5K Races in Connecticut — 2026

There are 139 5K races in Connecticut scheduled for 2026. The next is the Miles for Moriah in West Haven on October 10. Connecticut 5K races run primarily October.

The Joyce Allen Great Turkey Escape

Thu, Nov 26 · Redding, CT Redding

1K Kids Fun Run5k Run5K Walk +1

From $30 Open 35 spots left

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Commodore Hull Thanksgiving Day 5k Road Race

Thu, Nov 26 · Shelton, CT Shelton

Commodore Hull Thanksgiving Day 5K Road Race

From $35 Closed

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Bethel Turkey Trot

Thu, Nov 26 · Bethel, CT Bethel

5K5K Child ONLY (18 and Under)

From $25 Open

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Lenny and Joe's Madison Turkey Trot

Thu, Nov 26 · Madison, CT Madison

2 Mile Walk5 Mile Run

From $20 Open

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2026 Web Hill Turkey Trot

Thu, Nov 26 · West Hartford, CT West Hartford

2026 Webster Hill Turkey Trot

From $25 Open

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Darien Depot Overstuffed Turkey Trot 5K and 1 Mile Fun Run

Fri, Nov 27 · Darien, CT Darien

1 M Fun Run5K Run

From $45 Open

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Greenwich Alliance Turkey Trot 5K, 1 Mile & Mini-Trot

Sat, Nov 28 · Greenwich, CT Greenwich

1-Mile5KMini-Trot +1

From $20 Open

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The ODO Gobbler Run & Ruck

Sat, Nov 28 · South Glastonbury, CT South Glastonbury

Lil Gobbler Kids Program (includes Fun Run)5-Mile Run5k Run/Walk +1

From $15 Open

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Run Santa Run

Sat, Nov 28 · New Milford, CT New Milford

Run Santa Run 16 5k

From $25 Open

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Niantic Jingle 5k

Mon, Nov 30 · Niantic, CT Niantic

Niantic Jingle Virtual 5kNiantic Jingle 5k

From $25 Open

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Santa Made Me Do It

Sat, Dec 5 · Bethlehem, CT Bethlehem

5K Road Race2 Mile Walk

From $30 Open

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Tinsel Fun Run

Sat, Dec 5 · Berlin, CT Berlin

2 Mile Run

From $35 Open

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Woodburrr (no Y) 1-Miler

Sat, Dec 5 · Woodbury, CT Woodbury

Woodburrr (no Y) 1-Miler

From $25 Open 99 spots left

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2026 NIA Jingle Bell Run - 38th Annual

Sat, Dec 5 · Trumbull, CT Trumbull

2026 NIA JBR — 1.25mi Health Walk2026 NIA Jingle Bell Run 5K — 18 yrs and younger only!2026 NIA Jingle Bell Run 5K — 19 yrs & older

From $23 Open

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2026 Jingle Bell Run - Connecticut

Sat, Dec 5 · North Haven, CT North Haven

5K Untimed5K TimedKids Run +1

From $25 Open

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Christopher Martin's Christmas Run for Children

Sun, Dec 6 · New Haven, CT New Haven

5K

From $36 Open

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6th Annual Roseland Park Christmas Run 5K & Kids Fun Run

Sat, Dec 12 · Woodstock, CT Woodstock

Rudolph Kids Fun Run (1/2 Mile)Holly Jolly 5 MilerJingle Bell 5K

From $15 Open

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The Holiday Run & Walk For Toys

Sun, Dec 13 · Stratford, CT Stratford

The Holiday 5K Run for Toys - ages 18 & underThe Holiday 5K Run/Walk For Toys - ages 19 & over

From $15 Closed 40 spots left

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Holly Jolly Jaunt

Sat, Dec 19 · East Hartland, CT East Hartland

2 Miles

From $25 Open

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The Scrooge Scramble 5K - Rails to Trails - Vernon

