Trail Running calendar near Milton 2024-2025

We have found 16 Trailruns within 80 miles of Milton. See below where and when you can find the races.

The Soapstone Assault is a challenging 5.5-mile trail run located at Soapstone Mountain in Somers, CT. The race features 6 ascents of the mountain, including the infamous Killer Hill. With 1500' of climbing, runners will navigate steep, rocky, and treacherous terrain. Parking is limited, and carpool..

August 2024

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.

September 2024

The Run to Fall 5k - Northwood will take place in Northwood on Sunday 15 September 2024. You can run 5 kilometers.

The Hooksett Kiwanis 5k trail run is a family-friendly event that includes a 5k for all runners and walkers, as well as a Kid's Fun Run for children 12 and under. The race takes place in Hooksett, NH, starting at Heads Pond trail and finishing at the Hooksett Public Library. Participants can enjoy a..

The Bear Brook Trail Races offer a variety of distances including a 10K, Half Marathon, and Marathon, showcasing the beauty of Bear Brook State Park in Allenstown, NH. The courses feature single track trails, steep uphills, and blueberry fields, providing a scenic and challenging trail running exper..

October 2024

The NipMuck Trail Marathon offers a challenging 26.4-mile race on Connecticut's Nipmuck Trail, featuring rocks, roots, mud, and wood bridges. For those not ready for the full marathon, there is a relay option where teams of two can split the course. The race starts at the corner of Lipps Rd and Perr..

The Vulcan's Fury Trail Race in Nottingham, NH offers a challenging Half Marathon and 5 Miler through a technical and scenic course once a volcanic site. Participants will navigate boulder fields, dense forests, single-track switchbacks, streams, bridges, and rocky slopes like the Devil’s Staircase...

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 Midstate Massive Ultra Trail offers 100M, 50M, and 30M point-to-point races through the mountains, fields, roads, and rivers of central Massachusetts, with border crossings in New Hampshire, Rhode Island, and Connecticut. The race follows the historic Midstate Trail marked with yellow triangle b..

UTMB Index

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 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 Ghost Train Trail Races take place on October 19th & 20th, 2024, along the Granite Town Rail Trail in New Hampshire. Participants can choose to run 7.5 miles, 15 miles, 30 miles, or even for 30 hours. The trail follows the path of old railroad tracks used for shipping granite and ice in the late..

The Tackle the Trail - Pomfret, CT will take place in Pomfret on Saturday 19 October 2024. You can run between 10 and 42 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 Hamsterwheel is a 6/12/24/30-hour trail run event held near the Hillsborough County Fairgrounds in New Boston, NH. The course is a 4.0-mile loop along the New Boston Rail Trail, offering a largely flat and scenic route. Runners start in 15-minute intervals on Saturday morning and have the opport..