Outdoor events near Boston, Massachusetts
86 outdoor events are on within 25 miles of Boston over the next three months: 67 races, 8 group outings and classes, and 11 ranger-led or guided programs. 10 are this weekend. A typical October day in Boston reaches about 62°F and drops to 48°F, with rain or snow about 1 day in 3 (NOAA 30-year average).
- 86 upcoming
- 10 this weekend
- October: 41
- November: 36
- December: 8
- January: 1
- 10KBoston 10K for WomenSat, Oct 10 · 9:00 AMBoston Common, Boston · 2.9 mi from Boston
- Guided tourBlack Heritage Trail TourSat, Oct 10 · 10:00 AM · +1 more date2.9 mi from BostonFree
- 5KBreak Free 5KSat, Oct 10 · 10:00 AMChelmsford · 25 mi from Boston
- Guided tourThe Freedom Trail: Enemies to this Country Guided TourSat, Oct 10 · 11:00 AM · +1 more dateBoston National Historical Park · 2.9 mi from BostonFree
- Ranger program$5 Ferry WeekendSat, Oct 10 · 10:00 PM4.5 mi from Boston
- 5KFall Frolic 5K & Fun RunSun, Oct 11 · 9:00 AMLynch Park, Beverly · 17 mi from Boston
- 5KThe VaqueRun Boston Social 5KSun, Oct 11 · 9:00 AMBoston · 0.7 mi from Boston
- 5KAustin Reardon Memorial 5K Road Race- Third AnnualSun, Oct 11 · 10:00 AMKnights of Columbus, Norwood · 14 mi from Boston
- RaceArc'Teryx Run BostonSun, Oct 11 · 10:00 AMMilton · 9.9 mi from Boston
- 5KBoston Empower Walk & 5K RunSun, Oct 11 · 10:20 AMBoston Common, Boston · 2.4 mi from Boston
- Guided tourVictorian Science and the Beyond: Ethereal Evening ToursThu, Oct 15 · 5:00 PM6.2 mi from BostonFree
- Guided tourHistory at Sunset Walking Tour: The Siege, or Ruin and Back Again, Life in 1776 BostonThu, Oct 15 · 5:30 PMBoston National Historical Park · 2.4 mi from BostonFree
- 5K · 1.5 mile2026 Jog Your Memory 5K Run and 1.5 Mile Walk for Alzheimer'sFri, Oct 16 · 5:00 PMMitchell Elementary School, Needham · 13 mi from Boston
- 5KSSCPS Annual Road Race 5KSat, Oct 17 · 9:00 AMHingham · 11 mi from Boston
- RaceMassasoit 60th Anniversary Fun Run & WalkSat, Oct 17 · 9:00 AMBrockton · 18 mi from Boston
- VolunteerStewardship Saturday: Cathleen Stone Island (Thompson Island)Sat, Oct 17 · 9:00 AM1.5 mi from BostonFree
- 5KWoodville School Teddy Trot 5k Run/WalkSat, Oct 17 · 9:30 AMWakefield · 12 mi from Boston
- Walk or hikeArchaeology DaySat, Oct 17 · 10:00 AMMinute Man National Historical Park · 19 mi from BostonFree
- Walk or hikeFall Walks and Talks: "Lungs of the City" - Public Health and ParksSat, Oct 17 · 10:00 AM5.9 mi from BostonFree
- 5KBATV Spooky 5k Run/WalkSun, Oct 18 · 9:00 AMBillerica · 21 mi from Boston
- 5KSchvitz for Scholarship 5K Run/Walk and Little Schvitzer's DashSun, Oct 18 · 9:30 AMNewton Center · 8.5 mi from Boston
Nearby · The original uploader was Swampyank at English Wikipedia., Public domain (via Wikimedia Commons)Race2nd Annual Clarke Runs on DunkinSun, Oct 18 · 10:00 AMCanton · 11 mi from Boston- 5KThe DWS Great Pumpkin 5KSun, Oct 18 · 10:00 AMMarshfield · 24 mi from Boston
- RaceTopsfield Fall Foliage Classic Road RaceSun, Oct 18 · 11:00 AMTopsfield · 21 mi from Boston
- Guided tourMemories of Elm Brook HillSun, Oct 18 · 1:00 PMMinute Man National Historical Park · 16 mi from BostonFree
- Ranger programUSS Constitution UnderwayWed, Oct 21 · 8:00 AMBoston National Historical Park · 2.9 mi from BostonFree
- Guided tourHistory at Sunset Walking Tour: Cotton Mather and the Pirate Trial of 1717Thu, Oct 22 · 5:30 PMBoston National Historical Park · 2.4 mi from BostonFree
- Walk or hikeFall Walks and Talks: Hardscapes - Architecture and Collaboration in the Olmsted LandscapeSat, Oct 24 · 10:00 AM5.9 mi from BostonFree