Fri, Dec 25 · Vernon Rockville, CT Vernon Rockville

Scrooge Scramble 5K 2026 (Rails to Trails)

From $25 Open

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Frosty 5K

Fri, Jan 1 · Guilford, CT Guilford

2M Fitness Walk5KKids Fun Run

From $10 Closed

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Brookfield Lions Run for Sight 4-Miler

Fri, Jan 1 · Brookfield, CT Brookfield

Brookfield Lions Run for Sight 4-Miler

From $30 Closed

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Kelley's Pace Frostbite

Sat, Jan 9 · Mystic, CT Mystic

5 Mile

From $33 Open

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Winter Wonderland 5 Miler

Sun, Jan 31 · Milford, CT Milford

5 Mile Race2 Mile Walk

From $20 Closed

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IRIS Run for Refugees

Sun, Feb 14 · New Haven, CT New Haven

5KVirtual 5K5K Student

From $34 Open

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Kelley's Pace Hare Hop 5K

Sat, Feb 27 · Mystic, CT Mystic

5K5K

From $31 Open

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99.1 PLR *Shamrock and Roll 5K*

Sun, Mar 7 · New Haven, CT New Haven

5K5K

From $30 Open

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Catch A Leprechaun 5K

Sat, Mar 13 · Essex, CT Essex

Catch a Leprechaun 5k5K

From $33 Closed

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2027 Deer Lake 5 Mile Trail Run & Kids 1 Mile Trail Run

Sun, Apr 25 · Killingworth, CT Killingworth

2027 Deer Lake Kids 1 Mile Trail Run2026 Trail Run 5 Miles2027 Deer Lake 5 Mile Trail Run

From $15 Closed

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Brew Run

Sat, May 1 · New London, CT New London

Root Beer Run- 1 Mile Kids RunRoot Beer Run- 1 Mile Kids RunBrew Run 5K +1

From $20 Open

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Miles For Margaritas

Sun, May 2 · Stratford, CT Stratford

Little Pub Margarita UNTIMED One Mile Walk OnlyLittle Pub Margarita UNTIMED One Mile Walk OnlyLittle Pub Miles for Margarita 5k Run or Walk +1

From $27 Closed 33 spots left

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2026 Rossiter Run 5K Race and Fun Run/Walk

Sun, May 16 · Washington Depot, CT Washington Depot

Rossiter Run 5K Race 2026Rossiter Run Fun Run/WalkRossiter Run 5K Race 2027 +1

From $5 Closed

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Moonlight 5K

Fri, May 21 · New Milford, CT New Milford

Moonlight 5KMoonlight 5K

From $35 Open

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33rd Annual | Weston Memorial Day Weekend 5K & Kids Fun Run

Sat, May 29 · Weston, CT Weston

Kids Fun Run RacesKids Fun Run Races5K Adult Run/Walk +3

From $15 Closed

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Marlborough Lions Club Round The Lake 5K

Sun, May 30 · Marlborough, CT Marlborough

5k5k

From $25 Closed

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Run the Vineyards - Jonathan Edwards 5K

Sat, Jun 5 · North Stonington, CT North Stonington

5K5K

From $44 Open

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Brookfield Lions Strides to Cure Diabetes 5-Miler

Sun, Jun 6 · Brookfield, CT Brookfield

Brookfield Lions Strides to Cure Diabetes 5-MilerBrookfield Lions Strides to Cure Diabetes 5-Miler

From $30 Closed

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Run the Vineyards - Priam Vineyards 5K

Sun, Jul 25 · Colchester, CT Colchester

1 Mile Walk5K5K

From $34 Open

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Battle of Stonington 5K

Tue, Aug 17 · Stonington, CT Stonington

5K: Walk or Run5K: Walk or Run

From $32 Open

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Fishbein / YMCA Community Road Race

Sun, Oct 3 · Wallingford, CT Wallingford

Healthy Living 1K WalkYouth RaceHealthy Living 1K Walk +3

From $5 Open

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