Trail Running calendar near Chelsea 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.

Snow or no snow, join the NHTI Lynx on January 10 in Concord for a spirited snowshoe race on scenic college cross country trails with 2 mile, 4 mile and kids events. Proceeds support NHTI Athletics and awards go to top finishers.

The Gurney Lane 5K Snowshoe Race will take place in Queensbury on Saturday 17 January 2026. You can run 5 kilometers.

Join Cock a Doodle Shoe on January 18, 2026 at New Land Trust in Saranac NY for a snowy day of fun and fundraising on snowshoes. Tackle a 5K or 10K or bring kids to the free 1/2 mile scramble.

The Millstone Madness Snowshoe Race will take place in Websterville on Saturday 7 February 2026. You can run 3 miles.

Runamuck 50K is a rugged trail ultramarathon around South Pomfret, Vermont, weaving hilly dirt roads and scenic backcountry. Expect changeable weather and a true test of endurance on this challenging 50K course.

The Canterbury Shaker Village XC 5k will take place in Canterbury on Saturday 16 May 2026. You can run 5 kilometers.

Run through vineyards at Ledge Rock Hill Winery in Lake George in a chip timed 5k on scenic trails, then toast with a wine pour and fun swag like a soft tee and wine stopper medal. Virtual and stroller friendly options available.

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..

Take on the Drummer Hill Trail Races in Keene NH on May 23, with a 12.5k loop you can repeat for 12.5K, 25K, 37.5K or 50K. Expect technical single track, rocks, roots and stream crossings, aid stops and DHTR drumstick awards.

Take on the Chocorua Mountain Race, a rugged 14 mile trail through New Hampshire's White Mountains with steep climbs, rocky singletrack, and a summit finish. Limited to 250 runners, this scenic test rewards grit and views.

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 the Mount Washington Cog Railway with Summit Climb and Devil's Shingle Roundtripper options, ascending to 6,266 feet over steep, rocky terrain. Finishers get a return Cog train ride and a shot at cash prizes for beating..

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..

Tackle 8.2 miles and 3,010 ft of climbing at the Cirque Series Killington on June 27, 2026, a steep, technical loop that visits three resort peaks and finishes at the K1 Lodge. Expect rocky, grassy trails and a brutal Needle's Eye climb.

Cranmore UltraTrax on June 27 in North Conway NH offers scenic looped trail runs with ridgeline views of the White Mountains. Pick 7, 14, 21 or 28 miles, enjoy aid stations and a finisher shirt, and support the Conservation Lands Foundation..

Celebrate July 4th at the Whiteface Mountain Races with options from a steep Vertical K to 10k and 20k mountain loops, plus a kids ascent. Finish at the summit and ride the gondola down for unforgettable views and bragging rights.

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.

Test your trail skills at the Spaulding Woods 50K, a challenging multi lap race on rocky singletrack and scenic footbridges around Northfield, New Hampshire. Well supported and community focused, the event benefits Spaulding Academy & Famil..