5K Races in Connecticut

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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Big Sky 5K and Kids 1 mile Dash

Sun, Oct 4 · Farmington, CT Farmington

Road Kids Dash5K

From $10 Open 50 spots left

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2026 Sono Half + 5K with myTEAM TRIUMPH

Sun, Oct 4 · Norwalk, CT Norwalk

Open

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Norfolk Land Trust Trail Race Series/Haystack Mountain Challenge

Sun, Oct 4 · Norfolk, CT Norfolk

Trail 5K Trail Race10K Trail RaceHalf Marathon

From $25 Open

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Fishbein / YMCA Community Road Race

Sun, Oct 4 · Wallingford, CT Wallingford

Road Healthy Living 1K WalkYouth Race5K Run

From $5 Open

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Strides for Strength!

Sun, Oct 4 · Bridgeport, CT Bridgeport

Road Charity 5K Run

From $35 Open Closing Soon

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Apple Harvest Road Races

Sun, Oct 4 · Southington, CT Southington

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

From $20 Open

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RACE FOR CATHERINE

Fri, Oct 9 · Newtown, CT Newtown

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

From $15 Open

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Hartland Harvest Run

Sat, Oct 10 · East Hartland, CT East Hartland

Road 5K Road Race

From $25 Open

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Miles for Moriah

Sat, Oct 10 · West Haven, CT West Haven

Miles for Moriah

From $35 Open

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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

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Robert Tedford Memorial 5K Road Race

Sat, Oct 17 · Ellington, CT Ellington

Road Tedford Memorial 5K

From $30 Open

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Cider Run/Walk 5k

Sat, Oct 17 · Warren, CT Warren

Road Cider Run/Walk 5k

From $25 Open

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

Sat, Oct 17 · Bridgeport, CT Bridgeport

Road Adult RegistrationFirst Responders & Military RegistrationChild Registration 12 & Under +1

From $5 Open

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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

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Ivoryton Pumpkin Chase

Sat, Oct 17 · Ivoryton, CT Ivoryton

Road 2M Walk5K Run

From $30 Open

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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

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Run for Music

Sun, Oct 18 · Ledyard, CT Ledyard

Road 5K Run

From $35 Open

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The 36th edition of THE Great Pumpkin Classic

Sun, Oct 18 · TRUMBULL, CT TRUMBULL

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

From $16 Open

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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

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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

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Bristol Mum-A-Thon Road Race 2026

Sun, Oct 18 · Bristol, CT Bristol

Road Monster Mile5K Road Race - Individual8 mile Road Race +1

From $15 Open

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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

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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

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Masquerade 5K

Sun, Oct 25 · Marlborough, CT Marlborough

Road Marlborough Masquerade 5k

From $25 Open

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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

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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) +1

From $20 Open

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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

From $0 Open

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HVAL Invitational

Fri, Oct 30 · Litchfield, CT Litchfield

Road Girls RaceBoys Race

From $0 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 under5K1 mile fun run- over 10 years old +1

From $20 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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Collinsville Trick or Trot

Sat, Oct 31 · Collinsville, CT Collinsville

Road Collinsville Trick or Trot

From $30 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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Lyman Orchards Pie Run

Sat, Oct 31 · Middlefield, CT Middlefield

Road 5K5 Mile

From $30 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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Run for the Riverfront 5K

Sat, Nov 7 · Hartford, CT Hartford

Road Run for Riverfront RowingWalk for Riverfront RowingErg for Riverfront Rowing +1

From $35 Open

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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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Tarzan Brown Mystic River Run

Sat, Nov 7 · Mystic, CT Mystic

Road 5 Mile

From $35 Open

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Folds of Honor Bethel Veteran's Day 5K

Sat, Nov 7 · Bethel, CT Bethel

Road 5K Run/Walk- First Responders, Active Duty Military, and Veterans5K Run/Walk

From $25 Open

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Roxbury Road Race Series #34

Sat, Nov 7 · Roxbury, CT Roxbury

Road 4.5 Miles

From $10 Open

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Stonington Vineyards Wine Run Turkey Trot 5k

Sun, Nov 8 · Stonington, CT Stonington

Road 5k

From $30 Open

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Centerville Bank Thompson Turkey Trot

Sun, Nov 8 · Thompson, CT Thompson

Trail Thompson 3K Wobble- Walk- untimedThompson 5K Trail Run

From $25 Open

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2026 Vicki Soto 5K with myTEAM TRIUMPH

Wed, Nov 11 · Bridgeport, CT Bridgeport

Open

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Honor Our Veterans 5k

Wed, Nov 11 · Westport, CT Westport

Road Honor Our Veterans Health WalkHonor Our Veterans 5K Run

From $35 Open

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Hot COCO 5K

Sat, Nov 14 · Cheshire, CT Cheshire

Road Kids Fun Run1 Mile WalkHot COCO 5K

From $10 Open

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Waterford High School 14th Annual 5K Turkey Trot

Sat, Nov 21 · Waterford, CT Waterford

Road 5K Run

From $40 Open

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Newtown Turkey Trot

Thu, Nov 26 · Newtown, CT Newtown

Road 2.5K Walk5K Run

From $25 Open Closing Soon

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2025 Pequot Runners Thanksgiving Day 5-Mile Race with myTEAM TRIUMPH

Thu, Nov 26 · Southport, CT Southport

mTT Angel - 2.6 Mile WalkmTT Captain - 2.6 Mile Walk

From $0 Open

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Stratford Turkey Day Trot

Thu, Nov 26 · Stratford, CT Stratford

Road Stratford Turkey Day Trot

From $34 Open Closing Soon

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The Joyce Allen Great Turkey Escape

Thu, Nov 26 · Redding, CT Redding

Road 1K Kids Fun Run5k Run5K Walk +1

From $30 Open 35 spots left

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