5K Races in Connecticut
138 upcoming 5k races across Connecticut, updated nightly. Want radius search and maps? Open these in the Race Finder.
When to race: 5k races in Connecticut
Connecticut has 138 upcoming 5k races over the next 12 months. Among complete calendar months, November 2026 has the most listed races, with 57. Most are around New Haven, Norwalk, Stratford. The next one is Berkshire League Cross Country Championships on October 22 in Watertown.
- Oct 202632 races
- Nov 202657 races
- Dec 202615 races
- Jan 20273 races
- Feb 20272 races
- Mar 20273 races
- Apr 20274 races
- May 20279 races
- Jun 20275 races
- Jul 20271 race
- Aug 20272 races
- Sep 20271 race
- Oct 20274 races
October 2026
- Thu 10/22Berkshire League Cross Country ChampionshipsWatertown, CT · 5K · registration closed · register ↗
- Sat 10/2418TH Annual 5K Walk/Run for Cancer CenterDerby, CT · 5K · register ↗
- Sat 10/24Andover Norton Commission Trick or Trot 5K Run/Walk and Kids 1 K Fun RunAndover, CT · 5K · 1K · from $8 · register ↗
- Sat 10/24Chasing the Legend; Easton's Lady in White 5K Run/WalkEaston, CT · 5K · from $35 · register ↗
- Sat 10/24Cheshire Community YMCA Harvest Trail Race and Y Cup RelayCheshire, CT · 5K · 1.5K · Trail · from $17 · register ↗
- Sat 10/24Cromwell Riverport 5kCromwell, CT · 5K · from $25 · register ↗
- Sat 10/24Los Runners Dia de Los Muertos 5KNorwalk, CT · 5K · 1 Mile · from $23 · register ↗
- Sat 10/24Sickle Cell Disease Association of America, CT/ Michelle's House Walk. Run. Bike.New Haven, CT · 5K · 1 Mile · 15 Miles · from $25 · register ↗
- Sat 10/24Woodbridge 5kWoodbridge, CT · 5K · from $30 · register ↗
- Sun 10/255K for Ballet!East Hampton, CT · 5K · 2 Mile · from $25 · register ↗
- Sun 10/25Abner Oakes III Veterans Run 5K & 10KHamden, CT · 5K · 10K · 1 Mile · from $25 · register ↗
- Sun 10/25BRANFORD'S CIDER DONUT 5KBranford, CT · 5K · register ↗
- Sun 10/25Connecticut Law Enforcement Officers Memorial RunMiddletown, CT · 5K · from $25 · register ↗
- Sun 10/25Donny's DashSimsbury, CT · 5K · registration closed · register ↗
- Sun 10/25Family Fun Halloween 5kWilton, CT · 5K · from $27 · register ↗
- Sun 10/25HKYFS Pumpkin Run 5K, 2M & Kids RunHigganum, CT · 5K · 2 Mile · 0.5 Miles · from $20 · register ↗
- Sun 10/25King Cares Annual 5KStamford, CT · 5K · from $30 · register ↗
- Sun 10/25Markham Aviation Run The Runway 5K & Kids Fun RunMeriden, CT · 5K · from $20 · register ↗
- Sun 10/25Masquerade 5KMarlborough, CT · 5K · from $25 · register ↗
- Sun 10/25Reservoir Run Half Marathon, 5K, Kids Fun Runs & Family StrollWESTON, CT · Half Marathon · 5K · 1K · from $15 · register ↗
- Fri 10/30HVAL InvitationalLitchfield, CT · 5K · register ↗
- Fri 10/30Valley JV ChampionshipsAvon, CT · 3K · 5K · registration closed · register ↗
- Sat 10/3115th Annual Milford 5K Trick or Trot Run/WalkMilford, CT · 5K · from $25 · register ↗
- Sat 10/31CFA 5K Run & Walk for Mental HealthGroton, CT · 5K · 1.5 Miles · from $35 · register ↗
- Sat 10/31Collinsville Trick or TrotCollinsville, CT · 5K · from $30 · register ↗
- Sat 10/31Hamden Hall CISAC League RaceHamden, CT · 5K · registration closed · register ↗
- Sat 10/31Lyman Orchards Pie RunMiddlefield, CT · 5K · 5 Miles · from $30 · register ↗
- Sat 10/31Norwalk PAL 5K BOO!Norwalk, CT · 5K · from $10 · register ↗
- Sat 10/31Run the Sound 5K – Halloween EditionBridgeport, CT · 5K · from $25 · register ↗
- Sat 10/31St. Michael School 5K Turkey TrotPawcatuck, CT · 5K · 1 Mile · from $20 · register ↗
