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.

Groton City Brew Run

Sat, Sep 12 · Groton, CT Groton

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

From $32 Open

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PTSMC Stride to Provide 5K Run/Walk

Sun, Sep 13 · Wallingford, CT Wallingford

Stride to Provide 5K

From $36.79 Closed

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West Haven Community House 85th Anniversary Community Fun Walk

Sun, Sep 13 · West Haven, CT West Haven

WHCH 85th Anniversary Community Fun Walk

From $30 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

5K Run/Walk - IN PERSON - UNTIMED5K Run/Walk - IN PERSON - TIMED5K Run/Walk – VIRTUAL

From $30 Closed

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Bound for the Sound

Sat, Sep 19 · Old Lyme, CT Old Lyme

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

From $5 Open

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

Sat, Sep 19 · New Haven, CT New Haven

Sickle Cell Disease Association of America, CT/ Mile 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 Closed

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Arc Run

Sat, Sep 19 · Meriden, CT Meriden

Virtual 5KARC 5KARC 10K

From $20 Open

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OUTRUN ADDICTION 5K

Sat, Sep 19 · Enfield, CT Enfield

2 Mile Walk5K Run or WalkVirtual 5K Run/Walk

From $25 Open

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Roxbury Road Race Series #27

Sat, Sep 19 · Roxbury, CT Roxbury

4.3 Miles

From $10 Open

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Murray Lender 5K Bagel Run

Sun, Sep 20 · Woodbridge, CT Woodbridge

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

From $20 Open

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Roxbury Road Race Series #28

Sat, Sep 26 · Roxbury, CT Roxbury

3.2 Miles

From $10 Open

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The River Run

Sat, Sep 26 · Simsbury, CT Simsbury

5K10K

From $30 Closed

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Hayfield Hustle and Oktoberfest at New Pond Farm

Sat, Sep 26 · Redding, CT Redding

Children’s Sap Run5 Mile5k +1

From $25 Open

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2026 Pies & Pub TaTa Trot 5k

Sat, Sep 26 · Middlebury, CT Middlebury

5k Run/Walk

From $35 Closed

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Come on Over 5K and 2.1 Mile Fitness Walk

Sat, Sep 26 · Portland, CT Portland

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

From $20 Closed

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The 39th Bigelow Tea Community Challenge

Sun, Sep 27 · Southport, CT Southport

Kids' Fun Run3k Walk5k Run +1

From $15 Open

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Lisbon Fall Festival Road Race

Sun, Sep 27 · Lisbon, CT Lisbon

Lisbon Fall Festival- 5K

From $25 Open

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Run/Walk To Save a Life 5K

Sun, Sep 27 · Hamden, CT Hamden

5K

From $30 Open Closing Soon

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

Sun, Sep 27 · Moosup, CT Moosup

5K10K

From $49 Closed

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Roxbury Road Race Series #29

Sat, Oct 3 · Roxbury, CT Roxbury

2.4 Miles

From $10 Open

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Dana's Angels Research Trust's 2026 "DART To The Finish" 2 Mile Walk to Cure Niemann-Pick type C Disease

Sat, Oct 3 · Old Greenwich, CT Old Greenwich

Be a Virtual Walker - Registration -w- Fees Incl. is a Donation to DARTYouth Donation -w- Fees Incl., 10 years old to 21 years old - 2 Mile Walk at Tods PointAdult Donation -w- Fees Incl., 22 years old & up - 2 Mile Walk at Tods Point +1

From $0 Open

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Salmon River 5.5 Mile Run

Sat, Oct 3 · Colchester, CT Colchester

Salmon River 5.5 Mile Run

From $35 Open

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Apple Harvest Road Races

Sun, Oct 4 · Southington, CT Southington

Y CUP 1-Mile RaceLittle Fritter Fun Run2 Mile Health Walk +3

From $20 Open

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Fishbein / YMCA Community Road Race

Sun, Oct 4 · Wallingford, CT Wallingford

Healthy Living 1K WalkYouth Race5K Run

From $5 Open

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Garavel SoNo Half Marathon | 5K

Sun, Oct 4 · Norwalk, CT Norwalk

5K Student5KHalf Marathon +1

From $25 Open 10 spots left

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RACE FOR CATHERINE

Fri, Oct 9 · Newtown, CT Newtown

5K - (Virtual)5K - Certified & Timed5K Youth (Virtual) +2

From $15 Open Closing Soon

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Gemstone Sparkle Sprint 5k

Sat, Oct 10 · Wilton, CT Wilton

Gemstone Sparkle Accessible Run/WalkGemstone Sparkle Sprint Trail 5KPink Diamond Sponsor $10,000 (2 Exclusive Opportunities) +5

