Trail Running calendar near Brookline 2024-2025

The Toonerville Trail Turkey Trot 5K is a festive running event taking place in Springfield, VT, on November 28, 2024. The course is a mostly flat out-and-back route along the scenic Black River, starting and finishing at the Toonerville Trail trailhead. Proceeds from the event will support local fo..

Gorge après Gorge is an annual 5k trail run and free family fun walk held in the Hilltowns, featuring a scenic course along the Wild and Scenic Westfield River. Participants receive cookie medals, and unique knitted hats are awarded to top finishers. The event includes a community potluck with baked..

The Krampuslauf is a unique running event held at the Dartmouth Skiway in Lyme, NH, featuring 5K, 10K, and a challenging 9-hour race. Inspired by the mythical creature Krampus, known for punishing naughty children during Christmas, participants will navigate scenic mountain trails. The 5K and 10K co..

The TARC Winter Classic, organized by the Trail Animals Running Club, takes place at Middlesex Fells Reservation in Stoneham, Massachusetts. This challenging event offers two distance options: 8 miles and 32 miles, featuring a rugged course with roots, rocks, and elevation changes. Participants can ..

The Jingle Bell 5k Fun Run/Walk is an annual event organized by Plymouth Elementary School to raise funds for Winter Program Student Scholarships. This year features a new route that combines scenic trails with neighborhood roadways, with a backup course available in case of heavy snow. Participants..

Seth's Fat Ass 50K is an exciting running event taking place in Springfield, MA, at Forest Park. Participants can choose to complete one, two, or all ten loops of the 50K course, with a total time limit of seven hours to finish. The event promises to provide custom schwag for all participants, inclu..

The Dar Snowshoe Scramble is a fun and low-key running event that offers participants the option to snowshoe or trail run, depending on snow conditions. The course is approximately 3.8 miles, with potential variations between 5k and 10k. The event emphasizes enjoyment over competition, with no forma..

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. Participants can choose between a 30-hour endurance race or a 15-mile challenge, with the course consisting of three loops, each approx..

The TARC To Hale and Back is an exciting trail running event organized by the Trail Animals Running Club, taking place at Hale Reservation in Westwood, Massachusetts. Participants can choose between a 6-hour endurance challenge or a 3.5-mile loop. The course features a mix of single-track and double..

The Northern Nipmuck Trail Race is a 16-mile trail running event held at Bigelow Hollow State Park in Union, CT. Revived in 2022 after being discontinued in 2012, the race maintains a low-key atmosphere and a friendly community spirit. The course follows the Nipmuck Trail, featuring technical terrai..

The Spring Fever 5K, 5M, and 8H is a running event taking place at Wompatuck State Park in Hingham, MA, on April 20, 2024. Participants can choose from three distances: a 5K, a 5-mile race, or an 8-hour challenge. The event is designed for all ages and fitness levels, with awards for the top finishe..

The Annual Merrimack River 10 Mile Trail Race is a USATF sanctioned event held in Andover, MA. Participants can enjoy a scenic out-and-back course while competing for prizes, including cash awards for new course records and homemade treats for age group winners. The race features water stations and ..

The Tortoise and the Hare Trail Races, scheduled for April 19, 2025, in Salisbury, MA, features a variety of running events including a 10K, 5K, and a 1 Mile Color Run. This family-friendly event aims to raise funds for the Salisbury Parks and Recreation. Participants can enjoy scenic courses within..

The TARC Spring Classic, organized by the Trail Animals Running Club, takes place at the Jericho Town Forest in Weston, Massachusetts. This event offers multiple distance options, including 10K, Half Marathon, Marathon, and 50K, catering to runners of all levels. The course features a relatively fla..

The Dandelion Dash and Mushroom Mile is a community running event taking place in Hadley, MA, featuring a 5K trail run/walk and a 1-mile fun run. Scheduled for May 4, 2025, the event aims to engage participants of all ages, promoting outdoor activity and family involvement. Proceeds from the event s..

The TARC Wapack and Back is a trail running event organized by the Trail Animals Running Club, taking place along the scenic Wapack Trail in Ashburnham, Massachusetts. Participants can choose from three distance options: 21.5 miles, 43 miles, and 50 miles. The course features challenging terrain wit..

The Canterbury Shaker Village XC 5k will take place in Canterbury on Saturday 17 May 2025. You can run between 5 and 5 kilometers.

The 4K Trail Run is a unique running event taking place in Boston, Massachusetts, on May 21 and 22, 2025. Participants can register as individuals or as part of corporate teams, making it a versatile option for runners of all backgrounds. The event not only promotes physical fitness but also support..

The Sunapee Scramble is an exciting mountain running event taking place on June 1, 2025, at Mount Sunapee in New Hampshire. Participants will tackle a challenging 9.3-mile course featuring a total elevation gain of 3,300 feet, racing up and down the mountain twice. The event serves as the sole selec..

The Drummer Hill Trail Races, held in Keene, NH, offers a variety of distances including 50K, 37.5K, 25K, and 12.5K, allowing participants to choose their adventure. The race features a mix of technical single track and old jeep roads, with significant elevation changes, making it a challenging trai..