Trail Running Calendar Massachusetts 2024-2025

We have found 20 Trailruns in Massachusetts. Check below where and when you can find the races.

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

The Tarc Summer Classic will take place in Medfield on Saturday 17 August 2024. You can run between 10 and 40 miles.

The Greenbelt's Vineyard Hill Trail Run will take place in South Hamilton on Saturday 24 August 2024. You can run between 5 and 10 kilometers.

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 where they can run/walk as many laps as they choose of the 4.2-mile course. The course features a mix of woods, fields, and an apple or..

September 2024

The TARC Fall Classic will take place in Carlisle on Saturday 7 September 2024. You can run between 10 and 50 miles.

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 race offers distances of 15k, 25k, 50k, and 50 miles, with challenging terrains and beautiful scenery. The course includes long clim..

October 2024

The trail run event offers two race distances: 7 miles and 3.7 miles, taking place at the Houghton's Pond Recreation Area in the DCR Blue Hills Reservation near Boston. The courses feature rolling terrains on dirt roads and forest paths, with elevation changes of 700 feet for the 7-mile race and 300..

The Aggie Ram Trail Run 5k will take place in Walpole on Sunday 6 October 2024. You can run between 5 and 5 kilometers.

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 8th annual Weir River Farm Trail Run on October 13, 2024, offers four race distances: 13.1 miles (new for 2024), 9.3 miles, 6.0 miles, and 3.4 miles. Participants can enjoy post-race cider donuts and activities for the family, such as free pumpkin painting and animal visits. The event aims to ra..

The Mt. Tom Trail Race will take place in Holyoke on Saturday 19 October 2024. You can run between 5 and 25 kilometers.

The Powisset Farm Trail Run is part of the Barn to Run Trail Race Series and takes place in Dover, MA. The event offers 4 race distances to choose from - 8.3, 5.6, 3.1, and 1.5 miles, catering to both experienced and novice trail runners. Participants can enjoy post-race cider donuts and activities ..

The Womp Romp trail run is back for its fourth year, offering a 10-mile one-loop race and a 50k three-loop race in Wompatuck State Park, Hingham, MA. The course includes a mixture of single track, wide trails, and some pavement, suitable for all levels of trail runners. There are three aid stations ..

November 2024

The TARC Stone Cat Trail Festival will take place in Ipswich on Saturday 2 November 2024. You can run between 10 and 100 kilometers.

The Race for DFL will take place in Winchendon from Saturday 9 November 2024 to Sunday 10 November 2024. You can run 4 miles.

The Tarckey Trot 6 Hour - Winchester, MA will take place in Winchester on Saturday 16 November 2024. You can run between 6 and 6 hours.

December 2024

Participants can take on the Dreadmill 48 Hour Endurance Challenge, a virtual event where they have 48 hours to complete 100 miles on a treadmill. The challenge can be split over two days in December, and proof of distance must be submitted through time and date-stamped photos. Buckles will be award..

January 2025

Participants can take part in the BURCS Treadmill Marathon & 50K virtually between January 1 and January 31, 2025. The event offers options to run a marathon, a 50k, a marathon & 50k, or 2 x 50k on a treadmill. There is also a Frozen Folly Outdoor 50k option for those unable to access a treadmill du..

The Satan's Sidewalk trail run offers a unique challenge with options for a 66.66K virtual race or a 66.6-hour treadmill odyssey. Participants can also opt for the Frozen Folly 66.6-hour outdoor challenge. The event allows flexibility in choosing a start date in February and requires participants to..

March 2025

The Ladybug 50k is a virtual event held in memory of Cathy Troisi, known as the Ladybug Lady, who was a dedicated runner and fundraiser for Dana Farber. Participants can run the 50k distance anywhere they choose within 24 hours, throughout the month of March. Registration costs $45, with all proceed..