Outdoor events near Stamford, Connecticut
39 outdoor events are on within 25 miles of Stamford over the next three months: 37 races and 2 ranger-led or guided programs. 3 are this weekend. A typical October day in Stamford reaches about 64°F and drops to 45°F, with rain or snow about 1 day in 3 (NOAA 30-year average).
- 39 upcoming
- 3 this weekend
- October: 16
- November: 17
- December: 6
- 5KGemstone Sparkle Sprint 5kSat, Oct 10 · 9:00 AMWilton · 7.5 mi from Stamford
- Guided tourSecond Saturday Stone Wall TourSat, Oct 10 · 10:00 AMWeir Farm National Historical Park · 13 mi from StamfordFree
- RaceWalk/Run for AbilisSun, Oct 11 · 9:00 AMOld Greenwich · 5.5 mi from Stamford
- 5KTunnel to Towers 5K Run & Walk - Bridgeport, CTSat, Oct 17 · 8:15 AMBridgeport · 18 mi from Stamford
- RaceRun for WatersideSat, Oct 17 · 9:00 AMStamford · 2.7 mi from Stamford
- Guided tourFall Hike Weekend at Weir Farm NHPSat, Oct 17 · 9:30 AMWeir Farm National Historical Park · 13 mi from StamfordFree
- marathon · 5K · 7 mileThe Ridgefield Road Fest 50th Anniversary: 1/2 Marathon, 7-Miler, and The Iris Fund 5KSun, Oct 18 · 7:15 AMRidgefield · 14 mi from Stamford
- half marathonHSS Greenwich Half MarathonSun, Oct 18 · 7:30 AMOld Greenwich · 5.6 mi from Stamford
- 5KGregory Burnett, Sr. Memorial 5K & Fun RunSun, Oct 18 · 9:00 AMNorwalk · 8.1 mi from Stamford
- 5KFollow Natural Fitness Women's Breast Cancer Awareness 5KSun, Oct 18 · 10:00 AMBridgeport · 19 mi from Stamford
- 5KChasing the Legend; Easton's Lady in White 5K Run/WalkSat, Oct 24 · 10:00 AMEaston · 19 mi from Stamford
- 5KLos Runners Dia de Los Muertos 5KSat, Oct 24 · 5:00 PMNorwalk · 5.6 mi from Stamford
- half marathon · 5KReservoir Run Half Marathon, 5K, Kids Fun Runs & Family StrollSun, Oct 25 · 8:20 AMWeston High School, WESTON · 13 mi from Stamford
- 5KKing Cares Annual 5KSun, Oct 25 · 10:00 AMStamford · 2.1 mi from Stamford
- 5KFamily Fun Halloween 5kSun, Oct 25 · 10:00 AMWilton · 9.8 mi from Stamford
- 5KNorwalk PAL 5K BOO!Sat, Oct 31 · 8:45 AMNorwalk · 8.1 mi from Stamford
- RaceHappy HalloWINE Run & WalkSun, Nov 1 · 8:45 AMStratford · 22 mi from Stamford
- RaceRun with the SaintsSun, Nov 1 · 10:35 AMDarien · 3.5 mi from Stamford
- RaceRam Council Foundation CD Fun RunSat, Nov 7 · 9:00 AMNew Canaan · 4.3 mi from Stamford
- 5KFolds of Honor Bethel Veteran's Day 5KSat, Nov 7 · 10:00 AMBethel · 21 mi from Stamford
- 5K2026 Colony Grill 'Hot Oil' 5KSun, Nov 8 · 9:00 AMFairfield · 16 mi from Stamford
- 5K5th Annual Honor Our Veterans 5k/Health WalkWed, Nov 11 · 9:00 AMSherwood Island Connector, Westport · 11 mi from Stamford
- RaceJennings Jaguar and Fun Run Supporting Kevin's AfterglowSat, Nov 14 · 8:00 AMFairfield · 17 mi from Stamford
- half marathonStorybook Half MarathonSat, Nov 21 · 8:30 AMStratford · 24 mi from Stamford
Nearby · Pedro Xing, CC0 (via Wikimedia Commons)RaceRun for MaxSat, Nov 21 · 9:00 AMDanbury · 21 mi from Stamford- RaceNew Canaan Turkey TrotSun, Nov 22 · 11:30 AMWaveny Park, New Canaan · 5.6 mi from Stamford
- RaceBoys & Girls Club of Ridgefield 45th Annual Turkey TrotThu, Nov 26 · 8:00 AMRidgefield · 15 mi from Stamford
- RaceBethel Turkey TrotThu, Nov 26 · 8:00 AMBethel Municipal Center, Bethel · 22 mi from Stamford
Nearby · Делян Ковачев, CC BY-SA 3.0 (via Wikimedia Commons)RaceStratford Turkey Day TrotThu, Nov 26 · 8:05 AMStratford · 23 mi from Stamford- RacePequot Runners Thanksgiving Day RaceThu, Nov 26 · 8:15 AMSouthport · 14 mi from Stamford
- RaceRowayton Turkey TrotThu, Nov 26 · 9:00 AMNorwalk · 5.8 mi from Stamford
- 5K · 1 mileDarien Depot Overstuffed Turkey Trot 5K and 1 Mile Fun RunFri, Nov 27 · 10:00 AMDarien High School, Darien · 3.2 mi from Stamford
- 5K · 1 mileGreenwich Alliance Turkey Trot 5K, 1 Mile & Mini-TrotSat, Nov 28 · All dayRoger Sherman Baldwin Park, Greenwich · 4.9 mi from Stamford
- marathonMake It Amazing: Marathon 20Sat, Dec 5 · 7:00 AMPO Box 110211, Trumbull · 21 mi from Stamford
- Race2026 NIA Jingle Bell Run - 38th AnnualSat, Dec 5 · 9:05 AMTrumbull · 23 mi from Stamford
- 5K2025 Norwalk Jingle Bell 5KSat, Dec 12 · 9:00 AMCalf Pasture Beach, Norwalk · 8.1 mi from Stamford
- RaceThe Holiday Run & Walk For ToysSun, Dec 13 · 9:45 AMStratford · 22 mi from Stamford
- RaceNew Canaan Santa RunSat, Dec 19 · 9:15 AMWaveny Park, New Canaan · 5.6 mi from Stamford
- 5KFrosty Forest 5kSat, Dec 19 · 10:00 AMStratford · 24 mi from Stamford
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.