From $0 Closed

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Hartland Harvest Run

Sat, Oct 10 · East Hartland, CT East Hartland

5K Road Race

From $25 Open

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Benhaven Walk for Autism

Sun, Oct 11 · New Haven, CT New Haven

Virtual WalkWalk

From $25 Open

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Ivoryton Pumpkin Chase

Sat, Oct 17 · Ivoryton, CT Ivoryton

Ivoryton Pumpkin Chase

From $35 Closed

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Roxbury Road Race Series #31

Sat, Oct 17 · Roxbury, CT Roxbury

4.2 Miles

From $10 Open

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The Little Guild 13th Annual Run & Wag 5K

Sat, Oct 17 · Cornwall, CT Cornwall

Run & Wag 5k

From $35 Open

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Harvest Hope 5K

Sat, Oct 17 · Bolton, CT Bolton

Harvest Hope 5K

From $35 Open

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Running for Water for Africa 5K

Sat, Oct 17 · Milford, CT Milford

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

From $0 Closed

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Tom Centinaro Memorial "Dam" Race

Sat, Oct 17 · Wolcott, CT Wolcott

Trail Run

From $25 Open

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34th Annual Halloween 5K and Kids Fun Run

Sun, Oct 18 · Brookfield, CT Brookfield

Halloween Kids Fun Run (0.23 miles)34th Annual Halloween 5K

From $5 Open

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Bristol Mum-A-Thon Road Race 2026

Sun, Oct 18 · Bristol, CT Bristol

Monster Mile5K Road Race - Individual8 mile Road Race +1

From $15 Open

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The Salisbury Beast 5K

Sun, Oct 18 · Salisbury, CT Salisbury

Salisbury Beast 5K

From $45 Open

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The Ridgefield Road Fest 50th ANNIVERSARY: 1/2 Marathon, 7-Miler, & Iris Fund 5K

Sun, Oct 18 · Ridgefield, CT Ridgefield

Iris Fund Team Only-5KIris Fund 5KRidgefield Road Fest 7-miler +3

From $23.5 Open

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Great Pumpkin Classic

Sun, Oct 18 · TRUMBULL, CT TRUMBULL

1+ Mile Health Walk ages 19 & over1+ Mile Health Walk ages 18 & under5k Run or Walk ages 18 & under +2

From $16 Open Closing Soon

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Reservoir Run Half Marathon, 5K, Kids Fun Runs & Family Stroll

Sun, Oct 25 · WESTON, CT WESTON

Reservoir Run - Kids Fun Runs & Family Stroll (all ages)Reservoir Run 5KReservoir Run Races Half Marathon

From $15 Open

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Connecticut Law Enforcement Officers Memorial Run

Sun, Oct 25 · Middletown, CT Middletown

2026 CT LEO Memorial Run

From $25 Open

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Run The Runway 5K & Kids Fun Run

Sun, Oct 25 · Meriden, CT Meriden

5KKids Fun Run

From $0 Open

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Abner Oakes III Veterans Run 5K & 10K

Sun, Oct 25 · Hamden, CT Hamden

5K1 Mile Fun Walk10K

From $25 Open Closing Soon

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Crosby Sports Hall of Fame Fall into Fall 4k

Sun, Oct 25 · Waterbury, CT Waterbury

Fall into Fall 4k Run/Walk

From $20 Open

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St. Michael School 5K Turkey Trot

Sat, Oct 31 · Pawcatuck, CT Pawcatuck

1 Mile Fun Run- age 10 and under5KFamily Registration 5K +1

From $20 Open

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Lyman Orchards Pie Run

Sat, Oct 31 · Middlefield, CT Middlefield

5K5 Mile

From $30 Open

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Roxbury Road Race Series #33

Sat, Oct 31 · Roxbury, CT Roxbury

5 Miles

From $10 Open

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Folds of Honor Bethel Veteran's Day 5K

Sat, Nov 7 · Bethel, CT Bethel

5K Run/Walk5K Run/Walk- First Responders, Active Duty Military, and Veterans

From $25 Open

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Robert J. Lynes Memorial Road Race

Sat, Nov 7 · Meriden, CT Meriden

5KKids Run

From $0 Open Closing Soon

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