Outdoor events near Bridgeport, Connecticut
58 outdoor events are on within 25 miles of Bridgeport over the next three months: 56 races and 2 ranger-led or guided programs. 4 are this weekend. A typical October day in Bridgeport reaches about 64°F and drops to 48°F, with rain or snow about 1 day in 3 (NOAA 30-year average).
- 58 upcoming
- 4 this weekend
- October: 23
- November: 25
- December: 8
- January: 2
- 5KGemstone Sparkle Sprint 5kSat, Oct 10 · 9:00 AMWilton · 14 mi from Bridgeport
- Guided tourSecond Saturday Stone Wall TourSat, Oct 10 · 10:00 AMWeir Farm National Historical Park · 14 mi from BridgeportFree
Nearby · katerina_simons, CC BY 2.0 (via Flickr)5KRun/Walk To Save a Life 5KSun, Oct 11 · 8:30 AMMultisports Academy, Hamden · 18 mi from Bridgeport- RaceWalk/Run for AbilisSun, Oct 11 · 9:00 AMOld Greenwich · 24 mi from Bridgeport
- 5KTunnel to Towers 5K Run & Walk - Bridgeport, CTSat, Oct 17 · 8:15 AMBridgeport · 2.6 mi from Bridgeport
- RaceRun for WatersideSat, Oct 17 · 9:00 AMStamford · 21 mi from Bridgeport
- Guided tourFall Hike Weekend at Weir Farm NHPSat, Oct 17 · 9:30 AMWeir Farm National Historical Park · 14 mi from BridgeportFree
- marathon · 5K · 7 mileThe Ridgefield Road Fest 50th Anniversary: 1/2 Marathon, 7-Miler, and The Iris Fund 5KSun, Oct 18 · 7:15 AMRidgefield · 17 mi from Bridgeport
- half marathonHSS Greenwich Half MarathonSun, Oct 18 · 7:30 AMOld Greenwich · 24 mi from Bridgeport
- 5K34th Annual Halloween 5K and Kids Fun RunSun, Oct 18 · 8:15 AMBrookfield · 22 mi from Bridgeport
- 5KGregory Burnett, Sr. Memorial 5K & Fun RunSun, Oct 18 · 9:00 AMNorwalk · 12 mi from Bridgeport
- 5KFollow Natural Fitness Women's Breast Cancer Awareness 5KSun, Oct 18 · 10:00 AMBridgeport · 1.7 mi from Bridgeport
- RaceSickle Cell Disease Association of America, CT/ Michelle's House Walk. Run. Bike.Sat, Oct 24 · 9:00 AMEdgewood Park, New Haven · 16 mi from Bridgeport
- 5KChasing the Legend; Easton's Lady in White 5K Run/WalkSat, Oct 24 · 10:00 AMEaston · 7.9 mi from Bridgeport
- 5KWoodbridge 5kSat, Oct 24 · 10:30 AMWoodbridge · 15 mi from Bridgeport
- 5KLos Runners Dia de Los Muertos 5KSat, Oct 24 · 5:00 PMNorwalk · 15 mi from Bridgeport
- half marathon · 5KReservoir Run Half Marathon, 5K, Kids Fun Runs & Family StrollSun, Oct 25 · 8:20 AMWeston High School, WESTON · 9.4 mi from Bridgeport
- 5K · 10KAbner Oakes III Veterans Run 5K & 10KSun, Oct 25 · 8:30 AMFarmington Canal Parking lot, Hamden · 18 mi from Bridgeport
- 5KKing Cares Annual 5KSun, Oct 25 · 10:00 AMStamford · 18 mi from Bridgeport
- 5KFamily Fun Halloween 5kSun, Oct 25 · 10:00 AMWilton · 13 mi from Bridgeport
- 5K15th Annual Milford 5K Trick or Trot Run/WalkSat, Oct 31 · 8:30 AMLisman Landing, Milford · 7.6 mi from Bridgeport
- 5KNorwalk PAL 5K BOO!Sat, Oct 31 · 8:45 AMNorwalk · 12 mi from Bridgeport
- RaceHamden Hall CISAC League RaceSat, Oct 31 · 1:00 PMHamden · 20 mi from Bridgeport
- RaceHappy HalloWINE Run & WalkSun, Nov 1 · 8:45 AMStratford · 4.4 mi from Bridgeport
- RaceRun with the SaintsSun, Nov 1 · 10:35 AMDarien · 17 mi from Bridgeport
- RaceRam Council Foundation CD Fun RunSat, Nov 7 · 9:00 AMNew Canaan · 16 mi from Bridgeport
- 5KFolds of Honor Bethel Veteran's Day 5KSat, Nov 7 · 10:00 AMBethel · 17 mi from Bridgeport
- 5K2026 Colony Grill 'Hot Oil' 5KSun, Nov 8 · 9:00 AMFairfield · 4.5 mi from Bridgeport
- 5K5th Annual Honor Our Veterans 5k/Health WalkWed, Nov 11 · 9:00 AMSherwood Island Connector, Westport · 8.6 mi from Bridgeport
