Trail Running calendar near Owings Mills 2026-2027

A pre-Thanksgiving event at Barrel Oak Winery in Delaplane offering in-person 3K and 6K races plus virtual options with medal and shirt choices; walkers and leashed pets are welcome.

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 25K trail race in Queen Anne Maryland on November 21 2026 featuring mostly single track, runnable hills, three stocked aid stations, awards for top finishers, and no rain date.

Experience riverside singletrack at Riverbend Park with 5 and 10 mile trail races. This event offers scenic Potomac River views, a dedicated kids program, and professional race support in a beautiful natural setting.

A 5K and 10K held November 22, 2026, on the flat Carderock section of the C&O Canal Towpath in Potomac, MD. Walkers are welcome and virtual options with medals and shirts are available.

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.

A late November 2026 community 5k at Killens Pond State Park offering a 5k run walk and a competitive walking 5k with chip timing, age group awards, long sleeve shirts, and a post race refreshment selection.

A looped trail event in Prince William Forest Park offering 100 mile, 100K and 50K options on mostly single track with staffed aid stations, time limits, and an entry cap of 300 runners.

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..

A community trail race near Mt. Gretna with 5 mile and 10 mile courses on marked singletrack. Proceeds support park trail maintenance and education center improvements.

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 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 the rolling hills of Fair Hill Natural Resource Management Area during this winter trail event. Choose between 25K or 50K distances on beautiful single track trails with heated facilities and fully stocked aid stations.

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..

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 backyard ultra in Lorton, VA featuring repeated 4.167-mile loops until one runner remains. The event offers close crew access, chef-supported aid, a 65-runner field, and rolling entry via Ultrasignup.

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..