Trail Running calendar near Milton 2026-2027

The Runamuck 50k will take place in Pomfret on Saturday 11 April 2026. You can run 50 kilometers.

Join the 46th Annual Doc Lopez Run for Health in the Adirondacks. Choose from a scenic Half Marathon from Keene Valley, a new 5K trail race, or a free kids' run. This community event supports local health programs.

The Mucker offers a choice of trail adventures in Hubbard Park, from a 5k hike or ruck to a 5k or 5-mile run. It's part of the Montpelier Mudfest weekend. A kids' obstacle course event runs concurrently on the State House lawn.

This 6-mile mountain race tackles steep trails and muddy terrain at Cochran's Ski Area. After the run, enjoy pancakes and watch the free kids' race. It's the opener for the USATF-New England Mountain Running Series.

A series of rugged trail races in Ripton, Vermont from May 21 to 31, 2026 offering distances from 9 miles to 250 miles plus multi‑marathon and ultra challenges. Camping is available for a one time fee; the event is cup free and no refunds.

BougeBouge offers multiple trail running distances at Montreal's Frédéric-Back Park. The courses are certified trail runs with one water station. Participants receive a souvenir medal and a finisher's prize.

The The Black Fly Trail Run will take place in Coventry on Saturday 30 May 2026. You can run between 5 and 13 miles.

Run the scenic Birdland 5K trail race through Montpelier's North Branch Park. The course features rolling singletrack, forested hills, and babbling brooks. It's a cupless race with category prizes and is part of a local race series.

A summit trail run on Wrights Mountain in Bradford VT features an 850 foot ascent and views from the town's highest point. A 1.5 mile fun run for ages 13 and under follows lower forest trails with a prize for each child finisher.

Celebrating its 21st edition, this trail event runs through the woodlands and lakes of Mont-Saint-Bruno National Park. It offers family-friendly distances from 1 km to 15 km on car-free paths. Registration includes a tech shirt and a finish..

A mountain trail race at Cannon Mountain on June 13, 2026 covering 6.9 miles and 3,080 feet of ascent. The event offers Sport, Expert and Pro divisions, cash and gear prizes, capped entry and a strict two hour summit cutoff.

Trail races of 25K and 50K loop the Trapp Family Lodge trail system near Mount Mansfield in Stowe, VT, with substantial elevation, three aid stations, and a cup free race policy.

A mountain trail race at Killington Resort on June 27, 2026 covering 8.2 miles and 3,010 ft of ascent. Event features Sport Expert and Pro categories, prize awards, two aid stations and a strict summit cutoff.

Tackle steep slopes at the Whiteface Mountain Races on July 4. Choose from a brutal 10k mountain loop, a 20k SkyRace, or a direct Vertical K ascent. The event also features a family-friendly kids' climb and Sunday group runs.

The Harry Corrow Freedom Run will take place in Newport on Saturday 4 July 2026. You can run between 5 and 13 miles.

The Rochester 5K Trail Run/Walk is a 4th of July event on marked forest trails. It starts and finishes at River Brook Park, following a loop with single-track sections and rolling hills.

Trail race in Goshen, Vermont offering marked 5 km and 10 km courses on trails and gravel roads. The event is cup free, proceeds support the Blueberry Hill Outdoor Center, and camping is available for a fee.

BougeBouge Beaconsfield features a family friendly one kilometre cross country loop in Centennial Park. Three distances are offered on a mostly grass course near the water. It's a community event with limited capacity.

A July endurance weekend in the southern Green Mountains offering 100-mile and 100-kilometer races, 17,000 feet of climbing, and a concurrent horse race. Proceeds support Vermont Adaptive Ski & Sport.

A Richmond-area trail running event offering 50K, 26K and a two person relay on mixed road and rugged trails with substantial elevation gain. Proceeds support Cochran's Ski Area youth programs.