5K Races in Connecticut — 2026

There are 220 5K races in Connecticut scheduled for 2026. The next is the Gilbert Joseph & Brian Annual 5K (Gilbert JBA5K) in Winsted on April 25. Connecticut 5K races run primarily April through March.

Gilbert Joseph & Brian Annual 5K (Gilbert JBA5K)

Sat, Apr 25 · Winsted, CT Winsted

5K Walk/Run

From $25 Open Closing Soon

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America’s 250 Redcoat Retreat 5K

Sat, Apr 25 · North Grosvenordale, CT North Grosvenordale

5K Road Race

From $25 Open Closing Soon

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Amputee Awareness 5K Walk/Run

Sat, Apr 25 · Bridgeport, CT Bridgeport

Annual Amputee Awareness 5K Walk/Run

From $30 Open Closing Soon

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The Jeet Patel Memorial 5k

Sat, Apr 25 · New Haven, CT New Haven

5k Run5k Walk

From $25 Open Closing Soon

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Roxbury Road Race Series #8

Sat, Apr 25 · Roxbury, CT Roxbury

4.7 Miles

From $10 Open Closing Soon

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Shane Kinsella Memorial 5K Run or 2M Walk

Sat, Apr 25 · Goshen, CT Goshen

2M Untimed5K Run

From $25 Open Closing Soon

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Fight for Air Climb Hartford

Sat, Apr 25 · Hartford, CT Hartford

Open StairclimbFirefighter StairclimbFirefighter No Gear +2

From $0 Closed

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Deacon Chuck Dietsch Memorial 5K Run & Walk for Haiti

Sat, Apr 25 · Southbury, CT Southbury

Kids Fun Run (Age 12 and Under)5K Run5K Walk

From $0 Open Closing Soon

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The Denise D’Ascenzo Walk to Fight Rare Diseases

Sat, Apr 25 · Hamden, CT Hamden

Walk for National Fragile X Foundation CT ChapterWalk for We Bear This TogetherWalk for Peace Love & ACCESSibility +10

From $30 Open Closing Soon

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Julia's Run for Children

Sun, Apr 26 · New Haven, CT New Haven

One Mile untimed walk 18 & underKIDS 1K FUN RUN untimedOne Mile untimed walk 19 & over +4

From $5 Open Closing Soon

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Superhero Sunday 5K, Kids Mile, Community Bash

Sun, Apr 26 · Wethersfield, CT Wethersfield

Kids Mile5k Run5k Walk

From $0 Closed

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East Farms Spring Ahead 5k & 1M Fun Run

Sun, Apr 26 · Farmington, CT Farmington

1 Mile Fun Run (Not timed)5K

From $25 Open Closing Soon

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Minute Man Race

Sun, Apr 26 · Westport, CT Westport

Kids Fun Run5K Run/Walk10K Run

From $10 Open Closing Soon

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Strides For Scholars

Sun, Apr 26 · Union, CT Union

5K Run or walk

From $35 Open Closing Soon

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Run For Veterans

Sun, Apr 26 · Guilford, CT Guilford

5K10K

From $30 Open Closing Soon

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Daffodil Dash 5K

Sun, Apr 26 · Meriden, CT Meriden

5K

From $20 Open Closing Soon

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2026 Deer Lake 5 Mile Trail Run

Sun, Apr 26 · Killingworth, CT Killingworth

2026 Trail Run 5 Miles

From $30 Open Closing Soon

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Cinco K Mayo 5k Run/Walk

Sat, May 2 · Enfield, CT Enfield

5k Walk5k Run

From $25 Open Closing Soon

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Brew Run

Sat, May 2 · New London, CT New London

Root Beer Run- 1 Mile Kids RunBrew Run 5K

From $20 Open Closing Soon

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FES PTO Chocolate Truffle Shuffle 5K Trail Run

Sat, May 2 · North Franklin, CT North Franklin

FES PTO Chocolate Truffle Shuffle 5K Trail Run'Mini Chocolate Chip' 800m Kids Fun Run

From $15 Open Closing Soon

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St.Mary-St.Michael School 1 Mile Run

Sat, May 2 · Derby, CT Derby

1 Mile Run

From $25 Open Closing Soon

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4th Annual Sail to the Finish 2M Run

Sat, May 2 · Middlebury, CT Middlebury

2M

From $30 Open Closing Soon 90 spots left

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The Iger Fund 5K: Hosted by The Be Kind Project

