Trail Running calendar near Windham 2024-2025

We have found 35 Trailruns within 80 miles of Windham. See below where and when you can find the races.

The Holistic Hustle is a community-focused running event taking place in Kennebunkport, ME, featuring a 5K, 10K, and a kids' fun run. Set in the scenic Emmons Preserve, participants can enjoy a timed run/walk while supporting holistic education initiatives. The event includes music, local food vendo..

The Hamsterwheel is an exciting ultrarunning event held at the Hillsborough County Fairgrounds in New Boston, NH, featuring races of 6, 12, 24, and 30 hours, as well as relay options. Celebrating its 10th year, participants will run a scenic 4-mile loop along the New Boston Rail Trail, with a turnar..

The Hugs from Vets Trail will take place in Henniker on Sunday 3 November 2024. You can run 10 kilometers.

The "Race for DFL" is a unique "last runner standing" ultra event held on a 4.1666-mile course in Winchendon, MA. Participants must complete a lap every hour, with the race continuing until only one runner remains, who must finish one lap more than any other competitor. The event also offers a 50-mi..

The Upton Half Marathon Trail Race, organized by the Tri-Valley Front Runners, features a challenging 21K half marathon and a 10.5K trail run through the scenic Upton State Forest in Upton, MA. Participants will navigate technical, hilly single-track trails and forest roads, with each lap of the hal..

The TARCkey Trot is a unique 6-hour timed running event set on a scenic 5K loop at Wright Locke Farm in Winchester, MA. Participants can run as many loops as they wish within the time limit, navigating a course filled with natural terrain challenges. The event promotes community engagement, offering..

The Windham Woods School is hosting its inaugural Thankful Trails 5K Run & Walk, featuring a scenic 3.1-mile course through the school's trails, open to participants of all abilities. The event includes a Kids Fun Run for children aged 8 and under, which is free of charge. Each registered runner wil..

The 26th Annual Novemberfest Race for the Nashua Children's Home is a festive 4-mile running event taking place in Nashua, NH. Participants will enjoy a scenic route through Mine Falls Park, followed by a post-race celebration at Martha's Exchange Restaurant & Brewery. The event features a raffle wi..

The Toonerville Trail Turkey Trot 5K is a festive running event held in Springfield, VT, on November 28, 2024. Participants can choose to run the in-person 5K course, which is a mostly flat out-and-back route along the scenic Black River, or opt for a virtual trot. Proceeds from the event benefit Me..

December 2024

The TARC Winter Classic will take place in Stoneham on Saturday 7 December 2024. You can run between 8 and 32 miles.

March 2025

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 a hiatus, this race maintains a low-key atmosphere and a friendly community spirit. The course follows the Nipmuck Trail, featuring technical terrain and scenic view..

April 2025

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

The Tortoise and the Hare Trail Races, taking place in Salisbury, MA, features a variety of running events including a 10K, 5K, and a 1 Mile Color Run. Scheduled for April 19, 2025, this event aims to support the Salisbury Parks and Recreation. Participants can enjoy a scenic course within the Salis..

May 2025

The White Lake Ultras is a timed running event held at White Lake State Park in Tamworth, NH, featuring 6-hour, 12-hour, and 24-hour race options. Participants navigate a scenic 3-mile loop that is primarily single track, with minimal elevation gain, making it accessible for various skill levels. Th..

September 2025

The 2025 ACT Trail Fest invites participants to run or walk through scenic trails in Arundel, Maine, featuring a 5k, 10k, and half marathon. This annual event, organized by the Arundel Conservation Trust, showcases the beautiful ACT Multi-Purpose Trail and Eastern Trails, offering stunning woodland ..