Trail Running calendar near Prince Frederick 2026-2027

A community 5K at Herndon Community Center on November 21, 2026 with age group prizes, guaranteed shirts for early registrants and food donations to LINK.

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.

In-person 5 km and 10 km races on the flat Chesapeake and Ohio Canal Towpath at Carderock Park in Potomac, MD, with virtual entry options on November 22, 2026.

A 5 km and 10 km race at The Winery at Bull Run in Centreville on November 25, 2026, with in-person and multiple virtual entry 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.

Thanksgiving morning run at Burke Lake Park offering 5K and 10K courses plus virtual options and a technical shirt guaranteed for registrations before November 13.

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.

Trail 5K and 10K in Wheaton Regional Park on November 26, 2026, with virtual options and series points for year-long and fall standings.

A Thanksgiving morning 5K at Eastern Regional Park in Middle River with two laps on mixed paved and natural trails; open to all ages, $15 registration fee.

A post-Thanksgiving outdoor event at Frying Pan Park in Herndon offering 5K and 10K routes plus virtual entry options and a post-race visit with farm animals.

A post Thanksgiving trail and road event at Lake Anna State Park offering 5K, 10K, half marathon and virtual entry options.

A Thanksgiving weekend 5 km and 10 km at Henway Hard Cider in Bluemont, VA with in-person and virtual options and post-race cider on the farm.

A community 5k run/walk and a separate competitive walking 5k at Killens Pond State Park on November 28, 2026. The event supports Milford High School Cross Country and features chip timing, awards, shirts, and post race refreshments.

Ugly Sweater Dash at Burke Lake Park on November 28, 2026 offers 5k 10k and a half marathon on park trails, with virtual options and walkers welcome.

Trail loop ultras in Triangle VA offering 100 mile, 100K and 50K courses on mostly single-track terrain with stocked aid stations and set cutoffs.

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 set of in-person and virtual runs on December 6, 2026 along the Chesapeake & Ohio Canal path in Washington DC with 5K, half marathon, and marathon distances.

Eight hour trail endurance race at Terrapin Nature Park where each 2.8 mile lap fills a participant stocking with surprises and top finishers earn awards.

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 13.1 mile out and back on the C&O Canal Towpath at Carderock Recreation Area with online registration, two water stops, live timing, and post-race refreshments.