Trail Running calendar near Rochester 2026-2027

A three-day Scottish heritage festival at Loon Mountain Resort in mid September featuring music, Highland Dance, heavy athletics, sheep dog trials, seminars and family programming.

Test your limits at the birthplace of Spartan Race in the Green Mountains of Vermont. Choose from distances ranging from 5km to 50km featuring steep climbs and rugged off trail descents at the iconic Killington Ski Resort.

Experience the scenic Trail Around Middlebury with distances ranging from a 2 mile fun run to a full 19 mile loop. Enjoy single track trails and mountain views in this community event supporting Vermont footpaths.

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 community-focused mountain running event in East Charleston, Vermont on September 26, 2026, crossing five peaks on mainly single-track trails. Timed full marathon and 20 mile trail only options are offered while proceeds support NorthWood..

Experience the inaugural Cirque Series at Jay Peak featuring a 7.1 mile course with over 3000 feet of vertical gain. Runners navigate technical terrain and rocky ridges to reach the summit for 360 degree views of the Vermont landscape.

Experience an endurance tradition at Mt. Ascutney featuring 50 mile and 50 km ultra runs, mountain bike races, and team relays. This scenic event supports Vermont Adaptive and includes fun races for kids.

Hit the Trail 2026 offers a timed 5K run/walk or bicycle rides on Vermont's scenic Lamoille Valley Rail Trail. The event raises funds for healthy aging services in Central Vermont. Join the community in Morrisville on September 27 for a day..

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 50 kilometer mountain ultramarathon around Lake George with roughly 9,000 feet of climbing, multiple aid stations, and required prior ultra-trail experience; the route starts and finishes at Camp Chingachgook in Kattskill Bay.

Experience the seasonal scenery of New Hampshire at the Keene Family YMCA Fall Foliage Trail Race. Choose between a fast 5K or a 10K with elevation gain to support local community programs.

The Mile for Mentoring will take place in Gilford on Sunday 4 October 2026.

Devil's Den Ultra in Bradford, Vermont on Oct 10 to 11 2026 uses a 10K loop on Wrights Mountain and offers 30 hour, 12 hour and 10K options. Entries are capped at 100 and finishers receive tarot style awards.

Trail races at Trapp Family Lodge in Stowe, VT on Oct 17, 2026 include a half marathon and a full marathon that is two laps of a 13.1 mile loop with singletrack, dirt roads and steep climbs to Round Top Mountain.

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.

This Halloween-themed 5K trail run takes place on the Laura’s Tears trail at Arrowhead Golf Course. Awards are given to the top finishers, and costumes are encouraged. Refreshments and facilities are available.

Experience a timed mountain trek across the rugged ridges of Vermonts Northeast Kingdom. Choose from multiple loop distances and the option to carry weighted gear for an added challenge on the scenic trails of Burke Mountain.

Tackle a unique mountain course that goes up and down four times over 4.9 miles. The event offers prize money, age group awards, and benefits the Keene Community Kitchen. Early registration includes a t-shirt.

A technical trail half marathon at Moreau Lake State Park near Gansevoort, NY, covering about 14 miles with 2700 feet of climbing and one aid station; start and finish are at the park beach.

A Last Person Standing mountain event with hourly 2.25 mile laps that climb about 1,209 feet each. Aid, hot food, camping, elevation milestone prizes, and awards are provided; conditions may include cold, snow, or ice.