5K Races in Connecticut

Run for The Hills

Sat, Sep 5 · Niantic, CT Niantic

Trail Run for the Hills

From $25 Open Closing Soon

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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 Closing Soon

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The GREAT Donut Challenge

Sat, Sep 5 · West Hartford, CT West Hartford

Road The GREAT Donut Challenge

From $30 Open Closing Soon

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Black Hog Brewing Co. 5K Road Race

Sat, Sep 5 · Oxford, CT Oxford

Road 5K

From $30 Open Closing Soon

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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 Closing Soon

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Haddam Neck Fair 5K

Sun, Sep 6 · Haddam, CT Haddam

Road Haddam Neck Fair 5K

From $18 Open Closing Soon

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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 Closing Soon

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Riva Runs The Boardwalk 5k

Sat, Sep 12 · West Haven, CT West Haven

Road Riva Runs The Boardwalk 5k 21 & overRiva Runs The Boardwalk 5k 20 & under

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 Closing Soon

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Greenleaf 5K River Run for the Fund

Sat, Sep 12 · New London, CT New London

Road Greenleaf 5K River Run for the Fund

From $30 Open Closing Soon

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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 Closing Soon

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Groton City Brew Run

Sat, Sep 12 · Groton, CT Groton

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

From $32 Open Closing Soon

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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 Closing Soon

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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 Closing Soon

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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 Closing Soon

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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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Cheshire Community YMCA Harvest Trail Race and Y Cup Relay

Wed, Sep 16 · Cheshire, CT Cheshire

Trail 5K Trail RaceY Cup Relay

From $17 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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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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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

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OUTRUN ADDICTION 5K

Sat, Sep 19 · Enfield, CT Enfield

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

From $25 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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Fleet Feet Hartford Fall 2026 Training Programs

Sat, Sep 19 · West Hartford, CT West Hartford

Road MRR Training Program5K Training Program - Training Program OnlyBundle: 5K Training Program & Goal Race Registration

From $100 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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Come Out & Run 5k

Sun, Sep 20 · Wilton, CT Wilton

Road Kids under 10 RegistrationAdult 18 +Kids (age10 -17) Registration

From $0 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 Closing Soon

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

Sun, Sep 20 · Westport, CT Westport

Road In-Person WALKIn-Person 5K RUN

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/RUN

From $25 Open

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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 on Over 5K and 2.1 Mile Fitness Walk

Sat, Sep 26 · Portland, CT Portland

Road Come on Over 2.1 Mile Fitness WalkPortland Come on Over 5K Run

From $20 Open

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No Sto Defeats MSA 5K Trail Race and Fitness Walk

Sat, Sep 26 · North Stonington, CT North Stonington

Virtual Defeat MSA Fitness WalkDefeat MSA 5K RunVirtual Support- walk/run when and Where you want

From $20 Open

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Together We Run for Education Charity Road Race

Sat, Sep 26 · East Hartford, CT East Hartford

Road Together We Run for Education 1.5 Mile Walk (untimed)Together We Run for Education 5K Road Race

From $15 Open

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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 Closing Soon

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Woodbridge 5k

Sat, Sep 26 · Woodbridge, CT Woodbridge

Road 5k Road Race

From $30 Open Closing Soon

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Sickle Cell Disease Association of America, CT/ Michelle's House Walk. Run. Bike.

Sat, Sep 26 · New Haven, CT New Haven

Road Sickle Cell Disease Association of America, CT/ 5K Walk - Michelle's HouseSickle Cell Disease Association of America, CT/ James Barber 5K Run - Michelle's HouseSickle Cell Disease Association of America, CT Bike Ride - Michelle's House

From $25 Open

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Cromwell Riverport 5k

Sat, Sep 26 · Cromwell, CT Cromwell

Road Cromwell Riverport 5k

From $25 Open

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Moosup Valley 5k, 8K and 10K All Trail Race

Sun, Sep 27 · Sterling, CT Sterling

Road 5K10K8K

From $49 Open

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Run/Walk To Save a Life 5K

Sun, Sep 27 · Hamden, CT Hamden

Road 5K

From $30 Open

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Lisbon Fall Festival Road Race

Sun, Sep 27 · Lisbon, CT Lisbon

Road Lisbon Fall Festival- 5K

From $25 Open

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4th Annual Beach to Beach 5k

Sun, Sep 27 · Morris, CT Morris

Road Beach to Beach 5k

From $30 Open

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Bosco Fowler Memorial 5K Road Race

Sun, Sep 27 · Stafford Springs, CT Stafford Springs

Road Bosco Fowler Memorial 5KKids' Fun Run

From $20 Open

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The 39th Bigelow Tea Community Challenge

Sun, Sep 27 · Southport, CT Southport

Virtual Kids' Fun Run3k WalkVirtual Adult Run/Walk +1

From $15 Open Closing Soon

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Nonnewaug Cross Country Invitational

Fri, Oct 2 · Woodbury, CT Woodbury

Road Hold EventGirls JVVarsity Boys +2

From $0 Open

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Pounding the Pavement for Pink Races

Fri, Oct 2 · Seymour, CT Seymour

Virtual Kid's Run - Live in Seymour5k - Virtual AnywhereKid's Run - Virtual +1

From $15 Open

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Salmon River 5.5 Mile Run

Sat, Oct 3 · Colchester, CT Colchester

Road Salmon River 5.5 Mile Run

From $35 Open

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Cider Mill Road Race

Sat, Oct 3 · Tolland, CT Tolland

Road Cider Mile Fun Run 1 milerCider Mill 5kCider Mill Kids Fun Runs

From $12 Open

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Running for Water for Africa 5K

Sat, Oct 3 · Milford, CT Milford

Road One Mile Walk Running for Water for Africa5K Run/Walk Running for Water for Africa

From $30 Open

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Race Brook's Rockin' Road Race

Sat, Oct 3 · Orange, CT Orange

Road 5KFun Run One Mile Around RBS Track

From $15 Open

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