5K Races in Connecticut

Move! with the Urban League

Sat, Jul 18 · Hartford, CT Hartford

Road 5K

From $20 Open Closing Soon

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Woodmont 5K

Sat, Jul 25 · Milford, CT Milford

Road 5K Run

From $30 Open Closing Soon

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Valley of Hartford 5K Road Race

Sat, Jul 25 · Newington, CT Newington

Road Valley of Hartford 5K Road Race

From $30 Open Closing Soon

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LYSB Midsummer Run

Sat, Jul 25 · Old Lyme, CT Old Lyme

Road Kids K5K Run5K Walk

From $10 Open Closing Soon

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

Sun, Jul 26 · Stratford, CT Stratford

Road Surfin' Santa's Christmas In July Holiday One Mile StrollSurfin' Santa's Christmas In July 5k

From $30 Open Closing Soon

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The Trumbull Rotary Sunset 5k Run & Walk

Fri, Jul 31 · Trumbull, CT Trumbull

Road Trumbull Sunset Untimed Walk onlyTrumbull Sunset 5K Run & Walk 18 & UNDER onlyTrumbull Sunset 5K Run & Walk 19 & OVER only +1

From $0 Open Closing Soon

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Roxbury Road Race Series #20

Sat, Aug 1 · Roxbury, CT Roxbury

Road 4.7 Miles

From $10 Open

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It's All Downhill From Here 5K

Sat, Aug 1 · Wilton, CT Wilton

Road 5K Run

From $30 Open Closing Soon

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Boys & Girls Club of Milford Ice Cream Run (5K)

Sun, Aug 2 · Milford, CT Milford

Road 5K

From $30 Open Closing Soon

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Stonington Cross Country 5K

Wed, Aug 5 · Pawcatuck, CT Pawcatuck

Open

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2026 Natchaug 5K Color Run & Walk

Sat, Aug 8 · Mansfield Center, CT Mansfield Center

Road 17 and Under5K Run5K Fun Walk (Not timed)

From $15 Open

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Woofbridge 5k Run/2 Mile Walk

Sat, Aug 8 · Woodbridge, CT Woodbridge

Road Woofbridge 5k Run/2 Mile Walk

From $30 Open

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The Perogie Dash

Sat, Aug 8 · Danbury, CT Danbury

Road 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

Road 5K

From $42 Open

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Run for Wishes 5K Benefitting MAKE-A-WISH® CONNECTICUT

Sun, Aug 9 · Stratford, CT Stratford

Road STAR 99.9 Surfside Hotel Run for Wishes 5K (20 & under)STAR 99.9 Surfside Hotel Run for Wishes 5K (21 & over)

From $25 Open Closing Soon

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Battle of Stonington 5K

Tue, Aug 18 · Stonington, CT Stonington

Road 5K: Walk or Run

From $32 Open Closing Soon

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Amber Room Run from the Sun 5K

Thu, Aug 20 · Danbury, CT Danbury

Virtual Virtual 5K5K

From $45 Open

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PATH TO THE PARADE 5K

Fri, Aug 21 · Hamden, CT Hamden

Virtual Path to the Parade 5k Virtual RacePath to the Parade 5k WALKPath to the Parade 5k

From $35 Open Closing Soon

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17th Annual Saybrook Point 5k Road Race

Sat, Aug 22 · Old Saybrook, CT Old Saybrook

Road Saybrook Point 5K

From $30 Open

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2026 Unite to Fight 5K Run/Walk

Sun, Aug 23 · Stamford, CT Stamford

Virtual Virtual 5KUnite to Fight 5KKids Fun Run

From $10 Open

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Sgt Scoulars Overdose Awareness and Recovery 5K Run

Sat, Aug 29 · New Milford, CT New Milford

Open

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Lobster Loop 5K

Sun, Aug 30 · Canton, CT Canton

Road 5K Road Race

From $30 Open

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Black Hog Brewing Co. 5K Road Race

Sat, Sep 5 · Oxford, CT Oxford

Road 5K

From $30 Open

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Run for The Hills

Sat, Sep 5 · Niantic, CT Niantic

Trail Run for the Hills

From $25 Open

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Quassapaug Sailing Center Open Water Swim

Sat, Sep 5 · Middlebury, CT Middlebury

1/2 Mile1.5 Mile1.5 Mile and 1/2 Mile +4

From $30 Open

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3rd Annual LSC Soccer Stride

