MA

Saturday, July 12th, 2025

EDRRC - Racing to Save Lives 5K/10K

Lagrangeville, NY

Saturday, July 12th, 2025

Sailfest 5K

New London, CT

Sunday, July 13th, 2025

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

Fairfield, CT

Wednesday, July 16th, 2025

Run the Vineyards - Pindar Vineyards 5K

Peconic, NY

Sunday, July 20th, 2025

Petit Family Foundation 5K

Plainville, CT

Sunday, July 20th, 2025

Woodmont 5K

Milford, CT

Saturday, July 26th, 2025

Valley of Hartford 5K Road Race

Newington, CT

Saturday, July 26th, 2025

Southwest Cafe Margarita 5K

Ridgefield, CT

Saturday, July 26th, 2025

LYSB Midsummer Run

Old Lyme, CT

Saturday, July 26th, 2025

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

Sag Harbor, NY

Sunday, July 27th, 2025

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

Stratford, CT

Sunday, July 27th, 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

The Perogie Dash

Danbury, CT

Saturday, August 16th, 2025

Millbrook Vineyards Wine Run 5k

Millbrook, NY

Sunday, August 17th, 2025

Old Wethersfield 5K & 10K

Wethersfield, CT

Sunday, August 17th, 2025

Amber Room Run from the Sun 5K

Danbury, CT

Thursday, August 21st, 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

Ring of Fire 5K

Northville, NY

Saturday, August 30th, 2025

2nd Annual Miles for Mutts 5K CT

Granby, CT

Saturday, August 30th, 2025

Haddam Neck Fair 5K

East Hampton, CT

Sunday, August 31st, 2025

Faxon Law New Haven Road Race

New Haven, CT

Monday, September 1st, 2025

Groton City Brew Run

Groton, CT

Saturday, September 6th, 2025

Paws Crossed 5K!

Yorktown Heights, NY

Saturday, September 6th, 2025

Montville Race Day 5K , 10K , and Color Run

Oakdale, CT

Sunday, September 7th, 2025

Run 4 Hunger and Health

Newtown, CT

Saturday, September 13th, 2025

2025 Murray Lender 5K Bagel Run

Woodbridge, CT

Sunday, September 14th, 2025

9th Annual ELIH Foundation 5K Family Walk/Run

Riverhead, NY

Sunday, September 14th, 2025

Murray Lender 5K Bagel Run

Woodbridge, CT

Sunday, September 14th, 2025

13th Annual Miles for a Mission 5K Run/Walk – I...

Stamford, CT

Monday, September 15th, 2025

Christina's House Annual 5K Run/Walk

Springfield, MA

Saturday, September 20th, 2025

Bound for the Sound

Old Lyme, CT

Saturday, September 20th, 2025

OUTRUN ADDICTION 5K

Enfield, CT

Saturday, September 20th, 2025

America's VetDogs 5k Run & Dog Walk

Smithtown, NY

Saturday, September 20th, 2025

End the Stigma: Mental Health Awareness 5K

New London, CT

Saturday, September 20th, 2025

Colby's Path to the Cure

Springfield, MA

Saturday, September 20th, 2025

The River Run

Simsbury, CT

Saturday, September 27th, 2025

Bosco Fowler Memorial 5K Road Race

Stafford Springs, CT

Sunday, September 28th, 2025

The 38th Bigelow Tea Community Challenge

Southport, CT

Sunday, September 28th, 2025

Run/Walk To Save a Life 5K

Hamden, CT

Sunday, September 28th, 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

Fast and Furriest 5K Run and 1-Mile Walk

East Longmeadow, MA

Saturday, October 4th, 2025

Cider Mill Road Race

Tolland, CT

Saturday, October 4th, 2025

*READY SET STRIDE * For our Third Annual OAH Race

Simsbury, CT

Saturday, October 4th, 2025

Hartford HealthCare MidState Medical Center Run...

Meriden, CT

Saturday, October 4th, 2025

Fishbein / YMCA Community Road Race

Wallingford, CT

Sunday, October 5th, 2025

Run Stanley

Westfield, MA

Sunday, October 5th, 2025

Run the Vineyards - Pindar Fall 5K and 8K

Peconic, NY

Sunday, October 5th, 2025

RACE FOR CATHERINE

Newtown, CT

Friday, October 10th, 2025

Eversource Hartford Marathon, Half Marathon, Re...

Hartford, CT

Saturday, October 11th, 2025

LivFree Boos & Brews 5K

Newtown, CT

Saturday, October 11th, 2025

Hartland Harvest Run

East Hartland, CT

Saturday, October 11th, 2025

Cider Run/Walk 5k

Warren, CT

Saturday, October 18th, 2025

The Little Guild 12th Annual Run & Wag 5K

Cornwall, CT

Saturday, October 18th, 2025

Ivoryton Pumpkin Chase

Ivoryton, CT

Saturday, October 18th, 2025

33rd Annual Halloween 5K and Kids Fun Run

Brookfield, CT

Sunday, October 19th, 2025

Great Pumpkin Classic

Trumbull, CT

Sunday, October 19th, 2025

The Ridgefield Road Fest: 1/2 Marathon, 7-Miler...

Ridgefield, CT

Sunday, October 19th, 2025

Ridgefield Half Marathon, 7 Miler & 5K

Ridgefield, CT

Sunday, October 19th, 2025

Donny's Dash

Simsbury, CT

Saturday, October 25th, 2025

Collinsville Trick or Trot

Collinsville, CT

Saturday, October 25th, 2025

2024 Black Dog Road Race

Meriden, CT

Sunday, October 26th, 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

The Reservoir Run Half Marathon, 5K, and Kids F...

WESTON, CT

Sunday, October 26th, 2025

Robert J. Lynes Memorial Road Race

Meriden, CT

Saturday, November 8th, 2025

East Windsor Veterans Day 5K Road Race

Broad Brook, CT

Saturday, November 8th, 2025

Hot COCO 5K

Cheshire, CT

Saturday, November 8th, 2025

2025 Colony Grill 'Hot Oil' 5K

Fairfield, CT

Sunday, November 9th, 2025

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

Storrs, CT

Sunday, November 9th, 2025

Run Turkey Run! Thanksgiving Day 5K

Hamden, CT

Thursday, November 27th, 2025

The Joyce Allen Great Turkey Escape

Redding, CT

Thursday, November 27th, 2025

Newtown Turkey Trot

Newtown, CT

Thursday, November 27th, 2025

Branford Thanksgiving 5K

Branford, 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

CLA Blue Back Mitten Run

West Hartford, CT

Sunday, December 7th, 2025

Christopher Martin's Christmas Run for Children

New Haven, CT

Sunday, December 7th, 2025