Trail Running calendar near Leyden 2025-2026

Tackle the Midstate Massive Ultra Trail, a point to point autumn ultra across New England with 100 mile, 50 mile and 50k options. Routes wind through mountains, fields and rivers along the historic Midstate Trail for a true adventure.

The Wayland / HFC Striders XC Festival, held in Wayland, Massachusetts, is a vibrant cross-country running event featuring three youth 3K races and two open 5K races for adults. The course winds through scenic fields and wooded trails, offe..

Mohawk Mountain Race : Cornwall, CT The Mohawk Mountain Race takes place at Mohawk Mountain Ski Area in Cornwall, CT (46 Great Hollow Road). The event offers four distance options: Marathon Half Marathon 10K 5K Registration closes on Octo..

The North Face Race to the Summit is a mountain-top running event held at Stratton Mountain in Stratton, Vermont. The course covers about 2.18 miles with a 2,003-foot vertical climb, delivering a steep uphill challenge amid alpine terrain...

The Tackle the Trail - Pomfret, CT will take place in Pomfret on Saturday 18 October 2025. You can run between 10 and 42 kilometers.

Mt. Tom Trail Race The Mt. Tom Trail Race takes place on October 18, 2025, with the start/finish and parking at Bray Lake in Mt. Tom State Park. The event is a nonprofit fundraiser that supports the Kestrel Land Trust. Registration fees are..

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..

Join the Veeder Tree Farm 5K on October 19, 2025 for a scenic 5K or 5K Trail Run supporting the Leukemia and Lymphoma Society. Enjoy farm trails, friendly competition, and options for students and virtual participants.

Book It for Books 5k & 10k is a charity running event at Lake Accotink Park in Springfield, VA, benefiting Reading is Fundamental of Northern Virginia (RIF NOVA). The weekend features a 1-mile fun run, a 5k trail out-and-back on the lake’s..

Enjoy crisp fall trails at the Powisset Farm Trail Run in Dover on October 26, 2025, with distances from 1.5 to 8.3 miles through Powisset Farm and Noanet Woodlands. Family friendly fun, cider donuts and post race food make it a great autum..

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.

The Saratoga Stryders Fall Back 5 Mile Trail Race is held annually at Saratoga Spa State Park in Saratoga Springs, NY. This challenging 5-mile course features a mix of hills, ridges, single-track trails, wide paths, paved sections, grassy a..

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..

The Centerville Bank Thompson Turkey Trot is an annual event held at the West Thompson Dam Overlook Shelter in Thompson, Connecticut. It features a 5K timed trail run, a 3K untimed walk called the "Wobble" where dogs on leashes are welcome,..

Take on scenic but technical, hilly single track trails in Upton State Forest with 10.5K or 21K (two laps) options on Sunday November 9, 2025. Field is limited to 250 runners and online pre registration closes November 7.

Join the TARCkey Trot, a six hour timed challenge at Wright Locke Farm on November 15, 2025, running multiple 5K trail loops over rocky rollers. Tackle as many laps as you like while supporting land conservation.