Trail Running calendar near Bradford 2026-2027

A scenic 5K and 2 Mile Fun Run Walk at Crown Point State Historic Site on September 19, 2026, featuring trails, roads, and fields and raising awareness about online safety through a collaboration with prevention partners.

TAM Trek is a trail race and fun run in Middlebury, Vermont supporting the Trail Around Middlebury. Events range from a full 19 mile route around the village to shorter trail races and a family friendly two mile run.

A 5K trail race at Loon Mountain on September 20, 2026, as part of the 51st NH Highland Games, with 800 ft of elevation gain across dirt trails, service roads and ski trails. Registration includes a race shirt and festival admission.

A community 5K in Hillsborough, NH on September 20, 2026, organized by the Hillsboro Fire Department. The off-road course may be uneven and strollers are not recommended; registration runs March 25 to September 19 with a $30 fee.

A one lap up and down mountain race in Waterville Valley, New Hampshire on September 20, 2026, part of the USATF-New England Mountain Racing Circuit. The course uses grassy ski slopes and gravel service roads and includes three aid stations..

A fall trail race at Merck Forest and Farmland Center featuring an approximately 8.5 mile loop with about 1,800 feet of climbing and two aid stations. A separate 0.75 mile kids loop circles the farm and allows parent participation.

A one-day mountain challenge covering five peaks around Westmore, Vermont, with a full route of 26 miles and about 6,142 feet of gain. The course has staffed water and aid stations, limited entry to protect trails, and on-campus camping.

A mountain trail race at Jay Peak covering 7.1 miles and about 3,044 ft of climb, with technical summit ridge, flagged single-track, and a 2 hour summit cutoff.

Triathlon ÉPIQ mixes open water swimming, long gravel bike stages and mountain trail running including an ascent of Mont Owl's Head in a semi-autonomous format.

Mountain bike and ultra-run event at Ascutney Outdoors near West Windsor VT with 50 mile and 50K options, relays and kids races, benefits Vermont Adaptive.

Bike, run, or walk on the Lamoille Valley Rail Trail in Morrisville, Vermont. Proceeds support services for healthy aging in Central Vermont including groceries, emergency fuel, prescription assistance, and exercise classes.

A 3.1-mile race at Shelburne Farms on 09/27/2026 with a course that mixes gravel paths (not loose), wooded trails, fields and dirt roads. Field limited to 200 racers; registration through Racevermont.com includes a finishers medal.

A 21k trail race on Pleasant Mountain in Bridgton, ME, featuring steep ridge climbs, technical single-track, one aid station, and a finish-area afterparty with food and beer.

Trail races on Paine Mountain near Northfield VT featuring a 7 mile plus summit race, a 6k Anchor Challenge with a 4 person team option, youth races and awards.

Last person standing trail ultra in Center Conway, NH on a 3.5 mile forest loop with camping, meals, swag and a beer mile the following day.

Keene Family YMCA Fall Foliage Trail Races feature 5K and 10K trail courses starting and finishing at the Keene YMCA, with chip timing, age-group prizes, and proceeds supporting YMCA programs and access.

Trail event in Bradford Vermont with looped mountain course, 30 hour, 12 hour and 6 mile options, tarot themed awards and a 100 runner cap.

A community run on October 10, 2026, organized by the Lebanon Recreation, Arts, and Parks Department, following the Rail Trail from Enfield along Mascoma Lake and the Mascoma River to a finish in Lebanon. Fees change before race week and pa..

The 26th North American Wife Carrying Championship returns to Sunday River in Newry, Maine on October 10, 2026. Teams of one man and one woman race a 278 yards obstacle course with log hurdles, a sand trap, and the Widow Maker water hazard.

Trail marathon and half marathon at Trapp Family Lodge in Stowe, VT on October 17, 2026, run on a 13.1 mile loop with steep climbs and single track.