Sun, Sep 6 · Ledyard, CT Ledyard

Road 5k1/4 Mile Kids Fun Run

From $10 Open

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Haddam Neck Fair 5K

Sun, Sep 6 · Haddam, CT Haddam

Road 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

Virtual 1/2 Mile Kids Fun Run5KHalf Marathon Relay +4

From $8 Open

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Groton City Brew Run

Sat, Sep 12 · Groton, CT Groton

Road 5K AND Beer Garden Access: Run or Walk5K ONLY: Run or WalkBeer Garden Access Only

From $32 Open

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Riva Runs The Boardwalk 5k

Sat, Sep 12 · West Haven, CT West Haven

Road Riva Runs The Boardwalk 18 & underRiva Runs The Boardwalk 5k

From $25 Open Closing Soon

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Run 4 Hunger and Health

Sat, Sep 12 · Newtown, CT Newtown

Road Kids RunRun 4 Hunger and Health

From $5 Open

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SUFFIELD PARKS & RECREATION ROAD RACE

Sat, Sep 12 · Suffield, CT Suffield

Road 2026 Suffield Parks & Recreation Walk2026 Suffield Parks & Recreation 5k Road Race2026 Suffield Parks & Recreation 10k Road Race

From $0 Open

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PTSMC Stride to Provide 5K Run/Walk

Sun, Sep 13 · Wallingford, CT Wallingford

Road Stride to Provide 5K

From $36.79 Open

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

Sun, Sep 13 · Oakdale, CT Oakdale

Road 5K10K5K / 10K Bundle

From $30 Open

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EDRRC - High Watch Recovery Center's Sprint for Sobriety 5K Run/Walk

Sun, Sep 13 · Kent, CT Kent

Road EDRRC - High Watch Recovery Center's Sprint for Sobriety 5K Run/Walk

From $25 Open

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14th Annual Miles for a Mission 5K Run/Walk – In Person AND Virtual – benefiting INTEMPO

Mon, Sep 14 · Stamford, CT Stamford

Virtual 5K Run/Walk – VIRTUAL5K Run/Walk - IN PERSON - TIMED5K Run/Walk - IN PERSON - UNTIMED

From $30 Open

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2nd Annual PCS Harvest Hustle 5K & Kids Run

Sat, Sep 19 · Pomfret Center, CT Pomfret Center

Road Kids Fun Run5K

From $10 Open

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OUTRUN ADDICTION 5K

Sat, Sep 19 · Enfield, CT Enfield

Virtual 2 Mile WalkVirtual 5K Run/Walk5K Run or Walk

From $25 Open

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4 Town 5k

Sat, Sep 19 · Somers, CT Somers

Road 4 Town 5k

From $35 Open

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Bound for the Sound

Sat, Sep 19 · Old Lyme, CT Old Lyme

Road 1 Mile Family Fun Run5K10K (USATF-CT 10K State Championship)

From $5 Open Closing Soon

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2026 Run To The River 5K

Sat, Sep 19 · Deep River, CT Deep River

Road 5K Run/Walk

From $20 Open

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Arc Run

Sat, Sep 19 · Meriden, CT Meriden

Virtual Virtual 5KARC 5KARC 10K

From $20 Open

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Murray Lender 5K Bagel Run

Sun, Sep 20 · Woodbridge, CT Woodbridge

Road 2 Mile Family Fitness Walk/Run5K Race on USATF Certified Course

From $20 Open

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Circle of Care's Annual Walk/Run for Kids With Cancer

Sun, Sep 20 · Westport, CT Westport

Road In-Person 5K RUNIn-Person WALK

From $20 Open

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17th Annual Farmington River Run 5K Trail Race

Sun, Sep 20 · Farmington, CT Farmington

Trail 5K Trail Run

From $35 Open

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Circle of Care's Annual Walk/Run for Kids With Cancer

Sun, Sep 20 · Westport, CT Westport

Road In-Person WALK/RUNIn-Person 5K RUN

From $25 Open Closing Soon

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2026 Darien Road Race & Family Fun Day Charity Fundraiser

Sun, Sep 20 · Darien, CT Darien

Road 1.5-Mile Timed Run/Walk5-Mile Timed Race

From $45 Open

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Come Out & Run 5k

Sun, Sep 20 · Wilton, CT Wilton

Road Adult & Kids (age10+) RegistrationKids under 10 Registration

From $0 Open

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HALF WAY TO ST. PATS DAY 5K

Sun, Sep 20 · Stratford, CT Stratford

Road Half Way to St Pats 5K 21 & overHalf Way to St Pats 5K 20 & underHalf Way to St Pats free kids run (10 & under)

From $0 Open Closing Soon

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Hayfield Hustle and Oktoberfest at New Pond Farm Education Center

Sat, Sep 26 · Redding, CT Redding

Road Children’s Sap Run5k5 Mile +2

From $15 Open

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