Trail Running calendar near Springfield 2025-2026

Soak up autumn on rugged single track at Mt Tom State Park with options from a 5k fun run to a 25k solo or two person relay. This nonprofit fundraiser supports Kestrel Land Trust and serves up aid stations, prizes and a trail challenge.

Run the historic Ghost Train Rail Trail along a mostly flat, well groomed old railroad bed in Brookline and Milford, New Hampshire. Choose from a 30 hour ultramarathon, relays, or shorter distances while supporting local conservation.

Malta 2K, 3K, 5K Trail Race in Malta, New York, is organized by Roundabout Runners Club. The event begins at Luther Forest Athletic Fields near 30 Rocket Way and runs through the well-maintained trails of 100 Acre Woods, featuring wide ston..

Run for the Hills in Harvard, Massachusetts is a pair of off‑road trail races held at the Community Harvest Project Orchard (115 Prospect Hill Rd). The event features a challenging 5K trail run through orchard, woods, and fields, plus a 1‑m..

Join The Hamsterwheel in New Boston NH for a friendly 4 mile loop ultrarun with 6, 12, 24 and 30 hour solo and relay options. Scenic rail trail, night running, team camaraderie and quirky buckles make it a fun intro or a bold challenge.

Event information The Moreau Half takes place on Saturday, November 1, 2025, at Moreau Lake State Park in Gansevoort, NY (605 Old Saratoga Road). Start and finish are at the park beach. There is no fee to enter the park and parking is avail..

The Hugs from Vets Trail will take place in Henniker on Sunday 2 November 2025. You can run 10 kilometers.

Challenge yourself in the Saratoga Stryders Fall Back 5 Mile Trail at Saratoga Spa State Park, featuring rolling ridges, single track, grassy stretches and a stair climb. Enjoy a scenic, challenging course and post race prizes.

Race for DFL is a last-runner-standing backyard ultra held at Kenty’s Farm in Winchendon, Massachusetts. The event uses a single lap of about 4.17 miles, with a course mixture of grassy field, forest trail, crushed gravel bike path, and a d..

Windham Woods School Thankful Trails 5K Run & Walk Windham Woods School hosts the 2nd annual Thankful Trails event on November 15, 2025, at 39 Roulston Road, Windham, NH. The event includes a 5K trail run/walk and a Kids Fun Run for chi..

Mount Ascutney Vertical Backyard : Nov 22, 2025, Brownsville, VT The event is a "Last Person Standing" format held at Mount Ascutney in Brownsville, VT (449 Ski Tow Rd). Participants complete repeated laps; each hour they must asc..

Run the Novemberfest Race, a scenic 4 mile through Mine Falls Park in Nashua, finishing near the Millyard smokestack. Celebrate at Martha's Exchange after the race while supporting the Nashua Children’s Home.

Join a scenic road and rail trail run with prizes for top finishers. Route may change for weather and the event will be canceled if it snows. Entry is donation based; proceeds benefit a local dog rescue and community theater.

The Toonerville Trail Turkey Trot 5k will take place in Springfield on Thursday 27 November 2025. You can run 5 kilometers.

Krampuslauf - Lyme, NH (December 6, 2025) Krampuslauf is a running event held at the Dartmouth Skiway in Lyme, New Hampshire, with the start area at the ski lodge near 39 Grafton Turnpike Rd. The event offers these distances: 10K 9-hour ev..

Event overview The Runamuck 50K is held in South Pomfret, Vermont, with starts and finishes at Saskadena Six. The course covers 3,726 vertical feet and passes through Pomfret and Barnard. Weather on race day can include wind, rain, mud and..

Choose 24 hour, 12 hour or 6 hour timed loops at White Lake State Park in Tamworth, NH on May 2, 2026. Enjoy scenic 2 mile loops with some technical trail and beach sections; this is a cupless event so bring your own hydration.

The Dandelion Dash will take place in Hadley on Sunday 3 May 2026. You can run 5 kilometers.

TARC Wapack and Back in Ashburnham MA on May 9 2026 features 21.5, 43 and 50 mile runs along the rugged Wapack Trail with big elevation and wide views to Boston and surrounding ranges. Expect technical terrain and backcountry challenge.

Infinitus runs May 21 to May 30 in Ripton, Vermont, set among the Green Mountain National Forest. Choose distances from 9 miles to 551 miles and enjoy dorms, camping, a dining hall and pool for a true ultrarunning adventure.