Trail Running calendar near Wicomico Shores 2026-2027

A pre-Thanksgiving 3K and 6K at Barrel Oak Winery and Brewery in Delaplane, VA on November 15, 2026. In-person runs and virtual entry options are available; walkers and leashed pets are allowed.

A 5K cross country at Herring Run Park on November 15, 2026, featuring mixed surfaces and an XC style start. Entry is free and donations support a college scholarship or Friends of Herring Run Parks.

A trail 25k in Queen Anne, Maryland on November 21, 2026. Mostly single track with runnable hills, three aid stations, food options, and awards for the top three men and women.

A trail race at Riverbend Regional Park on November 22, 2026 offering 5 mile and 10 mile routes on riverside singletrack with aid stations, post-race food, parking, and a kids program.

A 5K and 10K on the flat Carderock trail along the Chesapeake and Ohio Canal Towpath in Potomac, Maryland on November 22, 2026. Walkers are welcome and virtual entries are available with medal and shirt options.

A 5 km and 10 km run at The Winery at Bull Run in Centreville on November 25, 2026, with routes through the Manassas National Battlefield trails and both in-person and virtual participation 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.

A free Thanksgiving community event at Pocahontas State Park featuring a cross-country 5K and a short kids fun run. Registration is required; the day includes alumni photos, raffle drawings, and optional donations for a memorial award suppo..

A Thanksgiving weekend running event at Lake Anna State Park offering a 5K trail run plus 10K and half marathon courses that mix trail and paved road. Walkers are welcome and virtual entry options are offered.

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 Pocahontas State Park on December 12, 2026 offering 5K, 10K and half marathon distances through the wooded Bright Hope Trail area. Walkers are welcome and virtual entry options are available with medal and shirt choices.

A trail event at Burke Lake Park on December 24, 2026 offering 5 km and 10 km courses with walkers welcome. Virtual options are available, including choices with a medal and with a medal plus shirt.

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.

Experience a scenic out and back half marathon on the flat and smooth Dahlgren Railroad Heritage Trail. Enjoy a unique post race campfire with roasted donuts and earn a custom finisher medal.

A trail 5K on February 20, 2027 at the Wicomico Ranger Station in Parsonsburg, MD that raises funds for 4STEPS therapeutic riding programs, with age/gender prizes in Amazon gift cards and a $32 registration fee.

A 14 mile untimed point to point trail run along the Dahlgren Railroad Heritage Trail that starts at one Sheetz and finishes at another. The event features unusual aid station snacks and practical finisher swag.

A 100 mile ultramarathon along the C&O Canal towpath near Knoxville, Maryland, featuring one ~40 mile loop and two ~30 mile loops beside the Potomac and multiple aid stations with volunteer support.