Sat, May 2 · Hartford, CT Hartford

5k Run

From $25 Open Closing Soon

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Sharon Classic Road Race

Sat, May 2 · Sharon, CT Sharon

5.3 Mile Run/WalkKid's Fun RunKid's Not Quite a Mile

From $10 Open Closing Soon

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2026 Granby Road Race

Sat, May 2 · Granby, CT Granby

5K10K

From $40 Open Closing Soon

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Miles For Margaritas

Sun, May 3 · Stratford, CT Stratford

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

From $27 Open Closing Soon 30 spots left

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Track & Suffield 2 Miler

Sun, May 3 · Suffield, CT Suffield

Track & Suffield 2 Miler Wave 2Track & Suffield 2 Miler Wave 1

From $20 Open Closing Soon 50 spots left

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Mount Archer Trail Race

Sun, May 3 · Lyme, CT Lyme

The Sprint (3 mile Loop)The Moore Trail (9.2 mile Loop)

From $25 Open Closing Soon

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Glenholme 5K Run For Autism

Sun, May 3 · Washington Depot, CT Washington Depot

5k5k Dog

Closed

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Breast Cancer Alliance 5K for Hope

Sun, May 3 · Greenwich, CT Greenwich

BCA 5K for HOPEVritual BCA 5K for HOPE

From $25 Open Closing Soon

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Roxbury Road Race Series #10

Sat, May 9 · Roxbury, CT Roxbury

4.3 Miles

From $10 Open

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Beyond Stigma 5K Run & Walk

Sat, May 9 · Madison, CT Madison

Beyond Stigma 5K Run & Walk

From $25 Open

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Killingly Springtime Classic 5K

Sat, May 9 · Danielson, CT Danielson

5K - Adult5K - Youth (18 and Under)

From $18 Open

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MY MOTHER MADE ME DO IT 1 Mile Mother's Day Race

Sat, May 9 · Prospect, CT Prospect

1 Mile Run

From $25 Open

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Run Like a Mother 5K and Kid's 1-Mile 2026

Sun, May 10 · Ridgefield, CT Ridgefield

Kids 1 MileWomen's 5k Race

From $25 Open Closing Soon

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Vernon Mothers Day Dash 5K

Sun, May 10 · Vernon, CT Vernon

Mother Son DivisionMother Daughter DivisionVernon Mothers Day 5K Road Race

From $25 Open

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Milford Campus Bridgeport Hospital Mother's Day 5K Run/Walk, 3K - Walkers only and Kids Fun Run

Sun, May 10 · Milford, CT Milford

3k Fitness Walk- untimed event 18 and under3k Fitness Walk- untimed event 19 and over5K Run and Walk- timed event 19 and over +1

From $20 Open Closing Soon

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WeCare-Mother's Day 5K

Sun, May 10 · Brookfield, CT Brookfield

WeCare 5K

From $30 Open

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Stamford Boys & Girls Club Corporate 5K at Mill River Park

Thu, May 14 · Stamford, CT Stamford

In-person 5KVirtual 5K

From $35 Open Closing Soon

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Moonlight 5K

Fri, May 15 · New Milford, CT New Milford

Moonlight 5K

From $35 Open

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RESERVOIR RUSH

Sat, May 16 · Moodus, CT Moodus

5K Run/WalkKids Fun Run

From $10 Open

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Quiet Corner Winery First Annual Alzheimer’s Fundraiser 5K

Sat, May 16 · Hampton, CT Hampton

Quiet Corner Winery First Annual Alzheimer’s Fundraiser 5K

From $35 Open

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BEACH ROSES WALK

Sat, May 16 · Madison, CT Madison

1K Stroll4K WalkKids' Fun Run

From $10 Closed

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Bailey's Garden 5K

Sat, May 16 · Lebanon, CT Lebanon

5K

From $25 Open

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2026 CACNA1A 5K

Sat, May 16 · Norwalk, CT Norwalk

2026 CACNA1A 5K

From $20 Open

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3rd Annual LSC Soccer Stride

Sat, May 16 · Ledyard, CT Ledyard

5k1/4 Mile Kids Fun Run

From $10 Open

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Asher's Answer 5K Walk/Run

Sat, May 16 · Shelton, CT Shelton

5k

From $35 Open

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2026 Windsor Kiwanis Shad Derby Road Race

Sat, May 16 · Windsor, CT Windsor

5K Run2.5K Walk

From $25 Open

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Spring Into Spring Glen 5K

Sun, May 17 · Hamden, CT Hamden

Spring Into Spring Glen - 2.5 Mile Fitness WalkSpring Into Spring Glen - 5K Run*VIRTUAL* Spring Into Spring Glen - 5K Run +1

From $5 Open

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FreeFromEvil 5k Race/Walk

Sun, May 17 · Waterbury, CT Waterbury

5k Run/Walk5k Run/Walk + Merchandise

From $25 Open

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