Trail Running calendar near Winchester 2026-2027

We have found 109 Trailruns within 80 miles of Winchester. See below where and when you can find the races.

A trail ultramarathon in Prince William Forest Park near Triangle VA offering 50K, 100K and 100 mile loop courses. Well marked single track with staffed aid stations, limited entry and specific qualifying and time limit rules for each dista..

Trail runs at Fountainhead Regional Park on hiking trails and old dirt roads with 4.8- and 10.5-mile options, aid stations, post-race food, and a kids race and program for ages 2-11.

A VHTRC holiday time 50k out and back on the Bull Run-Occoquan Trail from Hemlock Overlook to Fountainhead, with four aid stations and a GPX file for navigation. Entry includes lodge access, stocked aid stations, and a catered after party f..

A trail event at Burke Lake Park on December 24, 2026 offering 5 km and 10 km distances plus virtual participation. Walkers are welcome and registration includes tiered pricing and merchandise options.

A minimally marked 40.3 mile loop through the Massanutten Mountains that passes historic furnace ruins about halfway. The course has three aid stations, 6500 feet of climbing, and requires self navigation and self support.

January 2027

A 31.7 mile New Year event in Prince William Forest Park run as three loops on groomed trails and some gravel roads. Unmanned aid at the start and finish is supplied by participants and entry is limited to 120.

A supported point to point mountain training run of 32 miles that follows much of the first third of the MMT 100, with two aid stations, required car shuttle, limited club support, and recommended GPX and turnsheet navigation.

February 2027

A 50 km trail run at Hashawha Environmental Center in Westminster MD, featuring varied single-track, open fields, stream crossings and 5 aid stations. Entry for 2027 uses a lottery opening January 1, with indoor facilities and hot post-race..

March 2027

The Elizabeth Furnace 50 km is a technical mountain trail race in the Massanutten range covering 30.5 miles and about 6,400 feet of ascent. Aid is limited with staffed stations near 10 and 22 miles so runners must carry personal supplies.

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