Trail Running calendar near Canterbury 2025-2026

Take on Bubba's Backyard Ultra in Center Conway, a Last Person Standing challenge on a scenic 3.5 mile loop of singletrack, fields, and logging roads. The race starts at 10 AM with food, prizes and an XC Beer Mile at 1:10 PM.

Event overview The Bobcat Ridge 25k is a 25k trail race held on the trails of the Edwin L. Smith Preserve in Kennebunkport, Maine. The event takes place on Saturday, October 4, 2025, at the Edwin L. Smith Preserve Trailhead on Guinea Road...

Inaugural Little Duck 50k at East Windham Conservation Area offers a small field trail challenge of five 6.5 mile loops for 50k or one loop for 10k. Expect rugged track, 900 ft gain per loop, aid stations and a Hanes shirt.

Keene Family YMCA Fall Foliage Trail Races in Keene, New Hampshire offer 5K and 10K trail runs starting and finishing at the Keene YMCA (200 Summit Road). The 5K provides a fast, beginner-friendly taste of trail running, while the 10K adds..

Groton Town Forest Trail Races, held at 163 West Main Street, Groton, MA, offer two trail distances: 9.5 miles and 3.4 miles. The courses are well-marked and feature a scenic loop through Groton Town Forest with no road crossings, combining..

Event Trust Trail Fest takes place on October 5, 2025 at the Kennebunkport Conservation Trust headquarters, 57 Gravelly Brook Road, Kennebunkport, ME. Participants can choose a trail 5k or 10k course that winds through the KCT trail system..

The Houghton's Pond Trail Races take place in the scenic DCR Blue Hills Reservation in Milton, Massachusetts, just south of Boston. This event offers two trail race distances: 7 miles and 3.7 miles, both starting and finishing near the Houg..

Blackhawk Blaze is a trail running event held in Plainfield, New Hampshire (Meriden area), at 92 Bonner Road, near Plainfield School. This sixth annual Plainfield tradition offers two races: a 5K Trail Race on the famed French's Ledges trai..

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.

Event overview Devil's Den Ultra takes place October 11-12, 2025 in Bradford, Vermont, at 1250 Chase Hollow Rd. The event offers these race options: 30-Hour 12 Hour 6 Miler The event is capped at 100 runners. Registration closes on Octobe..

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..

Run rugged trails amid peak New Hampshire foliage at Vulcan's Fury in Nottingham NH on Oct 12, 2025. Half marathon and 5 Miler courses feature boulder fields, steep switchbacks and scenic stream crossings for a true fall trail test.

Enjoy vibrant New Hampshire foliage at the Fall Foliage Foot Races in Waterville Valley on Oct 12, 2025. Choose a flat 5K, a scenic 10 mile trail with a climb and downhill finish, or a 1 mile kids run. Limited spots remain for the 10 mile.

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...

Run under peak autumn foliage along the haunted Granite Town Rail Trail in Brookline, NH, with options from 7.5 miles to a 30 hour ultramarathon. All profits support local conservation as the trail comes alive in October.

The Ravenswood Trail Race, part of the North Shore Trail Series, takes place in Ravenswood Park, featuring a scenic course through single track and carriage roads amid peak fall foliage. This classic fall trail race offers a challenging and..

Randolph Ramble is a 5.7-mile trail race on Randolph Mountain Club lands in New Hampshire’s Northern Presidentials. The course climbs about 1,100 feet and is steep, rocky, and slippery, with occasional snow; most runners walk or power-hike..

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.