5K Races in Connecticut — 2026

There are 139 5K races in Connecticut scheduled for 2026. The next is the Roxbury Road Race Series #25 in Roxbury on September 5. Connecticut 5K races run primarily September through May.

CT Veterans Day Race

Sat, Nov 7 · Coventry, CT Coventry

3 Mile Walk - Virtual3 Mile Walk - Live3 Mile Ruck - Live +3

From $35 Open Closing Soon

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East Windsor Veterans Day 5K Road Race

Sat, Nov 7 · Broad Brook, CT Broad Brook

E Windsor Veterans Day 5K Road Race

From $20 Open

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2026 Colony Grill 'Hot Oil' 5K

Sun, Nov 8 · Fairfield, CT Fairfield

5K GENERAL ENTRY5K - POLICE PERSONNEL5K - FIRE/EMS PERSONNEL +1

From $38 Closed 25 spots left

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Stonington Vineyards Wine Run Turkey Trot 5k

Sun, Nov 8 · Stonington, CT Stonington

5k

From $30 Open

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Honor Our Veterans 5k

Wed, Nov 11 · Westport, CT Westport

Honor Our Veterans Health WalkHonor Our Veterans 5K Run

From $35 Open

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A Good Run 5K

Fri, Nov 13 · New Haven, CT New Haven

AGR 5K RunAGR 5K VirtualAGR 5K Walk

From $25 Closed

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Hot COCO 5K

Sat, Nov 14 · Cheshire, CT Cheshire

Kids Fun Run1 Mile WalkHot COCO 5K

From $10 Open

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Electric Boat Athletic Club (EBAC) Fall Challenge

Sat, Nov 14 · New London, CT New London

4.75 Mile Road Race5k Road Race

From $30 Closed

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Waterford High School 14th Annual 5K Turkey Trot

Sat, Nov 21 · Waterford, CT Waterford

5K Run

From $40 Open

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Roxbury Road Race Series #35

Sat, Nov 21 · Roxbury, CT Roxbury

4.2 Miles

From $10 Open

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Annual Kiwanis Turkey Trot Road Race

Sun, Nov 22 · Wallingford, CT Wallingford

Turkey Trot 3.5 Mile Road RaceTurkey Trot 5 Mile Road Race

From $30 Closed

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Soul n Body Thanksgiving Trail Run

Thu, Nov 26 · Wolcott, CT Wolcott

Walk (7:30am)Run (7:30am)Walk (8:30am) +1

From $25 Open Closing Soon

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Bethel Turkey Trot

Thu, Nov 26 · Bethel, CT Bethel

5K5K Child ONLY (18 and Under)

From $25 Closed

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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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Branford Thanksgiving 5K

Thu, Nov 26 · Branford, CT Branford

Kids Fun Run2 Mile Walk5K

From $10 Open

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Falcon 5K Turkey Trot

Thu, Nov 26 · Avon, CT Avon

Falcon 5K Turkey Trot

From $35 Closed

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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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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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Run Turkey Run! Thanksgiving Day 5K

Thu, Nov 26 · Hamden, CT Hamden

5K

From $35 Open

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Newtown Turkey Trot

Thu, Nov 26 · Newtown, CT Newtown

2.5K Walk5K Run

From $25 Open Closing Soon

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Roxbury Thanksgiving Day Charity Race

Thu, Nov 26 · Roxbury, CT Roxbury

Roxbury Thanksgiving Day Charity Race

From $10 Open

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Stratford Turkey Day Trot

Thu, Nov 26 · Stratford, CT Stratford

Stratford Turkey Day Trot

From $34 Open Closing Soon

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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 Ruck +1

From $15 Closed

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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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2026 Jingle Bell Run - Connecticut

Sat, Dec 5 · North Haven, CT North Haven

5K Timed5K UntimedKids Run +1

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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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)Jingle Bell 5KHolly Jolly 5 Miler

From $15 Open

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The Holiday Run & Walk For Toys

Sun, Dec 13 · Stratford, CT Stratford

The Holiday 5K Run/Walk For Toys - ages 19 & overThe Holiday 5K Run for Toys - ages 18 & under

From $15 Closed 40 spots left

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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 $20 Open

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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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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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2026 Rossiter Run 5K Race and Fun Run/Walk

Sun, May 16 · Washington Depot, CT Washington Depot

Rossiter Run 5K Race 2026Rossiter Run 5K Race 2027Rossiter Run Fun Run/Walk +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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Marlborough Lions Club Round The Lake 5K

Sun, May 30 · Marlborough, CT Marlborough

5k5k

From $25 Closed

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