5K Races in Connecticut

July 2026

• Sat 7/25LYSB Midsummer RunOld Lyme, CT · 5K · Other
• Sat 7/25New Milford Parks & Recreation Road RaceNew Milford, CT · 5K · Other
• Sat 7/25Southwest Cafe Margarita 5KRidgefield, CT · 5K
• Sat 7/25Valley of Hartford 5K Road RaceNewington, CT · 5K
• Sat 7/25Woodmont 5KMilford, CT · 5K
• Sun 7/26Surfin' Santa's Christmas In July 5k & Holiday StrollStratford, CT · 5K · 1 Mile
• Fri 7/31The Trumbull Rotary Sunset 5k Run & WalkTrumbull, CT · 5K · 1 Mile · Other

August 2026

• Sat 8/1It's All Downhill From Here 5KWilton, CT · 5K
• Sun 8/2Boys & Girls Club of Milford Ice Cream Run (5K)Milford, CT · 5K
• Wed 8/5Stonington Cross Country 5KPawcatuck, CT · 5K · Other
• Sat 8/8Follow Natural Fitness Women's Health 5KBridgeport, CT · 5K · 1 Mile
• Sat 8/8The Perogie DashDanbury, CT · 5K · Other
• Sat 8/8Woofbridge 5k Run/2 Mile WalkWoodbridge, CT · 5K
• Sat 8/82026 Natchaug 5K Color Run & WalkMansfield Center, CT · 5K
• Sun 8/9Run for Wishes 5K Benefitting MAKE-A-WISH® CONNECTICUT Stratford, CT · 5K
• Sun 8/9Run the Vineyards - Priam Vineyards 5KColchester, CT · 5K
• Sun 8/9Tappen Brook 5KBridgewater, CT · 5K
• Sat 8/15Jill's Race for MSBeacon Falls, CT · 5K
• Sat 8/15MAD 5KNew London, CT · 5K
• Sat 8/15Run for UnityNew London, CT · 5K
• Tue 8/18Battle of Stonington 5KStonington, CT · 5K · Other
• Thu 8/20Amber Room Run from the Sun 5KDanbury, CT · 5K
• Fri 8/21PATH TO THE PARADE 5KHamden, CT · 5K
• Sat 8/2217th Annual Saybrook Point 5k Road RaceOld Saybrook, CT · 5K
• Sat 8/22Shore 2 The Pour Beach Run 2026Stratford, CT · 5K
• Sun 8/23Old Wethersfield 5K & 10KWethersfield, CT · 10K · 5K
• Sun 8/232026 Unite to Fight 5K Run/WalkStamford, CT · 5K · Other
• Sat 8/29Sgt Scoulars Overdose Awareness and Recovery 5K RunNew Milford, CT · 5K
• Sun 8/30Newtown Community Running EventNewtown, CT · 5K · 10K · Half Marathon
• Sun 8/30Be Happy Road RaceEllington, CT · Other · 5K · 10K
• Sun 8/30Lobster Loop 5KCanton, CT · 5K

