5K Races in Connecticut — 2026

There are 205 5K races in Connecticut scheduled for 2026. The next is the Shamrock Shuffle in Oakville on March 14. Connecticut 5K races run primarily March.

Run the Race 5K

Sat, Jun 6 · Danbury, CT Danbury

Run the Race 5K

From $35 Open

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Heart of Eastford 5K

Sat, Jun 6 · Eastford, CT Eastford

2026 Heart of Eastford 5k

From $30 Open

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SongStrong 5K

Sat, Jun 6 · Guilford, CT Guilford

5KKids Fun RunVirtual 5K

From $10 Open

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Athletic Brewing Company Fairfield Road Races

Sat, Jun 6 · Fairfield, CT Fairfield

Lil' Stags Kids Fun Run (1/2 Mile)Athletic Brewing Beer Mile!5K +2

From $10 Open 70 spots left

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Celebrate! West Hartford FUNd RUNS

Sun, Jun 7 · West Hartford, CT West Hartford

Kids' K5K5K - YOUTH CLUBS: Zoomerangs, Girls In Stride, MPower, CHS Soccer, Grace Webb Running Club

From $5 Open

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O'Neill's 5K

Sun, Jun 7 · Norwalk, CT Norwalk

O'Neill's Virtual 1 Mile Health WalkO'Neill's 5KO'Neill's Virtual 5K

From $35 Open Closing Soon

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Hat City Dash

Sun, Jun 7 · Danbury, CT Danbury

Hat City Dash 5K

From $40 Open

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The 25th Annual Laura's Garden/Keane Foundation Wethersfield Community Run

Sun, Jun 7 · Wethersfield, CT Wethersfield

3K5K

From $25 Open

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Brookfield Lions Strides to Cure Diabetes 5-Miler

Sun, Jun 7 · Brookfield, CT Brookfield

Brookfield Lions Strides to Cure Diabetes 5-Miler

From $30 Open

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6th Annual A. W. Stanley Park 5K

Sat, Jun 13 · New Britain, CT New Britain

1 Mile Walk UntimedVirtual 1 MileVirtual 5K +2

From $30 Open

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Gaylord Gauntlet

Sat, Jun 13 · Wallingford, CT Wallingford

Gaylord Gauntlet 2026

From $60 Open

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52nd Annual Rooster Run

Sat, Jun 13 · Newtown, CT Newtown

5K (In Person) RACE START 8:20 AM10K (In Person) RACE START 8:20 AMLittle Dash (Ages 3 to 8) RACE START 8 AM

From $10 Open

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Milford Rotary Run in the Park 5K

Sun, Jun 14 · Milford, CT Milford

Milford Rotary Run in the Park 5K - at Eisenhower Park, Milford, CT

From $25 Open

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KS4MH Miles for Mental Health 5K and Family Hike

Sun, Jun 14 · Wallingford, CT Wallingford

Miles for Mental Health 5K

From $30 Closed

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Run For The Rock

Sun, Jun 14 · Bridgeport, CT Bridgeport

Run for the Rock 5K Run or Walk ages 19 & overRun for the Rock 5K Run or Walk ages 18 & under ONLY

From $25 Open

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Devil Dash 5k

Sun, Jun 14 · Stratford, CT Stratford

Little Devil Dash - 1/2 Mile "Kids Run"Devil Dash 5k

From $12.5 Open Closing Soon

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Liz Harris Memorial Cannonball 1 Mile Run

Thu, Jun 18 · Preston, CT Preston

Liz Harris Memorial Cannonball 1 Mile Run

From $22 Open

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Summer Sizzler 2-Miler

Sat, Jun 20 · Sherman, CT Sherman

2 Miler

From $25 Open

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Roxbury Road Race Series #16

Sat, Jun 20 · Roxbury, CT Roxbury

4.2 Miles

From $10 Open

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4th Annual Bloomfield Juneteenth 5K

Sat, Jun 20 · Bloomfield, CT Bloomfield

5K Run/Walk

From $30 Closed

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Branford Road Race

Sun, Jun 21 · Branford, CT Branford

1 Mile Mark Gilhuly Family Fun Run2 Mile Health Walk5 mile

From $11 Open

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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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11th Annual Milford Moves for Veterans 5K

Sun, Jun 28 · Milford, CT Milford

5K Runner or Walker 18 & under5K Runner or Walker 19 & over

From $22 Open

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

Sun, Jun 28 · Bethel, CT Bethel

First Responders & Military RegistrationChild Registration 12 & UnderTeen Registration 13 to 17 yrs +1

From $5 Open

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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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Milford Road Runners Independence Day 5K

Sat, Jul 4 · Milford, CT Milford

5K

From $30 Open

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East Shore 5k

Sun, Jul 5 · New Haven, CT New Haven

5k Run5k Walk

From $10 Open

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Move! with the Urban League

Sat, Jul 11 · Hartford, CT Hartford

5K

Closed

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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 Closed

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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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Riverfront Hartford 4 Mile

Thu, Jul 23 · Hartford, CT Hartford

4 Mile

Closed

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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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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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Southwest Cafe Margarita 5K

Sat, Jul 25 · Ridgefield, CT Ridgefield

Southwest Cafe Margarita 5k

From $35 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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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/Walk5k Run/Walk Under 16

From $10 Closed

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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

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Battle of Stonington 5K

Tue, Aug 18 · Stonington, CT Stonington

5K: Walk or Run

From $31 Open

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Amber Room Run from the Sun 5K

Thu, Aug 20 · Danbury, CT Danbury

Virtual 5K5K

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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2026 Unite to Fight 5K Run/Walk

Sun, Aug 23 · Stamford, CT Stamford

Unite to Fight 5KVirtual 5KKids Fun Run

From $10 Closed

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