5K Races in Connecticut

RACE FOR CATHERINE

Fri, Oct 9 · Newtown, CT Newtown

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

From $15 Open Closing Soon

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Come on Over 5K and 2.1 Mile Fitness Walk

Sat, Oct 10 · Portland, CT Portland

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

From $20 Open Closing Soon

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Miles for Moriah

Sat, Oct 10 · West Haven, CT West Haven

Miles for Moriah

From $35 Open Closing Soon

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Run/Walk To Save a Life 5K

Sun, Oct 11 · Hamden, CT Hamden

Road 5K

From $30 Open Closing Soon

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Lime Rock Park 5K

Sun, Oct 11 · Lakeville, CT Lakeville

Road 5K

From $35 Open Closing Soon

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New Milford XC Quad Meet

Tue, Oct 13 · New Milford, CT New Milford

Road Girls RaceBoys Race

From $0 Open Closing Soon

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Cider Run/Walk 5k

Sat, Oct 17 · Warren, CT Warren

Road Cider Run/Walk 5k

From $25 Open Closing Soon

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The Postal Dash 5K

Sat, Oct 17 · Derby, CT Derby

Road 5K

From $30 Open Closing Soon

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All Hallows Eve 5K

Sat, Oct 17 · Hampton, CT Hampton

Road 5K

From $25 Open Closing Soon

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Coast Guard Foundation - Run to Remember 5k Road Race & Walk

Sat, Oct 17 · New London, CT New London

Road Run to Remember 5K

From $30 Open Closing Soon

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

Sat, Oct 17 · Bridgeport, CT Bridgeport

Road Child Registration 12 & UnderYouth Registration 13 to 17 yrsFirst Responders & Military Registration +1

From $5 Open Closing Soon

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Ivoryton Pumpkin Chase

Sat, Oct 17 · Ivoryton, CT Ivoryton

Road 2M Walk5K Run

From $30 Open Closing Soon

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4th Annual OAH STRIDES Race and Family Fun Day

Sat, Oct 17 · Simsbury, CT Simsbury

Road Kids Fun Run5K10K

From $25 Open Closing Soon

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Run for Waterside

Sat, Oct 17 · Stamford, CT Stamford

Road General Public - 1-Mile Fun RunWaterside Students, Family, Alumni, & FacultyGeneral Public - 5K

From $8 Open Closing Soon

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Robert Tedford Memorial 5K Road Race

Sat, Oct 17 · Ellington, CT Ellington

Road Tedford Memorial 5K

From $30 Open Closing Soon

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IDS Fearless 5K Run and Walk

Sat, Oct 17 · Middlefield, CT Middlefield

Road Fearless Kids Fun Race 4th Grade and UnderFearless 5K Run and Walk

From $10 Open Closing Soon

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Consumer Reports 5K

Sat, Oct 17 · Colchester, CT Colchester

Virtual Virtual 5KConsumer Reports 5K - Run/Walk at the Auto Test TrackSpectator

From $0 Open Closing Soon

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The Little Guild 13th Annual Run & Wag 5K

Sat, Oct 17 · Cornwall, CT Cornwall

Road Run & Wag 5k

From $35 Open Closing Soon

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2026 Run for The Cove 5K & Memorial Walk

Sun, Oct 18 · Madison, CT Madison

Road Madison Memorial Walk5K RaceKids' Fun Run

From $10 Open Closing Soon

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34th Annual Halloween 5K and Kids Fun Run

Sun, Oct 18 · Brookfield, CT Brookfield

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

From $5 Open Closing Soon

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Bristol Mum-A-Thon Road Race 2026

Sun, Oct 18 · Bristol, CT Bristol

Road Monster Mile5K Road Race - Individual8K Road Race +1

From $15 Open Closing Soon

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Goodwill Halloween Hustle 5K and Walk

Sun, Oct 18 · Glastonbury, CT Glastonbury

Road Goodwill Halloween Hustle 5K and Walk

From $25 Open Closing Soon

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Run for Music

Sun, Oct 18 · Ledyard, CT Ledyard

Road 5K Run

From $35 Open Closing Soon

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The 36th edition of THE Great Pumpkin Classic

Sun, Oct 18 · TRUMBULL, CT TRUMBULL

Road 1+ Mile Health Walk ages 19 & over1+ Mile Health Walk ages 18 & under1+ Mile Health Walk ages 19 & over +7

From $16 Open Closing Soon

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Mystic Aquarium's Run Walk for Penguins

