Massachusetts
Events
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Deerfield Riverfest
The annual Deerfield Riverfest returns to Charlemont, Massachusetts August 1 and 2. Organized by Zoar Outdoor, Berkshire East, and American Whitewater, the event includes a weekend of community paddling trips on the Deerfield River, plus paddling clinics, gear demos, and more. The highlight of the weekend is the party at Berkshire East that begins at […]
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The Landmine MTB Classic
Wompatuck State Park Hingham, MAThe Landmine MTB Classic is a premier mountain bike race on Boston's South Shore run by the Friends of Wompatuck State Park, Bikebarn Racing, and SE Mass NEMBA. The family-friendly race offers numerous course distances in order to welcome as many people into competitive mountain biking as possible. These include 25-mile, 11-mile, 5-mile, and 3-mile […]
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Great Stone Dam Classic – Canoe, Kayak, & SUP Race
MassachusettsThe Great Stone Dam Classic at Abe Bashara Boathouse in Lawrence, Massachusetts features 3 great races: LEARN MORE HERE
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Josh Billings Runaground Triathlon – Run, Bike, Canoe
MassachusettsThe Josh Billings Runaground is a 27-mile bike, 5-mile canoe/kayak/SUP, and 6-mile run triathlon held amid the Berkshires of western Massachusetts. The race starts in Great Barrington with a 27-mile bike ride through five towns with scenic backcountry roads and rolling hills to Stockbridge Bowl in Stockbridge where bikers hand off the wrist band to […]
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Greylock Go-Around 50K MTB Fundraiser
MassachusettsCircumnavigate the highest point in Massachusetts at the 2026 Greylock Go Around 50K, a Mountain Bike Fundraiser for Thunderbolt Ski Runners: Learn more here.
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Dead Last Ultra
MassachusettsSutton, Massachusetts - Dead Last Ultra is a backyard ultramarathon at historic Waters Farm in Sutton, Massachusetts. The rules are simple. The race is not.Every runner has one hour to complete a 4.2 mile loop. Finish in time and you're back on the line for the next one, on the hour, every hour. Fall short […]
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Mount Tom Trail Race
MassachusettsHolyoke, Massachusetts - The 6th annual Mount Tom Trail Race will take place on Saturday, October 24, 2026. Enjoy the beauty of autumn at the Mount Tom State Reservation with four ways to participate for all trail running levels, even if you have never run a trail race. Beast Coast Trail Running presents this trail […]
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The Next Loop Endurance Series
MassachusettsWrentham, Massachusetts - The New England 50 Mile Challenge is a gritty, no-nonsense test of pacing and patience on a scenic 3.1-mile (5K) loop trail. This is a continuous 50-mile trail race run alongside The Next Loop Endurance Series. Same fully stocked Start/Finish aid station every lap. Easy fueling. Simple logistics. All the support, every […]