- Ranger programWayside HalloweenSat, Oct 24 · 6:00 PMMinute Man National Historical Park · 18 mi from BostonFree
- 5K2026 Medway Police Chase 5K & Kids Fun Run Obstacle CourseSat, Oct 24 · 6:30 PMMedway · 23 mi from Boston
- 5K27th Annual Flutie 5K for Autism presented by Eastern BankSun, Oct 25 · All dayNatick High School, Natick · 18 mi from Boston
- RacePowisset Farm Trail Run - FallSun, Oct 25 · 8:00 AMDover · 15 mi from Boston
- 5KClocker Club 5k FundraiserSun, Oct 25 · 8:30 AMAshland · 24 mi from Boston
- RaceFall Fest: Run & Walk for the EsplanadeSun, Oct 25 · 9:00 AMFiedler Field, Boston · 3.0 mi from Boston
- 5KBoston Purple Pumpkin 5K and WalkSun, Oct 25 · 9:00 AMBrighton · 6.3 mi from Boston
Nearby · U. S. Fish and Wildlife Service - Northeast Region, Public domain (via Wikimedia Commons)RaceRace for the RefugeSun, Oct 25 · 9:00 AMSudbury · 21 mi from Boston- RaceFBE Halloween Apple RunSun, Oct 25 · 9:30 AMBelmont · 8.8 mi from Boston
- 5KHollis Hawk Hustle 5K & Community WalkSun, Oct 25 · 10:00 AMBraintree · 8.5 mi from Boston
- Guided tourHistory at Sunset Walking Tour: Memento Mori, the Significance of Gravestones and Burying GroundsThu, Oct 29 · 5:30 PMBoston National Historical Park · 2.5 mi from BostonFree
- 5KSpooky Sprint 5KSat, Oct 31 · 8:30 AMMelrose Family YMCA, Melrose · 8.6 mi from Boston
- half marathon · 5KCambridge Half Marathon + 5KSat, Oct 31 · 10:00 AMCambridge · 3.6 mi from Boston
- RaceGenesisHR Battlegreen Run 2026Sun, Nov 1 · All dayLexington High School, Lexington · 13 mi from Boston
- 5KThe Rotary Club of Marblehead 5KSun, Nov 1 · 10:00 AMCrocker Park, Marblehead · 14 mi from Boston
- 5K10th Anniversary Devin’s Dash 5K Family EventSun, Nov 1 · 10:00 AMJack's Abby Brewery, Framingham · 21 mi from Boston
- 5KSt. Mary’s 5KSat, Nov 7 · 9:30 AMBrookline · 5.2 mi from Boston
- 5KRandolph Pack the Pantry 5K Run/WalkSat, Nov 7 · 10:00 AMRandolph · 11 mi from Boston
- 5KDAV 5K BostonSat, Nov 7 · 10:00 AMBoston · 1.0 mi from Boston
- Walk or hikeFall Walks and Talks: Social Clubs, Impressionism, and OlmstedSat, Nov 7 · 1:00 PM5.9 mi from BostonFree
- RaceHawk TrotSun, Nov 8 · 9:00 AMMelrose · 7.8 mi from Boston
- RaceBoston River RunSun, Nov 8 · 9:00 AMBoston · 6.3 mi from Boston
- RaceWicked Kidz Fun RaceSun, Nov 8 · 1:15 PMGlen Urquhart School, Beverly · 17 mi from Boston
- Nearby · U. S. Fish and Wildlife Service - Northeast Region, Public domain (via Wikimedia Commons)RaceSudbury Road RaceWed, Nov 11 · 10:00 AMEphraim Curtis Middle School, Sudbury · 21 mi from Boston
- RaceStoneham Veterans Day RunWed, Nov 11 · 11:30 AMStoneham · 11 mi from Boston
- 5KLingzi Dream Dash 5kSat, Nov 14 · 9:00 AMArtesani Playground, Boston · 7.1 mi from Boston
- 5KCamy 5K Run & David 5K WalkSat, Nov 14 · 9:50 AMWalpole · 18 mi from Boston
- Ranger programVeterans CruiseSat, Nov 14 · 11:00 AM4.5 mi from Boston
- 5KThe Ryan Shaw Memorial 5kSat, Nov 14 · 2:00 PMBrighton · 6.3 mi from Boston
- Race2026 GFRC Busa Bushwhack Trail RacesSun, Nov 15 · 9:00 AMFramingham · 23 mi from Boston
- 5KGirls On The Run Greater Boston Fall Season Celebratory 5KSun, Nov 15 · 9:00 AMBoston · 2.9 mi from Boston
- half marathon · 5KLivestrong at the Y 5K & Half MarathonSat, Nov 21 · 8:30 AMLt. Ross Memorial Park, Peabody · 14 mi from Boston
Showing the next 60 of 86. See everything in Massachusetts.
Photos marked “Nearby” show a place close to the event, not the event itself.
More in Massachusetts
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.