Sun, Oct 18 · Mystic, CT Mystic

Road 2 Mile Walk5K Run

From $45 Open Closing Soon

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Cromwell Riverport 5k

Sat, Oct 24 · Cromwell, CT Cromwell

Road Cromwell Riverport 5k

From $25 Open

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

Sat, Oct 24 · 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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Los Runners Dia de Los Muertos 5K

Sat, Oct 24 · Norwalk, CT Norwalk

Road 5K Run1 Mile Walk

From $23 Open Closing Soon

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Woodbridge 5k

Sat, Oct 24 · Woodbridge, CT Woodbridge

Road 5k Road Race

From $30 Open

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

Sun, Oct 25 · WESTON, CT WESTON

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

From $15 Open Closing Soon

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Connecticut Law Enforcement Officers Memorial Run

Sun, Oct 25 · Middletown, CT Middletown

Road 2026 CT LEO Memorial Run

From $25 Open Closing Soon

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King Cares Annual 5K

Sun, Oct 25 · Stamford, CT Stamford

Road King Cares Annual 5K

From $30 Open

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Markham Aviation Run The Runway 5K & Kids Fun Run

Sun, Oct 25 · Meriden, CT Meriden

Virtual 5KVirtual 5KKids Fun Run

From $0 Open Closing Soon

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Kent Pumpkin Run 50th Anniversary Race

Sun, Oct 25 · Kent, CT Kent

Road 5 Mile Kent Pumpkin Run (Walkers)5 Mile Kent Pumpkin RunKids Fun Run +1

From $0 Open Closing Soon

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Masquerade 5K

Sun, Oct 25 · Marlborough, CT Marlborough

Road Marlborough Masquerade 5k

From $25 Open

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HKYFS Pumpkin Run 5K, 2M & Kids Run

Sun, Oct 25 · Higganum, CT Higganum

Road 1/4 mile Kids Fun Run1/2 Mile Kids Fun Run2M Walk (Not Timed) +2

From $20 Open Closing Soon

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HVAL Invitational

Fri, Oct 30 · Litchfield, CT Litchfield

Road Boys RaceGirls Race

From $0 Open

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Together We Run for Education Charity Road Race (Spooky Edition)

Sat, Oct 31 · 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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St. Michael School 5K Turkey Trot

Sat, Oct 31 · Pawcatuck, CT Pawcatuck

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

From $20 Open

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Collinsville Trick or Trot

Sat, Oct 31 · Collinsville, CT Collinsville

Road Collinsville Trick or Trot

From $30 Open

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Roxbury Road Race Series #33

Sat, Oct 31 · Roxbury, CT Roxbury

Road 5 Miles

From $10 Open

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Norwalk PAL 5K BOO!

Sat, Oct 31 · Norwalk, CT Norwalk

Road 5K RunHalf Mile Kids Fun Run

From $12 Open Closing Soon

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Lyman Orchards Pie Run

Sat, Oct 31 · Middlefield, CT Middlefield

Road 5K5 Mile

From $30 Open

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Run the Sound 5K – Halloween Edition

Sat, Oct 31 · Bridgeport, CT Bridgeport

Road Kids 12 & under FREE with registered adult.Run the Sound 5K – Halloween Edition

From $25 Open

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15th Annual Milford 5K Trick or Trot Run/Walk

Sat, Oct 31 · Milford, CT Milford

Road 15th Annual Milford 5K Trick or Trot Run/Walk (Youth 18 and Under)15th Annual Milford 5K Trick or Trot Run/Walk

From $25 Open

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Run with the Saints

Sun, Nov 1 · Darien, CT Darien

Road 1 Mile Kids run / Adult Walk5k Run

From $25 Open

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Happy HalloWINE Run & Walk

Sun, Nov 1 · Stratford, CT Stratford

Road Happy HalloWINE 5k age 21 & overHappy HalloWINE 5k age 20 & under

From $25 Open 100 spots left

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East Windsor Veterans Day 5K Road Race

Sat, Nov 7 · Broad Brook, CT Broad Brook

Road E Windsor Veterans Day 5K Road Race

From $20 Open

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Folds of Honor Bethel Veteran's Day 5K

Sat, Nov 7 · Bethel, CT Bethel

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

From $25 Open

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Tarzan Brown Mystic River Run

Sat, Nov 7 · Mystic, CT Mystic

Road 5 Mile

From $35 Open Closing Soon

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