5K Races in Connecticut

Fischang-Cicchetti Memorial Road Race

Sun, Nov 22 · Waterbury, CT Waterbury

Road 5 Mile5K

From $30 Open

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Annual Kiwanis Turkey Trot Road Race

Sun, Nov 22 · Wallingford, CT Wallingford

Road Turkey Trot 3.5 Mile Road RaceTurkey Trot 5 Mile Road Race

From $30 Open

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Branford Thanksgiving 5K

Thu, Nov 26 · Branford, CT Branford

Road Kids Fun Run2 Mile Walk5K

From $10 Open

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Roxbury Thanksgiving Day Charity Race

Thu, Nov 26 · Roxbury, CT Roxbury

Road Roxbury Thanksgiving Day Charity Race

From $10 Open

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15th Annual O'BRiley 5K Turkey Trot AT 9AM

Thu, Nov 26 · Collinsville, CT Collinsville

Road 15th Annual O'BRiley 5K Turkey Trot

From $25 Open

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Powerhouse Thanksgiving Road Race

Thu, Nov 26 · Berlin, CT Berlin

Road 5K

From $20 Open

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Rowayton Turkey Trot

Thu, Nov 26 · Norwalk, CT Norwalk

Road 1 Mile Fun Run5K Run

From $20 Open

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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 Closing Soon 35 spots left

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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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2026 Southbury Turkey Trot 5K & Kids Fun Run

Thu, Nov 26 · Southbury, CT Southbury

Road 5KKids Fun Run

From $10 Open

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Bethel Turkey Trot

Thu, Nov 26 · Bethel, CT Bethel

Road 5K Child ONLY (18 and Under)5K

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 Captain - 2.6 Mile WalkmTT Angel - 2.6 Mile Walk

From $0 Open

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Boys & Girls Club of Ridgefield 45th Annual Turkey Trot

Thu, Nov 26 · Ridgefield, CT Ridgefield

Road Kids Fun Run5K Turkey Trot

From $20 Open Closing Soon

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Falcon 5K Turkey Trot

Thu, Nov 26 · Avon, CT Avon

Road Falcon 5K Turkey Trot

From $30 Open Closing Soon

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Lenny and Joe's Madison Turkey Trot

Thu, Nov 26 · Madison, CT Madison

Road 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

Road 2026 Webster Hill Turkey Trot

From $25 Open

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Pequot Runners Thanksgiving Day Race

Thu, Nov 26 · Southport, CT Southport

Road 2.6 Mile Walk5 Mile Race

From $34 Open Closing Soon

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Stratford Turkey Day Trot

Thu, Nov 26 · Stratford, CT Stratford

Road Stratford Turkey Day Trot

From $34 Open

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

Fri, Nov 27 · Darien, CT Darien

Road 1 M Fun Run5K Run

From $45 Open

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The ODO Gobbler Run & Ruck

Sat, Nov 28 · South Glastonbury, CT South Glastonbury

Road Lil Gobbler Kids Program (includes Fun Run)5k Ruck5-Mile Run +1

From $15 Open

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Run Santa Run

Sat, Nov 28 · New Milford, CT New Milford

Road Run Santa Run 16 5k

From $25 Open

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

Sat, Nov 28 · Greenwich, CT Greenwich

Virtual 1-Mile5KMini-Trot +1

From $20 Open Closing Soon

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Niantic Jingle 5k

Mon, Nov 30 · Niantic, CT Niantic

Virtual Niantic Jingle 5kNiantic Jingle Virtual 5k

From $25 Open

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Santa Made Me Do It

Sat, Dec 5 · Bethlehem, CT Bethlehem

Road 5K Road Race2 Mile Walk

From $30 Open

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2026 NIA Jingle Bell Run - 38th Annual

Sat, Dec 5 · Trumbull, CT Trumbull

Road 2026 NIA JBR — 1.25mi Health Walk2026 NIA Jingle Bell Run 5K — 19 yrs & older2026 NIA Jingle Bell Run 5K — 18 yrs and younger only!