- 5KA Good Run 5KFri, Nov 13 · 9:00 AMEast Shore Park, New Haven · 18 mi from Bridgeport
- RaceJennings Jaguar and Fun Run Supporting Kevin's AfterglowSat, Nov 14 · 8:00 AMFairfield · 2.6 mi from Bridgeport
- half marathonStorybook Half MarathonSat, Nov 21 · 8:30 AMStratford · 3.9 mi from Bridgeport
Nearby · Pedro Xing, CC0 (via Wikimedia Commons)RaceRun for MaxSat, Nov 21 · 9:00 AMDanbury · 19 mi from Bridgeport- 5KRun for the Turkeys 5K Road RaceSun, Nov 22 · 11:00 AMNew Fairfield · 25 mi from Bridgeport
- RaceNew Canaan Turkey TrotSun, Nov 22 · 11:30 AMWaveny Park, New Canaan · 16 mi from Bridgeport
- Nearby · katerina_simons, CC BY 2.0 (via Flickr)5KRun Turkey Run! Thanksgiving Day 5KThu, Nov 26 · 7:30 AMMultisports Academy, Hamden · 18 mi from Bridgeport
- RaceNewtown Turkey TrotThu, Nov 26 · 7:45 AMNewtown · 17 mi from Bridgeport
- 5K2026 Southbury Turkey Trot 5K & Kids Fun RunThu, Nov 26 · 8:00 AMSouthbury · 19 mi from Bridgeport
- RaceBoys & Girls Club of Ridgefield 45th Annual Turkey TrotThu, Nov 26 · 8:00 AMRidgefield · 17 mi from Bridgeport
- RaceBethel Turkey TrotThu, Nov 26 · 8:00 AMBethel Municipal Center, Bethel · 17 mi from Bridgeport
- 5KCommodore Hull Thanksgiving Day 5k Road RaceThu, Nov 26 · 8:00 AMShelton · 10 mi from Bridgeport
Nearby · Делян Ковачев, CC BY-SA 3.0 (via Wikimedia Commons)RaceStratford Turkey Day TrotThu, Nov 26 · 8:05 AMStratford · 3.4 mi from Bridgeport- RacePequot Runners Thanksgiving Day RaceThu, Nov 26 · 8:15 AMSouthport · 6.1 mi from Bridgeport
- 5KBranford Thanksgiving 5KThu, Nov 26 · 9:00 AMWalsh Intermediate School, Branford · 21 mi from Bridgeport
- RaceRowayton Turkey TrotThu, Nov 26 · 9:00 AMNorwalk · 14 mi from Bridgeport
- 5K2026 Shoreline Turkey Trot 5KThu, Nov 26 · 1:00 PMSavin Rock Conference Center, West Haven · 13 mi from Bridgeport
- 5K · 1 mileDarien Depot Overstuffed Turkey Trot 5K and 1 Mile Fun RunFri, Nov 27 · 10:00 AMDarien High School, Darien · 17 mi from Bridgeport
- 5K · 1 mileGreenwich Alliance Turkey Trot 5K, 1 Mile & Mini-TrotSat, Nov 28 · All dayRoger Sherman Baldwin Park, Greenwich · 25 mi from Bridgeport
- marathonMake It Amazing: Marathon 20Sat, Dec 5 · 7:00 AMPO Box 110211, Trumbull · 4.8 mi from Bridgeport
- Race2026 Jingle Bell Run - ConnecticutSat, Dec 5 · 8:00 AMNorth Haven · 24 mi from Bridgeport
- Race2026 NIA Jingle Bell Run - 38th AnnualSat, Dec 5 · 9:05 AMTrumbull · 4.1 mi from Bridgeport
- RaceChristopher Martin's Christmas Run for ChildrenSun, Dec 6 · 10:30 AMNew Haven · 16 mi from Bridgeport
- 5K2025 Norwalk Jingle Bell 5KSat, Dec 12 · 9:00 AMCalf Pasture Beach, Norwalk · 12 mi from Bridgeport
- RaceThe Holiday Run & Walk For ToysSun, Dec 13 · 9:45 AMStratford · 4.4 mi from Bridgeport
- RaceNew Canaan Santa RunSat, Dec 19 · 9:15 AMWaveny Park, New Canaan · 16 mi from Bridgeport
- 5KFrosty Forest 5kSat, Dec 19 · 10:00 AMStratford · 3.9 mi from Bridgeport
Nearby · ethan.long, CC BY-SA 2.0 (via Flickr)RaceChilly Chili RunFri, Jan 1 · 10:15 AMHigh Plains Community Center, Orange · 15 mi from Bridgeport- 4 mileBrookfield Lions Run for Sight 4-MilerFri, Jan 1 · 11:00 AMBrookfield · 23 mi from Bridgeport
Photos marked “Nearby” show a place close to the event, not the event itself.
More in Connecticut
Schedules come from park agencies, race sites and organizers' own calendars, checked daily. Events can change, so check the event page before you go. Typical weather is the NOAA 1991–2020 average.
