5K Races in Connecticut

Roxbury Road Race Series #8

Sat, Apr 25 · Roxbury, CT Roxbury

Road 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

Road 2M Untimed5K Run

From $25 Open Closing Soon

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America’s 250 Redcoat Retreat 5K

Sat, Apr 25 · North Grosvenordale, CT North Grosvenordale

Road 5K Road Race

From $25 Open Closing Soon

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The Jeet Patel Memorial 5k

Sat, Apr 25 · New Haven, CT New Haven

Road 5k Walk5k Run

From $25 Open Closing Soon

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Amputee Awareness 5K Walk/Run

Sat, Apr 25 · Bridgeport, CT Bridgeport

Road Annual Amputee Awareness 5K Walk/Run

From $30 Open Closing Soon

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Strides For Scholars

Sun, Apr 26 · Union, CT Union

Road 5K Run or walk

From $35 Open Closing Soon

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Julia's Run for Children

Sun, Apr 26 · New Haven, CT New Haven

Road One Mile untimed walk 18 & underOne Mile untimed walk 19 & overKIDS 1K FUN RUN untimed +4

From $5 Open Closing Soon

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Daffodil Dash 5K

Sun, Apr 26 · Meriden, CT Meriden

Road 5K

From $20 Open Closing Soon

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East Farms Spring Ahead 5k & 1M Fun Run

Sun, Apr 26 · Farmington, CT Farmington

Road 1 Mile Fun Run (Not timed)5K

From $25 Open Closing Soon

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Run For Veterans

Sun, Apr 26 · Guilford, CT Guilford

Road 5K10K

From $30 Open Closing Soon

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2026 Deer Lake 5 Mile Trail Run

Sun, Apr 26 · Killingworth, CT Killingworth

Road 2026 Trail Run 5 Miles

From $30 Open Closing Soon

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Minute Man Race

Sun, Apr 26 · Westport, CT Westport

Road Kids Fun Run5K Run/Walk10K Run

From $10 Open Closing Soon

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Brew Run

Sat, May 2 · New London, CT New London

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

From $20 Open Closing Soon

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Sharon Classic Road Race

Sat, May 2 · Sharon, CT Sharon

Road 5.3 Mile Run/WalkKid's Not Quite a MileKid's Fun Run

From $10 Open Closing Soon

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FES PTO Chocolate Truffle Shuffle 5K Trail Run

Sat, May 2 · North Franklin, CT North Franklin

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

From $15 Open Closing Soon

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2026 Granby Road Race

Sat, May 2 · Granby, CT Granby

Road 5K10K

From $40 Open Closing Soon

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

Sat, May 2 · Hartford, CT Hartford

Road 5k Run

From $25 Open Closing Soon

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Cinco K Mayo 5k Run/Walk

Sat, May 2 · Enfield, CT Enfield

Road 5k Walk5k Run

From $25 Open Closing Soon

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Miles For Margaritas

Sun, May 3 · Stratford, CT Stratford

Road 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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Breast Cancer Alliance 5K for Hope

Sun, May 3 · Greenwich, CT Greenwich

Virtual Vritual BCA 5K for HOPEBCA 5K for HOPE

From $25 Open Closing Soon

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Killingly Springtime Classic 5K

Sat, May 9 · Danielson, CT Danielson

Road 5K - Youth (18 and Under)5K - Adult

From $18 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

Road 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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Vernon Mothers Day Dash 5K

Sun, May 10 · Vernon, CT Vernon

Road Mother Daughter DivisionVernon Mothers Day 5K Road RaceMother Son Division

From $25 Open

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WeCare-Mother's Day 5K

Sun, May 10 · Brookfield, CT Brookfield

Road 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

Virtual Virtual 5KIn-person 5K

From $35 Open Closing Soon

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2026 Stamford Boys and Girls Club 5k with myTEAM TRIUMPH

Thu, May 14 · Stamford, CT Stamford

Open

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Moonlight 5K

Fri, May 15 · New Milford, CT New Milford

Road Moonlight 5K

From $35 Open

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2026 Windsor Kiwanis Shad Derby Road Race

