Outdoor events near Portland, Maine
25 outdoor events are on within 25 miles of Portland over the next three months: 23 races and 2 group outings and classes. 2 are this weekend. A typical October day in Portland reaches about 59°F and drops to 41°F, with rain or snow about 1 day in 3 (NOAA 30-year average).
- 25 upcoming
- 2 this weekend
- October: 13
- November: 10
- December: 2
- 5KGorham Knights 5KSat, Oct 10 · 9:00 AMGorham · 15 mi from Portland
- 10KBeach and Road 10KSun, Oct 11 · 10:30 AMOld Orchard Beach · 12 mi from Portland
- RaceThe Monster DashSat, Oct 17 · 9:45 AMBiddeford · 17 mi from Portland
- 50K · 10KLittle Duck 50k & 10kSun, Oct 18 · 7:00 AMWindham · 15 mi from Portland
- 5K2026 Runnin' Monks 5K Road RaceSun, Oct 18 · 9:00 AMStandish · 20 mi from Portland
Nearby · Jack.Flanagan, CC BY 2.0 (via Flickr)5KFair Election 5KSun, Oct 18 · 10:30 AMFalmouth · 8.5 mi from Portland- 5KCamp Sunshine's Pumpkin Festival Flannel 5k & Fun RunSun, Oct 18 · 12:00 PMFreeport · 16 mi from Portland
- 5K · 10KCancer Can Suck A Cactus 5K/10KSat, Oct 24 · 12:01 AMKennebunk · 25 mi from Portland
- 5K · 10KWicked 5K & 10KSat, Oct 24 · 9:00 AMKennebunk · 25 mi from Portland
- 10KGreat Pumpkin 10KSun, Oct 25 · All daySaco · 16 mi from Portland
- 5KSTEM 5K at Biddeford Middle SchoolSun, Oct 25 · 10:00 AMBiddeford · 18 mi from Portland
- 5KI Heart Biddeford 5KSat, Oct 31 · 8:00 AMBiddeford Primary School, Biddeford · 18 mi from Portland
Nearby · ian02054, CC BY 2.0 (via Flickr)5K · 10KHolistic Hustle 5K/10KSat, Oct 31 · 10:00 AMKennebunkport · 21 mi from Portland
Nearby · cdsessums, CC BY-SA 2.0 (via Flickr)5K10th Annual Portland Waterfront 5KSat, Nov 7 · 8:30 AMPortland · 3.7 mi from Portland- 5KSaint James School Trot for Catholic Education 5K and Kids Fun RunSat, Nov 7 · 9:00 AMBiddeford · 17 mi from Portland
Nearby · Paul VanDerWerf from Brunswick, Maine, USA, CC BY 2.0 (via Wikimedia Commons)5KMTA Class of 2028 Pie Run 5KSun, Nov 8 · 8:30 AMTopsham · 24 mi from Portland- 5KPanther 5K Pi RunSun, Nov 8 · 9:00 AMYarmouth · 11 mi from Portland
- RaceTurkey Trot Tune Up and Kid's Turkey DashSun, Nov 15 · 8:50 AMPortland · 5.1 mi from Portland
- 5K3rd Annual Turkey Trot - 5K Run/WalkSat, Nov 21 · 10:00 AMHollis Center · 23 mi from Portland
- 5KMaine Track Club Turkey Trot 5KSun, Nov 22 · All dayCape Elizabeth · 3.1 mi from Portland
- 5KTurkey Trot 5KSun, Nov 22 · 8:30 AMWestbrook · 8.9 mi from Portland
- 5KGreely Hockey 5K Turkey TrotThu, Nov 26 · 8:00 AMCumberland · 12 mi from Portland
- RaceOutfitters Turkey TrotThu, Nov 26 · 9:00 AMKennebunk · 24 mi from Portland
Nearby · KLGreenNYC, CC BY-SA 2.0 (via Flickr)5KUgly Sweater 5K & Merry MileSat, Dec 5 · All dayFalmouth Memorial Library, Falmouth · 8.0 mi from Portland- RaceSeaside Santa DashSat, Dec 19 · 10:00 AMKennebunk · 25 mi from Portland
Photos marked “Nearby” show a place close to the event, not the event itself.
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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.
