Trail Running calendar near Fitzwilliam 2025-2026

We have found 76 Trailruns within 80 miles of Fitzwilliam. See below where and when you can find the races.

The Houghton's Pond Trail Races feature two distances: a 7-mile race and a 3.7-mile race, set in the scenic DCR Blue Hills Reservation in Milton, MA. Participants will navigate rolling dirt roads and forest paths, with elevation changes of approximately 700 feet for the 7-mile course and 300 feet fo..

The Midstate Massive Ultra Trail is an endurance race held in New Ipswich, New Hampshire, featuring 100-mile, 50-mile, and 30-mile point-to-point courses that traverse the scenic mountains, fields, roads, and rivers of central Massachusetts, with border crossings into New Hampshire, Rhode Island, an..

UTMB Index

The Ghost Train Trail Races, taking place in New Hampshire, is a unique running event that features a 30-hour ultramarathon, relay races, and shorter distances of 15 miles and 30 miles. Established in 2009, the event serves as a fundraiser for the Brookline and Milford Conservation Commissions, with..

The Mt. Tom Trail Race is an exciting running event set against the stunning backdrop of Mt. Tom, featuring challenging terrain and breathtaking views, particularly during peak foliage.Participants can choose from a solo 25k, a 2-person 25k relay, or a solo 10k. The race supports the Kestrel Land Tr..

Tackle the Trail is a well-supported running event held in Pomfret, Connecticut, featuring multiple race distances including a marathon, half-marathon, 10K, and relay team race. The course winds through the scenic Airline Trail communities, starting in Willimantic, CT, and finishing in Putnam, CT. T..

The Weir River Farm Trail Race, scheduled for October 19, 2025, in Hingham, MA, features three race distances: 10 miles, 6.0 miles, and 3.4 miles. This annual event showcases the scenic trails of Weir River Farm and the surrounding Whitney and Thayer Woods. Participants can enjoy post-race cider don..

The Book It for Books 10K and 5K is a charity running event held at Lake Accotink in Springfield, VA. Participants can choose to run or walk, with the event supporting literacy programs and providing books to children in need. The race features a trail course around the lake, with the 5K on the sout..

The Powisset Farm Trail Run - Fall is a part of the Barn to Run Trail Race Series, taking place at Powisset Farm in Dover, MA. This event features four race distances: 8.3 miles, 5.6 miles, 3.1 miles, and 1.5 miles, catering to both experienced and novice trail runners. Participants can enjoy post-r..

November 2025

The Hamsterwheel is an annual ultrarunning event held in New Boston, NH, featuring races of 6, 12, 24, and 30 hours, including relay options. Runners traverse a scenic, largely flat 4-mile loop along the New Boston Rail Trail, starting near the Hillsborough County Fairground. The event encourages pa..

The TARC Stone Cat Trail Festival will take place in Ipswich on Saturday 1 November 2025. You can run between 10 and 100 kilometers.

The Tarckey Trot 6 Hour - Winchester, MA will take place in Winchester on Saturday 15 November 2025. You can run between 6 and 6 hours.

The Mount Ascutney Vertical Backyard is a unique "Last Person Standing" running event held in Brownsville, VT. Participants will ascend and descend 1,209 vertical feet each hour, with options for different lap lengths. The challenge continues until only one runner remains, with the goal of matching..

The Novemberfest Race for the Nashua Children's Home will take place in Nashua on Sunday 23 November 2025. You can run 4 miles.

December 2025

The Krampuslauf is an exciting running event held at the Dartmouth Skiway in Lyme, NH, featuring 5K, 10K, and a challenging 9-hour endurance race. Participants will navigate scenic mountain trails, starting at the ski lodge and tackling both Holt's and Winslow sides of the mountain. Runners can earn..

The TARC Winter Classic is a trail running event held annually at Middlesex Fells Reservation in Stoneham, Massachusetts. It offers challenging distances of 8, 32, and 40 miles on the Skyline Trail, known for its technical New England terrain featuring roots, rocks, and elevation changes. Runners ex..

February 2026

The TARCtic Frozen Yeti is an exciting trail running event organized by the Trail Animals Running Club, taking place at Hale Reservation in Westwood, Massachusetts. Scheduled for February 7-8, 2026, participants can choose between a 30-hour race or a 15-mile distance. The course features three loops..