Trail Running calendar near Orleans 2025-2026

Celebrate New Year’s Eve with a scenic, untimed run or walk along the Burlington bike path with 1 mile, 5K, or 5 mile out and back options. Gather by the ECHO Leahy Center, then enjoy live music, the burning of Champ and fireworks.

Tackle snowy hills in Sainte Catherine de Hatley with 5.5, 11, 15 and 30 km road or trail routes and online maps. Warm up at aid stations, earn a medal and enjoy a hearty post race meal in a festive winter atmosphere.

Infinitus is a multi day endurance event in Ripton, Vermont from May 21 to 30, 2026, with races from 9 miles to 551 miles for novice to elite ultra runners. Held at Silver Towers near Green Mountain National Forest, camping and dorm lodging..

Race the Cirque Series at Cannon Mountain on June 13, 2026, a rugged 6.9 mile climb to the 4,031 foot summit with 3,080 feet of gain. Expect rocky, steep trails and sweeping views on this demanding mountain course.

Race The Cog climbs alongside the Mount Washington Cog Railway to the summit, offering a 2.75 mile Summit Climb with cog train return or a 5.5 mile Devil's Shingle Roundtripper back on foot. Expect epic views, steep terrain and serious elev..

Tackle the scenic Catamount Ultra at Trapp Family Lodge in Stowe, VT with a 25k route or a two lap 50k that winds through highland pastures and hardwood forest by Mount Mansfield. Expect big climbs, sweeping views, helpful aid stations, and..

Celebrate July Fourth with the Freedom Run in Newport and Derby, a run or walk along gravel paths and wooded trails. Pick a distance up to a half marathon, enjoy post run ice cream and watermelon, and support NAMI Vermont.

Run through the Moosalamoo National Recreation Area at the Goshen Gallop, a friendly trail event offering 10K and 5K routes across ski trails and gravel roads. Support local trail stewardship while enjoying a scenic Vermont race.

Take on the famous Baldfaces in White Mountain National Forest on scenic, rugged ridgeline trails; choose a single loop 9 mile route or the double loop 17.8 mile course for a true mountain test. Part of the White Mountain Endurance Cup.

Run single track up to Mount Moosalamoo with lake views at the Moosalamoo Ultra in Goshen Vermont on August 1, 2026. Choose 14 miles with 2400 feet climb or 36 miles with 5000 plus feet for a rugged Green Mountain challenge.

Run the Jigger Johnson Ultras in Waterville Valley, NH, across rugged White Mountain trails and exposed ridgelines for an epic mountain challenge. Multiple distances demand GPX navigation and mandatory gear for remote and night sections.

XTERRA Bromont on August 22 23 2026 brings off road triathlon, gravel duathlon and trail runs at Lake Bromont and the Olympic Equestrian Park. Distances for all levels plus World Championship slots.

Take on the Black Bear Trail Races in Waterville Valley on August 29, 2026, with distances from a rugged 50K circling 4,000 foot peaks to a family friendly 1 mile fun run. Scenic trails, big climbs, and alpine views await runners of all lev..

Run the rugged Kilkenny Ridge across iconic White Mountain peaks with 25K, 25 Miler or epic 50 Miler options featuring big climbs and remote singletrack. Expect self navigation, mandatory safety gear and a true alpine trail adventure.

Run five Northeast Kingdom peaks in the Westmore Mountain Challenge, a mountain marathon through peak fall foliage on scenic trails. All proceeds benefit NorthWoods Stewardship Center and local trail conservation.

Take on the von Trapp Mountain Marathon at Trapp Family Lodge in Stowe Vermont with half and full options on a rugged 13.1 mile loop featuring steep climbs and a summit scramble to Round Top. Enjoy sweeping views of Mount Mansfield and a th..

Join the Ghostly Gallop Trail 5K on Sunday October 25 in Milton Vermont for a spooky run along the Laura's Tears trail at Arrowhead Golf Course. Costume friendly with prizes, post race refreshments, and family fun.