September 2026

• Sat 9/5Quassapaug Sailing Center Open Water SwimMiddlebury, CT · 5K · 1 Mile · Other
• Sat 9/5Black Hog Brewing Co. 5K Road RaceOxford, CT · 5K
• Sat 9/5Get Ready to Run! 5K Training Program (Fall Session) - presented by Hartford HealthcareGlastonbury, CT · 5K
• Sat 9/5Run for The HillsNiantic, CT · 5K
• Sat 9/550th Annual Sao Paio 5k road race/walk and fun runNaugatuck, CT · 5K
• Sun 9/63rd Annual LSC Soccer StrideLedyard, CT · 5K · Other
• Sun 9/6Haddam Neck Fair 5KHaddam, CT · 5K
• Mon 9/7Faxon Law New Haven Road RaceNew Haven, CT · Half Marathon · 5K · Other
• Sat 9/12SUFFIELD PARKS & RECREATION ROAD RACESuffield, CT · 10K · 5K · 1 Mile · Other
• Sat 9/12Groton City Brew RunGroton, CT · 5K · 1 Mile
• Sat 9/12Run 4 Hunger and HealthNewtown, CT · 5K · 1 Mile
• Sat 9/12Greenleaf 5K River Run for the FundNew London, CT · 5K
• Sat 9/12Kailey Jaie Prenoveau Scholarship 5K RunHarwinton, CT · 5K
• Sat 9/12Riva Runs The Boardwalk 5kWest Haven, CT · 5K
• Sat 9/122026 STERLING DOWN AND DIRTY 5KStratford, CT · 5K
• Sun 9/13Montville Race Day 5K , 10K , and Color RunOakdale, CT · 5K · 10K
• Sun 9/13EDRRC - High Watch Recovery Center's Sprint for Sobriety 5K Run/WalkKent, CT · 5K
• Sun 9/13East Haven Community ClassicEast Haven, CT · 5K · 1 Mile
• Sun 9/13PTSMC Stride to Provide 5K Run/WalkWallingford, CT · 5K
• Mon 9/1414th Annual Miles for a Mission 5K Run/Walk – In Person AND Virtual – benefiting INTEMPOStamford, CT · 5K
• Sat 9/19Arc RunMeriden, CT · 10K · 5K
• Sat 9/19Bound for the SoundOld Lyme, CT · 5K · 10K · 1 Mile
• Sat 9/19OUTRUN ADDICTION 5KEnfield, CT · 5K · Other
• Sat 9/19Laps For Life 5kMiddletown, CT · 5K
• Sat 9/192026 Run To The River 5KDeep River, CT · 5K
• Sat 9/194 Town 5kSomers, CT · 5K
• Sat 9/192nd Annual PCS Harvest Hustle 5K & Kids RunPomfret Center, CT · Other · 5K
• Sat 9/19Bozrah Fire Department 5k Road Race and Kids' fun runBozrah, CT · 5K
• Sun 9/20Murray Lender 5K Bagel RunWoodbridge, CT · Other · 5K
• Sun 9/2017th Annual Farmington River Run 5K Trail RaceFarmington, CT · 5K
• Sun 9/2014th Annual NOW ~Lap The Lake~ 5k Walk & RunDayville, CT · 5K
• Sun 9/20Come Out & Run 5kWilton, CT · 5K
• Sun 9/20HALF WAY TO ST. PATS DAY 5KStratford, CT · 5K
• Sun 9/20Circle of Care's Annual Walk/Run for Kids With CancerWestport, CT · 5K
• Sat 9/26The River RunSimsbury, CT · 5K · 10K · 1 Mile
• Sat 9/26Sickle Cell Disease Association of America, CT/ Michelle's House Walk. Run. Bike.New Haven, CT · 5K · 1 Mile · Other
• Sat 9/26Come on Over 5K and 2.1 Mile Fitness WalkPortland, CT · 5K · Other
• Sat 9/262026 Hartford HealthCare Community 5KHartford, CT · 5K
• Sat 9/26Chamber Challenge 5KMeriden, CT · 5K
• Sat 9/26Cromwell Riverport 5kCromwell, CT · 5K
• Sat 9/26Hayfield Hustle and Oktoberfest at New Pond Farm Education CenterRedding, CT · Other · 5K
• Sat 9/26No Sto Defeats MSA 5K Trail Race and Fitness WalkNorth Stonington, CT · 5K · 1 Mile
• Sat 9/26Tunxis Trail RacesBurlington, CT · Other · 5K
• Sat 9/26Woodbridge 5kWoodbridge, CT · 5K
• Sat 9/262026 Pies & Pub TaTa Trot 5kMiddlebury, CT · 5K
• Sat 9/26Roxbury Road Race Series #28Roxbury, CT · 5K
• Sun 9/27Moosup Valley 5k, 8K and 10K All Trail RaceSterling, CT · 5K · 10K · Other
• Sun 9/27The 39th Bigelow Tea Community ChallengeSouthport, CT · 5K · Other · 1 Mile
• Sun 9/27Run/Walk To Save a Life 5KHamden, CT · 5K
• Sun 9/274th Annual Beach to Beach 5kMorris, CT · 5K
• Sun 9/27Bosco Fowler Memorial 5K Road RaceStafford Springs, CT · 5K
• Sun 9/27Central CT Open Water SwimMarlborough, CT · 5K
• Sun 9/27Lisbon Fall Festival Road RaceLisbon, CT · 5K