From $23 Open

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Joel Barlow 5K Reindeer Run

Sat, Dec 5 · Redding, CT Redding

Road 5K Reindeer Run/Walk

From $25 Open

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Christopher Martin's Christmas Run for Children

Sun, Dec 6 · New Haven, CT New Haven

Road 5K

From $36 Open

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

Sat, Dec 12 · Woodstock, CT Woodstock

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

From $15 Open

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Feeding 500 Holiday Hustle

Sun, Dec 13 · Wilton, CT Wilton

Road Feeding 500 5k Run

From $30 Open

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The Scrooge Scramble 5K - Rails to Trails - Vernon

Fri, Dec 25 · Vernon Rockville, CT Vernon Rockville

Road Scrooge Scramble 5K 2026 (Rails to Trails)

From $25 Open

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Frosty 5K

Fri, Jan 1 · Guilford, CT Guilford

Road 2M Fitness Walk5KKids Fun Run

From $10 Open

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Chilly Chili Run

Fri, Jan 1 · Orange, CT Orange

Road 5K RunWalk

From $15 Open

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Kelley's Pace Frostbite

Sat, Jan 9 · Mystic, CT Mystic

Road 5 Mile

From $33 Open

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Move With MADD: 5K Run & 2 Mile Walk

Sun, Jan 10 · Fairfield, CT Fairfield

Road 2 Mile Walk5K

From $33 Open Closing Soon

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IRIS Run for Refugees

Sun, Feb 14 · New Haven, CT New Haven

Virtual 5KVirtual 5K5K Student

From $34 Open

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Kelley's Pace Hare Hop 5K

Sat, Feb 27 · Mystic, CT Mystic

Road 5K5K

From $31 Open

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99.1 PLR Shamrock and Roll 5K

Sun, Mar 7 · New Haven, CT New Haven

Road 5K5K

From $30 Open

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UConn Nutrition Club 5k

Sat, Apr 10 · Storrs Mansfield, CT Storrs Mansfield

Road UConn Nutrition Club 5k 2027UConn Nutrition Club 5k 2026

From $20 Open 85 spots left

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Ion Bank Cheshire Road Races

Sun, Apr 11 · Cheshire, CT Cheshire

Road Kids 1/2 MileKids 1/2 Mile5K +5

From $10 Open

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

Sun, Apr 25 · Killingworth, CT Killingworth

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

From $15 Open

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Minute Man Race

Sun, Apr 25 · Westport, CT Westport

Road Kids Fun RunKids Fun Run5K Run/Walk +3

From $10 Open

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Brew Run

Sat, May 1 · New London, CT New London

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

From $20 Open

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Moonlight 5K

Fri, May 21 · New Milford, CT New Milford

Road Moonlight 5KMoonlight 5K

From $35 Open

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Run the Vineyards - Jonathan Edwards 5K

Sat, Jun 5 · North Stonington, CT North Stonington

Road 5K5K

From $44 Open Closing Soon

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Woodland Ramble Trail Run

Sat, Jun 5 · Mystic, CT Mystic

Trail 5K Trail Run5K Trail Run

From $31 Open

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Athletic Brewing Company Fairfield Road Races

Sat, Jun 5 · Fairfield, CT Fairfield

Road Lil' Stags Kids Fun Run (1/2 Mile)Lil' Stags Kids Fun Run (1/2 Mile)Athletic Brewing Beer Mile! +7

From $10 Open

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Acrisure Branford Road Race

Sun, Jun 20 · Branford, CT Branford

Road 1 Mile Mark Gilhuly Family Fun Run1 Mile Mark Gilhuly Family Fun Run2 Mile Health Walk +3

From $12 Open

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Run the Vineyards - Priam Vineyards 5K

Sun, Jul 25 · Colchester, CT Colchester

Road 1 Mile Walk5K5K

From $34 Open

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Battle of Stonington 5K

Tue, Aug 17 · Stonington, CT Stonington

Road 5K: Walk or Run5K: Walk or Run

From $32 Open

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Faxon Law New Haven Road Race

Mon, Sep 6 · New Haven, CT New Haven

Virtual 1/2 Mile Kids Fun Run1/2 Mile Kids Fun Run5K +10

From $8 Open Closing Soon

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