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 […]
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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 […]
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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 […]
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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 […]
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Fall Frolic: 8-Hour | 4-Miler
MassachusettsHingham, MA - Four miles. Eight hours. Probably some mud. Definitely some questionable decisions. The Fall Frolic is a laid-back trail running event with a few different ways to join. […]
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Spring Fever 8-Hour | 5-Miler | 5K
Wompatuck State Park Hingham, MAJoin us for one of the best times of the year in New England; Spring! Right as the snow is melting, the flowers are blooming and you are ready to […]
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New England Longboard Classic
Massachusetts(Official 2027 date TBD) Hull, MA - This surfing contest puts groms on the best and safest waves of the day. We'll decide this close to contest time based on […]