Trail Running calendar near Frederick 2026-2027

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.

Looped trail ultras in Prince William Forest Park offering 50K, 100K and 100 mile options on well-marked single-track with staffed aid stations and set time limits; entry is limited and the 100 mile requires a recent 50 mile finish.

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..

An eight hour endurance run at Terrapin Nature Park where participants complete 2.8 mile laps to earn surprises placed in a personal stocking. Awards are given to the male and female with the most laps.

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 offering in-person 5k and 10k courses around the lake plus virtual options with medal and shirt choices. Walkers are welcome.

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.

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.

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, following a cross country route through vineyards. Registration includes a T shirt, collapsible wine glass, finisher medal and a pour of wine; minors receive a discounted packet..

Test your limits in Lorton at this elite backyard marathon featuring dedicated day and night loops. With a limited field of 65 runners and a chef supported aid station, it is the perfect venue for a personal best.

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 50 mile trail race near Clifton, Virginia on April 4, 2027, run over forested, rolling terrain in spring. Entry opens October 1, 2026; the race has a 13-hour limit and a $125 entry fee.

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.

A trail event at Piney Run Park in Sykesville using a 5.25 mile loop for 50K, 25K, 5 mile and an 8 hour challenge. Aid stations, commemorative mug and ice bandana included; portions of proceeds support charity.

C&O Canal 100 is a 100 mile ultramarathon along the C&O Canal towpath in Knoxville, MD on April 24, 2027. The course uses one approximately 40 mile loop and two approximately 30 mile loops with multiple aid stations and volunteer support.

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.