Trail Running calendar near Randolph 2026-2027

We have found 53 Trailruns within 80 miles of Randolph. See below where and when you can find the races.

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.

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.

May 2026

A half marathon on the singletrack trails of the Coös Trails Network in Gorham, NH. The grassroots event supports local trail maintenance and finishes at Big Day Brewing with a post-run voucher.

The Whitaker Wander will take place in Conway on Saturday 9 May 2026. You can run 5 kilometers.

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

Join the Bethel Rotary 5K, a fun run supporting local after-school programs. Choose between a 5 km distance or a free 1 mile kids run, with options to participate in-person or virtually. All youth participants under 18 can join the 5K for f..

Cross country 5K at Cole's Family Farm in Dayton on May 16, 2026 supporting the Southern Maine Young Marines. Options include a 1.25K fun run and a 5K ruck march; entry includes a patriotic t-shirt and participation medal.

A two day trail running festival at Pineland Farms in New Gloucester, Maine offering races from 5k to 100k, multi person 30 Hour teams, canicross events, a kids fun run, aid stations, live music, and on site camp spaces for 30 Hour racers.

The Black Fly Trail Run in Westmore, Vermont offers scenic trail distances from a 5k to a half marathon. Runners can expect hilly, mixed-terrain courses through the Northeast Kingdom. The day finishes with a local meal, craft beer, and a ba..

June 2026

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..

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.

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 Otter Pond Trail Races will take place in Standish on Saturday 13 June 2026. You can run 10 kilometers.

Experience a unique mountain race alongside the historic Cog Railway to the summit of Mount Washington. Choose between a steep 2.75 mile climb or a technical 5.5 mile round trip through the rugged Presidential Range.

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..

Six at the Springs is a flexible six-hour endurance run in Poland, Maine. Participants run a scenic 4-mile flat loop as many times as they wish, with multiple morning start times. All mileage is recognized, and the event highlights local tr..

UltraTrax Cranmore is a summer endurance walk in the White Mountains featuring 7 to 28 mile options on a scenic 1,775 foot elevation loop. Participants can walk, hike, or ruck with added weight to earn finisher patches and medals.

Enjoy a community celebration in Portland with a 10k trail race, scenic bike rides, or a family friendly 2 mile walk. Finish the day with a festival featuring food trucks, music, and local beer to support Maine trails.

July 2026

A community run on gravel paths and wooded trails offering distances from 2 miles to a half marathon, held with July Fourth festivities and donating 20% of fees to NAMI Vermont for suicide prevention.