Trail Running calendar near Rochester 2026-2027

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.

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.

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.

Experience a rugged trail race through the Adirondack forests and wetlands of Amy’s Park. Enjoy scenic views and a community after party at a local brewery while supporting land conservation for Lake George.

A 50K trail race on October 3, 2026 in Kattskill Bay, NY, featuring four peak crossings and about 9,000 feet of climbing.

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..

Community 5K and a 0.5 mile youth run at Pitney Meadows Community Farm on October 10, 2026. The mixed surface, spectator friendly course runs on grass and stone dust and raises funds for the farm's programs.

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.

Timed endurance running at Champs Campground in Whitehall NY on October 17 and 18, 2026. Choose a 6 hour, 12 hour, or 24 hour race on a flat 0.30 mile loop with aid station, camping, and limited fields.

Explore the scenic trails of 100 Acre Woods in Malta, New York. This community event on October 18, 2026 features 2k, 3k, and 5k trail runs. All proceeds support local trail maintenance.

An uphill run at Stowe Mountain Resort hosted by the Mansfield Nordic Pro Team on June 21 and October 18, 2026. The 1.7 miles course climbs from Midway Lodge to Cliff House and raises funds for the pro team.

A Halloween themed 5K trail race at Arrowhead Golf Course in Milton VT on October 25, 2026. Pre registration fee is $15 and the event is open to runners 12 and older with awards for top male, female, and non binary finishers.

A 4.9 mile mountain trail race in Keene, NH featuring four up and down laps on varied ski and single-track trails, with proceeds and food donations benefiting the Keene Community Kitchen.

A technical trail half marathon at Moreau Lake State Park covering about 14 miles with 2700 feet of climb, fully marked with one aid station near Bonita Lake.