October 2026

• Fri 10/2Pounding the Pavement for Pink RacesSeymour, CT · 5K · 1 Mile
• Fri 10/2Nonnewaug Cross Country InvitationalWoodbury, CT · 5K · 1 Mile
• Sat 10/35th Annual Purple Light Project 5KHartford, CT · 5K · 1 Mile
• Sat 10/3Cider Mill Road RaceTolland, CT · 5K · 1 Mile
• Sat 10/3Running for Water for Africa 5KMilford, CT · 5K · 1 Mile
• Sat 10/3Race Brook's Rockin' Road RaceOrange, CT · 5K
• Sun 10/4Garavel SoNo Half Marathon | 5KNorwalk, CT · Half Marathon · 5K · 1 Mile
• Sun 10/4Norfolk Land Trust Trail Race Series/Haystack Mountain ChallengeNorfolk, CT · 5K · 10K · Half Marathon
• Sun 10/4Apple Harvest Road RacesSouthington, CT · Other · 5K · 1 Mile
• Sun 10/4Fishbein / YMCA Community Road RaceWallingford, CT · 5K · Other · 1 Mile
• Sun 10/4Big Sky 5KFarmington, CT · 5K
• Sun 10/4Strides for Strength!Bridgeport, CT · 5K
• Wed 10/7Westover Cross Country MeetMiddlebury, CT · 5K
• Fri 10/9RACE FOR CATHERINENewtown, CT · 5K
• Sat 10/10Eversource Hartford Marathon, Half Marathon, Relay & Charity 5KHartford, CT · Marathon · Half Marathon · 5K
• Sat 10/10Gemstone Sparkle Sprint 5kWilton, CT · 5K · 1 Mile
• Sat 10/10Hartland Harvest RunEast Hartland, CT · 5K
• Sun 10/11Mohawk Mountain RaceCornwall, CT · Marathon · Half Marathon · 10K · 5K
• Sun 10/11Walk/Run for AbilisOld Greenwich, CT · 5K
• Wed 10/14NVL Cross Country ChampionshipWatertown, CT · 5K
• Sat 10/174th Annual OAH STRIDES Race and Family Fun DaySimsbury, CT · 5K · 10K · 1 Mile
• Sat 10/17Ivoryton Pumpkin ChaseIvoryton, CT · 5K · Other
• Sat 10/17Tom Centinaro Memorial "Dam" RaceWolcott, CT · 5K
• Sat 10/17Cider Run/Walk 5kWarren, CT · 5K
• Sat 10/17Harvest Hope 5KBolton, CT · 5K
• Sat 10/17Robert Tedford Memorial 5K Road RaceEllington, CT · 5K
• Sat 10/17The Little Guild 13th Annual Run & Wag 5KCornwall, CT · 5K
• Sat 10/17Tunnel to Towers 5K Run & Walk - Bridgeport, CTBridgeport, CT · 5K
• Sat 10/17Westover Girls Cross Country MeetMiddlebury, CT · 5K
• Sun 10/18The Ridgefield Road Fest 50th Anniversary: 1/2 Marathon, 7-Miler, and Iris Fund 5KRidgefield, CT · Half Marathon · Other · 5K
• Sun 10/18Bristol Mum-A-Thon Road Race 2026Bristol, CT · 1 Mile · 5K · Other
• Sun 10/182026 Run for The Cove 5K & Memorial WalkMadison, CT · 5K · Other
• Sun 10/18The 36th edition of THE Great Pumpkin ClassicTRUMBULL, CT · 5K · Other
• Sun 10/18The Salisbury Beast 5KSalisbury, CT · 5K
• Sun 10/1834th Annual Halloween 5K and Kids Fun RunBrookfield, CT · 5K · Other
• Sat 10/24Cheshire Community YMCA Harvest Trail Race and Y Cup RelayCheshire, CT · 5K · Other
• Sat 10/24Andover Norton Commission Trick or Trot 5K Run/WalkAndover, CT · 5K
• Sat 10/2418TH Annual 5K Walk/Run for Cancer CenterDerby, CT · 5K
• Sun 10/25Abner Oakes III Veterans Run 5K & 10KHamden, CT · 5K · 10K · 1 Mile
• Sun 10/25Reservoir Run Half Marathon, 5K, Kids Fun Runs & Family StrollWESTON, CT · Half Marathon · 5K · Other
• Sun 10/255K for Ballet!East Hampton, CT · 5K · Other
• Sun 10/25Connecticut Law Enforcement Officers Memorial RunMiddletown, CT · 5K
• Sun 10/25Donny's DashSimsbury, CT · 5K
• Sun 10/25Masquerade 5KMarlborough, CT · 5K
• Sun 10/25BRANFORD'S CIDER DONUT 5KBranford, CT · 5K
• Sun 10/25HKYFS Pumpkin Run 5K, 2M & Kids RunHigganum, CT · 5K · Other
• Sun 10/25Run The Runway 5K & Kids Fun RunMeriden, CT · 5K
• Fri 10/30HVAL InvitationalLitchfield, CT · 5K
• Sat 10/31Lyman Orchards Pie RunMiddlefield, CT · 5K · Other
• Sat 10/31Hamden Hall CISAC League RaceHamden, CT · 5K
• Sat 10/31St. Michael School 5K Turkey TrotPawcatuck, CT · 5K · 1 Mile
• Sat 10/3115th Annual Milford 5K Trick or Trot Run/WalkMilford, CT · 5K
• Sat 10/31Collinsville Trick or TrotCollinsville, CT · 5K