- Sat 10/31The River RunSimsbury, CT · 5K · 10K · 1 Mile · from $30 · register ↗
- Sat 10/31Together We Run for Education Charity Road Race (Spooky Edition)East Hartford, CT · 5K · 1.5 Miles · Road · from $15 · register ↗
November 2026
- Sun 11/18 Hours at the FarmBrookfield, CT · 8 Hour · 4 Hour · 5K · register ↗
- Sun 11/1Happy HalloWINE Run & WalkStratford, CT · 5K · from $25 · register ↗
- Sun 11/1Run with the SaintsDarien, CT · 5K · 1 Mile · from $25 · register ↗
- Fri 11/6HVAL ChampionshipLitchfield, CT · 5K · registration closed · register ↗
- Sat 11/714th Annual Vicki Soto 5KBridgeport, CT · 5K · register ↗
- Sat 11/7CT Veterans Day RaceCoventry, CT · 4 Miles · 5K · from $35 · register ↗
- Sat 11/7East Windsor Veterans Day 5K Road RaceBroad Brook, CT · 5K · Road · from $20 · register ↗
- Sat 11/7Folds of Honor Bethel Veteran's Day 5KBethel, CT · 5K · from $25 · register ↗
- Sat 11/7Plainfield Salute the Troops 5k, Color Fun Run, & Soldier StrollCentral Village, CT · 5K · 1.3 Miles · from $10 · register ↗
- Sat 11/7Robert J. Lynes Memorial Road RaceMeriden, CT · 5K · Road · from $20 · register ↗
- Sat 11/7Run for the Riverfront 5KHartford, CT · 5K · from $35 · register ↗
- Sat 11/7The 26th Annual Ed McGuire Memorial Cannonball RunFalls Village, CT · 5K · from $25 · register ↗
- Sun 11/82026 Colony Grill 'Hot Oil' 5KFairfield, CT · 5K · from $38 · register ↗
- Sun 11/8Centerville Bank Thompson Turkey TrotThompson, CT · 5K · 3K · from $25 · register ↗
- Sun 11/8Diane Burr Memorial 5K Flag Run/WalkThomaston, CT · 5K · from $30 · register ↗
- Sun 11/8Husky Run & Ruck 10K, 5K and Fitness WalkStorrs, CT · 10K · 5K · 1 Mile · registration closed · register ↗
- Sun 11/8MPower Youth Running Festival | 5K · 1-Mile · Fun RunFarmington, CT · 1 Mile · 5K · from $10 · register ↗
- Sun 11/8Stonington Vineyards Wine Run Turkey Trot 5kStonington, CT · 5K · from $30 · register ↗
- Sun 11/8The Friendly First 5K Cross-Country RaceLitchfield, CT · 5K · from $20 · register ↗
- Wed 11/115th Annual Honor Our Veterans 5k/Health WalkWestport, CT · 5K · 2 Mile · from $35 · register ↗
- Fri 11/13A Good Run 5KNew Haven, CT · 5K · from $25 · register ↗
- Sat 11/142026 Hartford HealthCare Community 5KHartford, CT · 5K · register ↗
- Sat 11/14Electric Boat Athletic Club (EBAC) Fall ChallengeNew London, CT · 4.8 Miles · 5K · from $30 · register ↗
- Sat 11/14Hot COCO 5KCheshire, CT · 5K · 0.5 Miles · 1 Mile · from $10 · register ↗
- Sat 11/14Jennings Jaguar 5k and Fun Run Supporting Kevin's AfterglowFairfield, CT · 5K · from $15 · register ↗
- Sun 11/15Glastonbury River Runners Race To Fill the Pantry - Presented by Fleet FeetGlastonbury, CT · 5K · 2 Mile · from $30 · register ↗
- Sun 11/15PBA 5k, 8K and 10KSterling, CT · 5K · 8K · 10K · from $20 · register ↗
- Sat 11/21Gingerbread Dash 5KCanterbury, CT · 5K · from $25 · register ↗
- Sat 11/21Run for MaxDanbury, CT · 5K · registration closed · register ↗
- Sat 11/21Waterford High School 14th Annual 5K Turkey TrotWaterford, CT · 5K · from $40 · register ↗
- Sun 11/22Annual Kiwanis Turkey Trot Road RaceWallingford, CT · 5 Miles · 3.5 Miles · Road · from $30 · register ↗
- Sun 11/22Fischang-Cicchetti Memorial Road RaceWaterbury, CT · 5 Miles · 5K · Road · from $30 · register ↗
- Sun 11/22New Canaan Turkey TrotNew Canaan, CT · 5K · from $40 · register ↗
- Sun 11/22Run for the Turkeys 5K Road RaceNew Fairfield, CT · 5K · Road · from $25 · register ↗
- Sun 11/22Stride for the Knights 5KSouthington, CT · 5K · register ↗
