5K Races in Connecticut — 2026

There are 220 5K races in Connecticut scheduled for 2026. The next is the Gilbert Joseph & Brian Annual 5K (Gilbert JBA5K) in Winsted on April 25. Connecticut 5K races run primarily April through March.

8th Annual 5k Walk/Run for Overdose Awareness

Thu, Jun 25 · Shelton, CT Shelton

8th Annual 5k Walk/Run for Overdose Awareness

From $40 Open

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Rocky Hill America 250 Fun Run & 2 Miles

Sat, Jun 27 · Rocky Hill, CT Rocky Hill

Kids Fun Run2M Trail Run

From $5 Open

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MRC Track & Field Series presented by Marathon Sports

Sat, Jun 27 · Manchester, CT Manchester

July 9th Adult MileJuly 9th Adult 100July 9th Adult 200 +7

From $0 Closed

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Westport Road Runners Summer Series

Sat, Jun 27 · Westport, CT Westport

2.2 Mile Run/Longshore Club Park3.1 Mile Run/Longshore Club Park3.8 Mile Run/Longshore Club Park +8

From $15 Closed

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Roxbury Road Race Series #17

Sat, Jun 27 · Roxbury, CT Roxbury

5.7 Miles

From $10 Open

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

Sun, Jun 28 · Bethel, CT Bethel

Adult RegistrationChild Registration 12 & UnderFirst Responders & Military Registration +1

From $5 Open

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11th Annual Milford Moves for Veterans 5K

Sun, Jun 28 · Milford, CT Milford

5K Runner or Walker 19 & over5K Runner or Walker 18 & under

From $22 Open

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Milford Road Runners Independence Day 5K

Sat, Jul 4 · Milford, CT Milford

5K

From $30 Open Closing Soon

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Chester Rotary's 48th Four on the Fourth

Sat, Jul 4 · Chester, CT Chester

4 on the 4th

From $35 Open

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The Revolutionary Mile - At the Boom Box Parade

Sat, Jul 4 · Willimantic, CT Willimantic

The Revolutionary Mile

From $25 Open

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East Shore 5k

Sun, Jul 5 · New Haven, CT New Haven

5k Walk5k Run

From $10 Open

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Rails to Trails

Fri, Jul 10 · East Hampton, CT East Hampton

5K

From $25 Open

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Point O' Woods Beach 5K Run/Walk

Sat, Jul 11 · Old Lyme, CT Old Lyme

5k

From $25 Open

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Enfield 4th of July 5k

Sat, Jul 11 · Enfield, CT Enfield

5k

From $35 Open

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Roxbury Road Race Series #18

Sat, Jul 11 · Roxbury, CT Roxbury

3 Miles

From $10 Open

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Petit Family Foundation 5K

Sun, Jul 12 · Plainville, CT Plainville

5KFitness Walk

From $30 Open

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Ambulance Driver 5K at BADSONS Brewery

Wed, Jul 15 · Derby, CT Derby

Ambulance Driver 5K

From $40 Open

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THE FAIRFIELD POLICE SUNSET 5K - Presented by Moneco Advisors

Wed, Jul 15 · Fairfield, CT Fairfield

Fairfield Police Sunset 5K Run - Presented by Moneco AdvisorsFOOD TRUCK TICKET- NON REGISTERED ONLY - Presented by Moneco AdvisorsFairfield Police Sunset .8 MILE untimed WALK - Presented by Moneco Advisors

From $20 Open

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Move! with the Urban League

Sat, Jul 18 · Hartford, CT Hartford

5K

From $20 Open

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Run For Ryan Memorial Run

Sat, Jul 18 · Dayville, CT Dayville

5KWalkKids Fun Run

From $0 Open

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Ellington 1 miler

Sun, Jul 19 · Ellington, CT Ellington

Ellington Wave 1Ellington Wave 2

From $25 Open 25 spots left

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East Granby 1 miler

Sun, Jul 19 · East Granby, CT East Granby

East Granby Wave 2East Granby Wave 1

From $25 Open 25 spots left

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Riverfront Hartford 4 Mile

Thu, Jul 23 · Hartford, CT Hartford

4 Mile

Closed

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Southwest Cafe Margarita 5K

Sat, Jul 25 · Ridgefield, CT Ridgefield

Southwest Cafe Margarita 5k

From $35 Open

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LYSB Midsummer Run

Sat, Jul 25 · Old Lyme, CT Old Lyme

Kids K5K Run5K Walk

From $10 Open

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Woodmont 5K

Sat, Jul 25 · Milford, CT Milford

5K Run

From $30 Open

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Valley of Hartford 5K Road Race