November 2026

• Sun 11/18 Hours at the FarmBrookfield, CT · Ultra · 5K
• Fri 11/6HVAL ChampionshipLitchfield, CT · 5K
• Sat 11/7CT Veterans Day RaceCoventry, CT · Other · 5K
• Sat 11/7Robert J. Lynes Memorial Road RaceMeriden, CT · 5K
• Sat 11/7Folds of Honor Bethel Veteran's Day 5KBethel, CT · 5K
• Sat 11/7East Windsor Veterans Day 5K Road RaceBroad Brook, CT · 5K
• Sat 11/7Plainfield Salute the Troops 5k, Fun Run, & Soldier StrollCentral Village, CT · 5K · 1 Mile
• Sun 11/8Husky Run & Ruck 10K, 5K and Fitness WalkStorrs, CT · 10K · 5K · 1 Mile
• Sun 11/8Centerville Bank Thompson Turkey TrotThompson, CT · 5K · Other
• Sun 11/82026 Colony Grill 'Hot Oil' 5KFairfield, CT · 5K
• Sun 11/8Stonington Vineyards Wine Run Turkey Trot 5kStonington, CT · 5K
• Sat 11/14Hot COCO 5KCheshire, CT · 5K · Other · 1 Mile
• Sat 11/14Electric Boat Athletic Club (EBAC) Fall ChallengeNew London, CT · Other · 5K
• Sat 11/21Waterford High School 14th Annual 5K Turkey TrotWaterford, CT · 5K
• Sun 11/22Annual Kiwanis Turkey Trot Road RaceWallingford, CT · Other · 5K
• Thu 11/26Branford Thanksgiving 5KBranford, CT · 5K · Other
• Thu 11/26Newtown Turkey TrotNewtown, CT · 5K · 1 Mile
• Thu 11/26Run Turkey Run! Thanksgiving Day 5KHamden, CT · 5K
• Thu 11/26Soul n Body Thanksgiving Trail RunWolcott, CT · 5K
• Thu 11/26The Joyce Allen Great Turkey EscapeRedding, CT · 5K · 1 Mile
• Thu 11/262026 Shoreline Turkey Trot 5KWest Haven, CT · 5K
• Thu 11/26Bethel Turkey TrotBethel, CT · 5K
• Thu 11/26Commodore Hull Thanksgiving Day 5k Road RaceShelton, CT · 5K
• Thu 11/26Roxbury Thanksgiving Day Charity RaceRoxbury, CT · 5K
• Thu 11/26Stratford Turkey Day TrotStratford, CT · 5K
• Sat 11/28The ODO Gobbler Run & RuckSouth Glastonbury, CT · 5K · Other · 1 Mile
• Mon 11/30Niantic Jingle 5kNiantic, CT · 5K

December 2026

• Sat 12/5Santa Made Me Do ItBethlehem, CT · 5K · Other
• Sat 12/52026 Jingle Bell Run - ConnecticutNorth Haven, CT · 5K
• Sat 12/5Norwich Winterfest 5KNorwich, CT · 5K
• Sun 12/6CLA Blue Back Mitten RunWest Hartford, CT · 5K
• Sun 12/13The Holiday Run & Walk For ToysStratford, CT · 5K
• Sat 12/19Frosty Forest 5kStratford, CT · 5K
• Fri 12/25The Scrooge Scramble 5K - Rails to Trails - VernonVernon Rockville, CT · 5K

February 2027

• Sat 2/27Kelley's Pace Hare Hop 5KMystic, CT · 5K

March 2027

• Sun 3/799.1 PLR *Shamrock and Roll 5K*New Haven, CT · 5K
• Sat 3/13Catch A Leprechaun 5KEssex, CT · 5K

April 2027

• Sun 4/11Ion Bank Cheshire Road RacesCheshire, CT · Half Marathon · 5K · Other
• Sat 4/24Lake Mohegan Trail RaceFairfield, CT · 10K · 5K · Ultra

May 2027

• Sat 5/12027 Granby Road RaceGranby, CT · 5K · 10K · 1 Mile
• Sat 5/15RESERVOIR RUSHMoodus, CT · 5K
• Sun 5/162026 Rossiter Run 5K Race and Fun Run/WalkWashington Depot, CT · 5K
• Fri 5/21Moonlight 5KNew Milford, CT · 5K
• Sun 5/30Marlborough Lions Club Round The Lake 5KMarlborough, CT · 5K

June 2027

• Sat 6/5Woodland Ramble Trail RunMystic, CT · 5K