Sat, May 16 · Windsor, CT Windsor

Road 2.5K Walk5K Run

From $25 Open

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Asher's Answer 5K Walk/Run

Sat, May 16 · Shelton, CT Shelton

Road 5k

From $35 Open

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Dan the Man 5K Run/Walk for ALS

Sat, May 16 · Berlin, CT Berlin

Road 5k Walk5k Run

From $25 Open Closing Soon

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RESERVOIR RUSH

Sat, May 16 · Moodus, CT Moodus

Road 5K Run/WalkKids Fun Run

From $10 Open

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Bailey's Garden 5K

Sat, May 16 · Lebanon, CT Lebanon

Road 5K

From $25 Open

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3rd Annual LSC Soccer Stride

Sat, May 16 · Ledyard, CT Ledyard

Road 5k1/4 Mile Kids Fun Run

From $10 Open

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Quiet Corner Winery First Annual Alzheimer’s Fundraiser 5K

Sat, May 16 · Hampton, CT Hampton

Road Quiet Corner Winery First Annual Alzheimer’s Fundraiser 5K

From $35 Open

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Somers Summer Series

Sun, May 17 · Somers, CT Somers

Road Somers Summer Series 5k

From $0 Open

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Spring Into Spring Glen 5K

Sun, May 17 · Hamden, CT Hamden

Virtual Spring Into Spring Glen - 2.5 Mile Fitness Walk*VIRTUAL* Spring Into Spring Glen - 5K RunSpring Into Spring Glen - 5K Run +1

From $5 Open

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Strong Family Farm Chicken Run

Sun, May 17 · Vernon, CT Vernon

Road Kids RunWalk5K

From $2 Open Closing Soon

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Dustin L. Doyon Memorial Road Race

Sat, May 23 · Suffield, CT Suffield

Road 5K Run/Walk10K Run

From $30 Open

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32nd Annual | Weston Memorial Day Weekend 5K & Kids Fun Run

Sat, May 23 · Weston, CT Weston

Road Kids Fun Run Races5K Student Run/Walk5K Adult Run/Walk

From $15 Open

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5K Walk/Jog/Run for Jon

Sat, May 23 · Woodbury, CT Woodbury

Road Main Race

From $30 Open

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North Stonington Education Foundation 5k and 2 Mile Walk

Sat, May 23 · North Stonington, CT North Stonington

Road 2 Mile Walk5k Run1 Mile Kid's Race

From $17 Open

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2026 Athletic Brewing Co. Fairfield 5K with myTEAM TRIUMPH

Sun, May 24 · Fairfield, CT Fairfield

Open

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Marlborough Lions Club Round The Lake 5K

Sun, May 24 · Marlborough, CT Marlborough

Road 5k

From $30 Open

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Oh Boy 5K

Mon, May 25 · Waterbury, CT Waterbury

Road 5K

From $0 Open Closing Soon

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Jim Fixx Memorial Day Run

Mon, May 25 · Greenwich, CT Greenwich

Road Kids Half Mile Run (7&U)Kids Half Mile Run (8+)5K Run

From $10 Open

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Woodland Ramble Trail Run

Sat, May 30 · Mystic, CT Mystic

Trail 5K Trail Run

From $31 Open 100 spots left

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The River Run 5K and Kids Fun Run

Sat, May 30 · Old Saybrook, CT Old Saybrook

Road The River Run Kids Fun RunThe River Run 5K

From $15 Open

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Spring Street Mile & 5K Presented by PTSMC

Sat, May 30 · Manchester, CT Manchester

Road Men's MileWomen's MileSpring Street 5K

From $20 Open

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Run the Vineyards - Jonathan Edwards 5K

Sun, May 31 · North Stonington, CT North Stonington

Road 5K

From $44 Open

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Glastonbury Education Foundation 5K Run/Walk (GEF5K)

Sun, May 31 · Glastonbury, CT Glastonbury

Road GEF5K Run/Walk

From $40 Open

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