Trail Running calendar near Highfield-Cascade 2026-2027

A pre-Thanksgiving trail event at The Winery at Bull Run in Centreville, Virginia on November 25, 2026. Offers 5 km and 10 km in-person races plus virtual categories with medal and shirt options.

Celebrate Thanksgiving with a cross country style race through scenic Catonsville. Support the local high school running program with a chip timed 5K or a 1 Mile Family Fun Run for all ages.

A trail and canal run near Great Falls, Maryland on November 26, 2026 covering about 10 miles with options to shorten. Entry opens November 12 and is capped at 29 runners; entrants receive course instructions before the run.

Experience the beauty of Fountainhead Regional Park on a course featuring hiking trails and dirt roads. With two distance options and a dedicated program for kids, this event offers a complete day of trail running near the Occoquan Reservoi..

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..

Trail races at Clarence Schock Memorial Park in Mount Gretna feature marked 5 mile and 10 mile courses with significant elevation gain, and all proceeds support park trail maintenance and the education center.

A scenic trail event at Burke Lake Park on December 24, 2026, offering 5K and 10K distances plus virtual entry options with medals and shirts. Walkers are welcome.

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.

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..

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.

A chip timed 5K at Armstrong Valley Winery on March 13, 2027. Registration includes a shirt, a portable wine glass, a finisher medal that doubles as a wine stopper, and a pour of wine.

A Last Runner Standing backyard ultra at Meadowood in Lorton, Virginia where competitors run repeated 4.167-mile loops each hour; the event features pavilion staging, chef-supported aid, and a field limited to 65 runners.

Genesee Valley Ultra is a timed loop trail event at Genesee Valley Outdoor Learning Center in Parkton, MD. Runners choose 24 hour, 12 hour, or 6 hour formats to complete as many laps as possible on a 2 mile loop, with chip timing and awards..

A turtle themed 5K at Hopkins Farm Brewery in Havre De Grace raising funds and awareness for the Susquehannock Wildlife Society. The trail race includes wooden participant medals, costume prizes, and an after party with live music.

Run to Remember in Sykesville on April 17, 2027 features 50K, 25K, a 5 miler and an 8 hour loop challenge around Piney Run Park, with aid stations, commemorative items, and awards for the top three men and women.

A 100 mile ultramarathon on the C&O Canal towpath near Knoxville, Maryland, with one roughly 40 mile loop and two roughly 30 mile loops along the Potomac River. Aid stations are placed about every 3 to 6.9 miles.

A last person standing endurance race in York, PA where runners repeat hourly loops until one remains. Entries include a designated parking and crew area, an event shirt, and a certified distance card.

A mid-May trail race weekend near State College, Pennsylvania, routed through Rothrock State Forest’s sandstone ridges, fern valleys, and rhododendron tunnels. Distances include a 53.3 km 50K and a 26.9 km 25K with notable elevation gain.

A Backyard ultra on Mason Neck with hourly 4.167-mile loops and a 24 hour, 100-mile limit. The course runs on bridle trails with one central aid station offering water, ice, Gatorade and snacks.