Trail Running calendar near Killington 2025-2026

We have found 36 Trailruns within 80 miles of Killington. See below where and when you can find the races.

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.

January 2026

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.

February 2026

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

Join the Frigus Snowshoe Festival at Moreau Lake State Park for fun snowshoe races from a kids mile to a 60K on scenic winter trails. Snowshoes are required and all finishers get medals while top racers earn awards.

April 2026

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.

May 2026

Run the Free Spirit 50K in Leyden, Massachusetts and enjoy a scenic New England ultramarathon. The course follows dirt roads past historic farms, leafy woods and an 1870s covered bridge for a rewarding, challenging day.

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.

June 2026

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.

Run a scenic 5 mile Cheshire Rail Trail from Fitzwilliam Depot to the restored Troy Depot on Saturday, June 6, 2026. Enjoy family fun, food, and festivities while supporting the Fitzwilliam and Troy historical societies.

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.

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.

July 2026

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.

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..

Join UltraTrax Gore Mountain on July 19 for a 7 mile loop or multiple loops through shaded Adirondack woods, creeks and ski trail views. Timed trek with weighted options, finisher swag and proceeds supporting Conservation Lands Foundation.