Trail Running Calendar Massachusetts 2024-2025

We have found 15 Trailruns in Massachusetts. Check below where and when you can find the races.

The Watuppa Trail Races are celebrating their 10th running in the Watuppa Reservation. The event promises an exciting trail racing experience and invites participants to join in the celebration. For more information and to register, visit the race website.

The Trillium Spring 5k will take place in Canton on Saturday 11 May 2024. You can run between 5 and 5 kilometers.

The Cape Cod Race Against The Tides (RATT50) is an exclusive, unsanctioned, solo, and unsupported 50-mile ultra run that takes place every May and September. The course spans Cape Cod's untamed beauty, with the start time determined by the gravitational pull of the moon and tides. Participants can s..

The Powisset Farm Trail Run is part of the Barn to Run Trail Race Series and takes place on Memorial Day, Monday, May 27, 2024, at Powisset Farm in Dover, MA. The event offers 4 race distances - 8.3, 5.6, 3.1, and 1.5 miles, running through the trails of Powisset Farm and neighboring Noanet Woodland..

The Connecticut Ultra Traverse (CUT) offers two trail running options: a 112-mile course and a 50-mile course, both following the Blue Blazes of the New England Trail. The challenge of the #CUT112 is to run the entire state of Connecticut from the MA border to Long Island Sound without stopping to s..

June 2024

The 11th annual Vegan Power trail run offers 50K, 25K, and a new 5-miler distance in Pittsfield State Forest, MA. The event supports local animal sanctuaries and is organized by the Berkshire Ultra Running Community for Service (BURCS). Runners will enjoy a beautiful 5-mile loop on single track trai..

July 2024

The Notchview Ultra is a trail run taking place from July 12-15, 2024, offering various race options including 100.7 miles, 72hrs, 48hrs, 24hrs, 12hrs, and 6hrs. The event features a beautifully groomed 1.9-mile perimeter loop trail in Windsor, MA, with an aid station providing snacks, water, and ac..

August 2024

The Sweltering Summer Ultra trail run will take place on Saturday, August 10, 2024, at Clapp Park in Pittsfield, MA. The event offers a marathon, 8-hour run, and a 5k race. The course is a certified dirt and cinder track that surrounds the park, with racers starting counter-clockwise and switching d..

The Jug End Loop Ultra is a trail run event taking place on August 24, 2024, in Egremont, MA. Participants can choose between a 4.2-mile run or a 6-hour ultra event, with registration costs varying. The course offers a challenging 4.2-mile loop through woods, fields, and an apple orchard, with 2.1 m..

The trail run takes place in Hamilton and Topsfield, MA, offering both 5k and 10k courses. The trail includes Vineyard Hill, Bradley Palmer State Park, the Bay Circuit Trail, and Greenbelt's Shaw Field. The trails are described as wide and fast, with the challenge of Vineyard Hill. There is an aid s..

September 2024

The Berkshire Ultra Running Community for Service (BURCS) is hosting the Free to Run Trail Races on September 14, 2024, in Pittsfield State Forest, Pittsfield, MA. The event offers distances of 15k, 25k, 50k, and 50 miles, with varying start times. The challenging course features long climbs, fast d..

October 2024

The Weir River Farm Trail Race will take place in Hingham on Sunday 13 October 2024. You can run between 3 and 13 miles.

The Groton Town Forest Trail Races will take place on October 13th and are sponsored by the Squannacook River Runners and Groton Trails Committee. The courses are set in the scenic Groton Town Forest, featuring narrow dirt roads, single lane trails with roots, rocks, uphills, and downhills. The race..

The Powisset Farm Trail Run - Fall will take place in Dover on Sunday 20 October 2024. You can run between 3 and 8 miles.

The Womp Romp trail run will take place on Saturday, October 26, 2024, in Hingham, MA. Participants can choose between a 50K three-loop race or a 10-mile one-loop race, both featuring a mixture of single track, wide trails, and some pavement. The event aims to introduce more people to the beautiful ..