Trail Running calendar near Pittsfield 2026-2027

The Runamuck 50k returns to the hills of Vermont. This challenging 50K course starts and finishes at Saskadena Six, featuring 27 miles of rolling dirt roads. Be prepared for variable footing and classic New England spring weather.

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 trail race on Winant Park Trails near downtown Concord with windy singletrack, switchbacks, and nordic type paths. Two distances are offered and proceeds benefit the Ralph Waldo Emerson School for Preschoolers; day of event entry is avail..

The Catamount Weekly Trail Running Race will take place in Williston on Tuesday 12 May 2026. You can run 5 kilometers.

The Free Spirit 50K is a scenic ultra on the dirt roads of Leyden, Massachusetts. The route passes historic farms, forests, and a vintage covered bridge, offering a classic New England countryside experience.

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

Event Overview The Ledge Rock Hill Wine Run 5K takes place at the Ledge Rock Hill Winery in Lake George, New York. The event features a 5K distance, which is open to participants aged 1 to 99. It is a timed race, with professional timing an..

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.

Choose your own adventure at the Drummer Hill Trail Races in Keene, NH. Run a flexible number of 12.5k laps on technical, hilly trails, with distances from 12.5K to 50K. Aid stations and a cupless policy support your run through scenic wood..

Experience the natural beauty of Montpelier North Branch Park at the Birdland 5K. Run through rolling singletrack and forested hills in this cupless trail race designed for environmental conservation.

The Chocorua Mountain Race is a rugged 23K adventure in New Hampshire's White Mountains, featuring 4,800 feet of climbing over rocky trails to the summit of Mount Chocorua. It kicks off the White Mountain Endurance Cup series. Runners must..

A five mile fun run along the Cheshire Rail Trail from the Fitzwilliam Railroad Depot to the restored Troy Depot, with a short children's loop and food and festivities at both depots. The event raises funds for local historical societies.

Tackle the infamous "staircase of death" on a rugged 3.8-mile loop in New York. Choose to run solo, join a relay, or take on the flexible Fun Run over a 12-hour period. Start when you like and run as many laps as you can.

Race to the Top of Bradford offers a 5K trail climb up Wright's Mountain or a 1.5-mile fun run for kids. All proceeds support trail maintenance on the town-owned forest. The event starts in Bradford, Vermont.

The Sunapee Scramble is a two-lap mountain race at Mount Sunapee Resort, featuring 9.3 miles and 3,300 feet of climbing. It hosts both the USATF and Collegiate Mountain Running National Championships in 2026. The event also includes the New..

Experience a 6.9 mile mountain race at Cannon Mountain featuring 3,080 feet of elevation gain. Run through technical ski trails and rocky ridges to reach a 4,031 foot summit with views of Franconia Notch State Park.

The Catamount Ultra offers 25k and 50k trail races starting from the scenic Trapp Family Lodge in Stowe. The course winds through pastures and forest on the trails beneath Mount Mansfield. It features well-stocked aid stations and a cup-fre..

Experience a mountain run at Killington Resort featuring 3,010 feet of vertical gain over 8.2 miles. Runners summit three peaks and tackle a steep 45 percent grade climb before finishing at the K1 base area.