- Thu 11/2615th Annual O'BRiley 5K Turkey Trot AT 9AMCollinsville, CT · 5K · from $25 · register ↗
- Thu 11/262026 Shoreline Turkey Trot 5KWest Haven, CT · 5K · register ↗
- Thu 11/262026 Southbury Turkey Trot 5K & Kids Fun RunSouthbury, CT · 5K · from $10 · register ↗
- Thu 11/262026 Web Hill Turkey Trot - 5KWest Hartford, CT · 5K · from $25 · register ↗
- Thu 11/26Bethel Turkey TrotBethel, CT · 5K · from $25 · register ↗
- Thu 11/26Boys & Girls Club of Ridgefield 45th Annual Turkey TrotRidgefield, CT · 5K · 1 Mile · from $20 · register ↗
- Thu 11/26Branford Thanksgiving 5KBranford, CT · 5K · 0.5 Miles · 2 Mile · from $10 · register ↗
- Thu 11/26Commodore Hull Thanksgiving Day 5k Road RaceShelton, CT · 5K · Road · from $35 · register ↗
- Thu 11/26Falcon 5K Turkey TrotAvon, CT · 5K · from $30 · register ↗
- Thu 11/26Newtown Turkey TrotNewtown, CT · 5K · 2.5K · from $25 · register ↗
- Thu 11/26Powerhouse Thanksgiving Road RaceBerlin, CT · 5K · Road · from $20 · register ↗
- Thu 11/26Rowayton Turkey TrotNorwalk, CT · 5K · 1 Mile · from $20 · register ↗
- Thu 11/26Roxbury Thanksgiving Day Charity RaceRoxbury, CT · 5K · from $10 · register ↗
- Thu 11/26Run Turkey Run! Thanksgiving Day 5KHamden, CT · 5K · from $35 · register ↗
- Thu 11/26Soul n Body Thanksgiving Trail RunWolcott, CT · 3.5 Miles · Trail · from $25 · register ↗
- Thu 11/26Stratford Turkey Day TrotStratford, CT · 5K · from $34 · register ↗
- Thu 11/26The Joyce Allen Great Turkey EscapeRedding, CT · 5K · 1 Mile · from $30 · register ↗
- Fri 11/27Darien Depot Overstuffed Turkey Trot 5K and 1 Mile Fun RunDarien, CT · 5K · 1 Mile · from $45 · register ↗
- Sat 11/28Greenwich Alliance Turkey Trot 5K, 1 Mile & Mini-TrotGreenwich, CT · 5K · 1 Mile · from $20 · register ↗
- Sat 11/28Run Santa RunNew Milford, CT · 5K · from $25 · register ↗
- Sat 11/28The ODO Gobbler Run & RuckSouth Glastonbury, CT · 5K · 5 Miles · 1 Mile · from $15 · register ↗
- Mon 11/30Niantic Jingle 5kNiantic, CT · 5K · from $25 · register ↗
December 2026
- Sat 12/52026 Jingle Bell Run - ConnecticutNorth Haven, CT · 5K · from $25 · register ↗
- Sat 12/52026 NIA Jingle Bell Run - 38th AnnualTrumbull, CT · 5K · 1.2 Miles · from $23 · register ↗
- Sat 12/5Joel Barlow 5K Reindeer RunRedding, CT · 5K · from $25 · register ↗
- Sat 12/5Norwich Winterfest 5KNorwich, CT · 5K · registration closed · register ↗
- Sat 12/5Santa Made Me Do ItBethlehem, CT · 5K · 2 Mile · from $30 · register ↗
- Sun 12/6CLA Blue Back Mitten RunWest Hartford, CT · 5K · registration closed · register ↗
- Sun 12/6Christopher Martin's Christmas Run for ChildrenNew Haven, CT · 5K · from $36 · register ↗
- Sun 12/6Santa's 3.5 Mile RunGlastonbury, CT · 5K · 3.5 Miles · register ↗
- Sat 12/122025 Norwalk Jingle Bell 5KNorwalk, CT · 5K · from $35 · register ↗
- Sat 12/126th Annual Roseland Park Christmas Run 5K & Kids Fun RunWoodstock, CT · 0.5 Miles · 5K · 5 Miles · from $15 · register ↗
- Sun 12/13Feeding 500 Holiday HustleWilton, CT · 5K · from $30 · register ↗
- Sun 12/13The Holiday Run & Walk For ToysStratford, CT · 5K · from $15 · register ↗
- Sat 12/19Frosty Forest 5kStratford, CT · 5K · Trail · registration closed · register ↗
- Sat 12/19New Canaan Santa RunNew Canaan, CT · 5K · 1 Mile · from $30 · register ↗
- Fri 12/25The Scrooge Scramble 5K - Rails to Trails - VernonVernon Rockville, CT · 5K · Trail · from $25 · register ↗
January 2027
- Fri 1/1Chilly Chili RunOrange, CT · 5K · from $15 · register ↗
- Fri 1/1Frosty 5KGuilford, CT · 5K · 2 Mile · from $10 · register ↗