Sat, Jul 25 · Newington, CT Newington

22nd Valley of Hartford 5K Road Race

From $30 Open

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CT Hospice Miles for Memories

Sat, Aug 1 · Branford, CT Branford

1 Mile Walk2 Mile Walk

From $30 Open

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2025 Natchaug Stop the Stigma 5K Color Run & Walk

Sat, Aug 8 · Mansfield Center, CT Mansfield Center

17 and Under5K Run5K Fun Walk (Not timed)

From $15 Open

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The Perogie Dash

Sat, Aug 8 · Danbury, CT Danbury

1K Kids Fun Run5K Run and Health Walk

From $25 Open

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Run the Vineyards - Priam Vineyards 5K

Sun, Aug 9 · Colchester, CT Colchester

5K

From $42 Open

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Jill's Race for MS

Sat, Aug 15 · Beacon Falls, CT Beacon Falls

5k Run/Walk Under 165k Run/Walk

From $10 Open

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Roxbury Road Race Series #22

Sat, Aug 15 · Roxbury, CT Roxbury

4.2 Miles

From $10 Open

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MAD 5K

Sat, Aug 15 · New London, CT New London

MAD 5K

From $35 Open

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2nd Annual Rocky Hill 2M Run & Kids Run

Sat, Aug 15 · Rocky Hill, CT Rocky Hill

Kids Fun Run2M Trail Run

From $5 Open

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Mohegan Striders 4-Miler at Sneekers

Sun, Aug 16 · Groton, CT Groton

4 Mile Race

From $20 Open Closing Soon

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Battle of Stonington 5K

Tue, Aug 18 · Stonington, CT Stonington

5K: Walk or Run

From $32 Open

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Amber Room Run from the Sun 5K

Thu, Aug 20 · Danbury, CT Danbury

5KVirtual 5K

From $45 Open

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17th Annual Saybrook Point 5k Road Race 2026

Sat, Aug 22 · Old Saybrook, CT Old Saybrook

Saybrook Point 5K

From $30 Open

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Shore 2 The Pour Beach Run 2026

Sat, Aug 22 · Stratford, CT Stratford

Shore 2 the Pour Beach Run

From $45 Closed

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2026 Unite to Fight 5K Run/Walk

Sun, Aug 23 · Stamford, CT Stamford

Virtual 5KUnite to Fight 5KKids Fun Run

From $10 Closed

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Riverfront East Hartford 5 Mile

Thu, Aug 27 · East Hartford, CT East Hartford

5 Mile

Closed

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2026 Killingworth Road Race 4 Miles

Sat, Aug 29 · Killingworth, CT Killingworth

4M run

From $25 Closed

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Newtown Community Running Event

Sun, Aug 30 · Newtown, CT Newtown

5K Run/Walk10K1/2 Marathon

From $35 Open

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Roxbury Road Race Series #25

Sat, Sep 5 · Roxbury, CT Roxbury

Roxbury Mile

From $10 Open

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Ride with Hal

Sun, Sep 6 · Westbrook, CT Westbrook

5 Mile Run15 Mile Bike Ride35 Mile Bike Ride

From $40 Closed

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Haddam Neck Fair 5K

Sun, Sep 6 · Haddam, CT Haddam

Haddam Neck Fair 5K

From $18 Open

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Faxon Law New Haven Road Race

Mon, Sep 7 · New Haven, CT New Haven

1/2 Mile Kids Fun Run5KHalf Marathon +4

From $8 Open

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Kailey Jaie Prenoveau Scholarship 5K Run

Sat, Sep 12 · Harwinton, CT Harwinton

Student 5K Run (Must be under 18 to Register for this)5k Run

From $20 Open

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4 Town 5k

Sat, Sep 12 · Somers, CT Somers

4 Town 5k

From $35 Open

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