- Sun 1/10Move With MADD: 5K Run & 2 Mile WalkFairfield, CT · 5K · 2 Mile · from $33 · register ↗
February 2027
- Sun 2/14IRIS Run for RefugeesNew Haven, CT · 5K · from $34 · register ↗
- Sat 2/27Kelley's Pace Hare Hop 5KMystic, CT · 5K · from $32 · register ↗
March 2027
- Sun 3/799.1 PLR *Shamrock and Roll 5K*New Haven, CT · 5K · from $30 · register ↗
- Sat 3/13Catch A Leprechaun 5KEssex, CT · 5K · from $33 · registration closed · register ↗
- Sun 3/28Winter Series-Jose's JogWolcott, CT · 3.5 Miles · registration closed · register ↗
April 2027
- Sat 4/10UConn Nutrition Club 5kStorrs Mansfield, CT · 5K · from $25 · register ↗
- Sun 4/11Ion Bank Cheshire Road RacesCheshire, CT · Half Marathon · 5K · 0.5 Miles · from $10 · register ↗
- Sat 4/24Lake Mohegan Trail RaceFairfield, CT · 10K · 5K · 4 Hour · Trail · register ↗
- Sun 4/25Minute Man RaceWestport, CT · 10K · 5K · 1K · from $10 · register ↗
May 2027
- Sat 5/12027 Granby Road RaceGranby, CT · 5K · 10K · 1 Mile · Road · from $40 · registration closed · register ↗
- Sat 5/1Brew RunNew London, CT · 5K · 1 Mile · from $20 · register ↗
- Sun 5/2Miles For MargaritasStratford, CT · 5K · 1 Mile · from $27 · registration closed · register ↗
- Sun 5/2Porter 5K (3.1 mile) Rec Park, Columbia, CTColumbia, CT · 5K · 1 Mile · from $15 · registration closed · register ↗
- Sat 5/15RESERVOIR RUSHMoodus, CT · 5K · from $10 · register ↗
- Sun 5/162026 Rossiter Run 5K Race and Fun Run/WalkWashington Depot, CT · 5K · from $5 · registration closed · register ↗
- Fri 5/21Moonlight 5KNew Milford, CT · 5K · from $35 · register ↗
- Sat 5/2933rd Annual | Weston Memorial Day Weekend 5K & Kids Fun RunWeston, CT · 5K · 1 Mile · from $15 · registration closed · register ↗
- Sun 5/30Marlborough Lions Club Round The Lake 5KMarlborough, CT · 5K · from $25 · registration closed · register ↗
June 2027
- Sat 6/5Athletic Brewing Company Fairfield Road RacesFairfield, CT · Half Marathon · 5K · 16.2 Miles · 1 Mile · 0.5 Miles · from $10 · register ↗
- Sat 6/5Run the Vineyards - Jonathan Edwards 5KNorth Stonington, CT · 5K · from $44 · register ↗
- Sat 6/5Woodland Ramble Trail RunMystic, CT · 5K · Trail · from $31 · register ↗
- Sat 6/12Gaylord GauntletWallingford, CT · 5K · from $60 · registration closed · register ↗
- Sat 6/26Westport Road Runners Summer SeriesWestport, CT · 2.2 Miles · 5K · 3.8 Miles · 4.1 Miles · 4.7 Miles · from $15 · registration closed · register ↗
July 2027
- Sun 7/25Run the Vineyards - Priam Vineyards 5KColchester, CT · 5K · 1 Mile · from $34 · register ↗
August 2027
- Tue 8/17Battle of Stonington 5KStonington, CT · 5K · from $32 · register ↗
- Sat 8/2118th Annual Saybrook Point 5k Road RaceOld Saybrook, CT · 5K · Road · from $30 · registration closed · register ↗
September 2027
- Mon 9/6Faxon Law New Haven Road RaceNew Haven, CT · Half Marathon · 20K · 5K · 0.5 Miles · Road · from $8 · register ↗
October 2027
- Sun 10/3Fishbein / YMCA Community Road RaceWallingford, CT · 5K · 1K · 1 Mile · Road · from $5 · register ↗
- Sun 10/3Garavel SoNo Half Marathon | 5KNorwalk, CT · Half Marathon · 5K · 1 Mile · from $25 · registration closed · register ↗
- Sun 10/1735th Annual Halloween 5K and Kids Fun RunBrookfield, CT · 5K · from $5 · registration closed · register ↗
- Sun 10/17The Salisbury Beast 5KSalisbury, CT · 5K · from $45 · registration closed · register ↗
Planning a race
- Race day checklistwhat to sort out the night before
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