Trail Running calendar near Westminster 2025-2026

Join the Sierra Club Lancaster Polar Bear 5K trail run and hike on January 10 for a chilly, scenic outing with some hills at Lancaster County Central Park. Chip timed and dog friendly, the event raises funds for local environmental grants.

Run scenic trails at Leesylvania State Park on January 17, 2026 and support Food for Others with 5k and 10k distances. Enjoy a mixed trail and pavement course, in person or virtually, with finisher medal and tech shirt for early registrants..

Challenge yourself on scenic singletrack at Rockburn Branch Park in the Mid Maryland Trail Festival, featuring a 50K and a 50K relay. Run six loops or join a team of 2 to 6 with options to run fewer loops and aid stations on course.

Run the Patriotic Pursuit on January 31, 2026 at Williamsport Park, choose a 5k, 10k or half marathon along the flat, scenic C&O Canal Trail. In person and virtual options, tech shirt and medal, proceeds benefit Semper Fi & America's Fund.

Run scenic, tame trails along the Little and Middle Patuxent Rivers in Columbia, MD during a fun January race weekend. Choose 5K, 10K or half marathon distances and earn finisher medals, a long sleeve shirt and knit gloves.

Brave wooded trails at Prince William Forest Park on Feb 1, 2026 with distances from 5k to 50k, featuring technical hills, roots and scenic views. Support Semper K9 and earn medals, tech shirts and chip timing in this winter trail challenge..

Test your limits on this timed trail ultra at Little Bennett Campground with 5 and 9 hour solo and relay options on a scenic 4.4 mile loop. Enjoy aid stations, Altra demos and a post race chili while supporting Montgomery Parks Foundation.

The Manassas Battlefield Trust 10k will take place in Centreville on Sunday 8 February 2026. You can run between 5 and 10 kilometers.

Take on scenic river trails at the Paradise Springs 5k and 10k in Clifton VA on February 28, 2026, featuring challenging rocky sections and plenty of elevation. Finish at Paradise Springs Winery with a finisher medal, tech shirt and a compl..

Hashawha Hills 50 km in Westminster Maryland is two loops of technical single track with about 5800 feet of climb for a scenic winter ultramarathon. Finish indoors with hot food and a nine hour time limit.

Join the Bigfoot Endurance Trail Race at Rockburn Branch Park in Elkridge on March 1, 2026 with 5 mile, 10 mile and two person relay options on scenic trails. Get a long sleeve shirt, finisher medal, post race beers and support Parkinson's..

No Man's 50K is a women only trail running challenge in Triangle, VA with 50K and 25K on scenic single track and forest roads. Two loop courses, full aid stations, and a welcoming vibe make this a must for endurance runners.

Take on scenic forest trails at Conway Robinson State Forest with a 5k or two lap 10k, suitable for runners and walkers of all levels. Support the Lost Dog & Cat Rescue Foundation and earn a finisher coin plus a tech shirt.

Join the scenic Seneca Creek Greenway Trail in Gaithersburg MD on March 7, 2026 for a marathon or an extended 50K. Run single track parkland trails and choose to finish at the marathon or keep going to complete the 50K.

Shake off winter at Creek's Edge Winery with the Run First Wine Later 3k and 5k on March 7, 2026. Scenic loops, chip timing, a finisher medal, tech shirt and a postrace glass of wine make this a fun social outing for runners and walkers.

Run the Smoketown Brewery 5k or 10k in Brunswick MD on March 8, 2026, a flat out and back on light gravel. Virtual entries and walkers welcome, with chip timing, a finisher medal, tech shirt and beer while supporting Wear Blue Run to Rememb..

Take on runnable hills, mud and possible snow on the Ranger Trail at Codorus State Park with 8 Miler, 25K or 50K loop options. Presented by York Road Runners Club, the race benefits a local animal rescue and offers prizes and swag.

Enjoy a timed 5k through two vineyards at Armstrong Valley Winery, part of the Pennsylvania Wine Run Series and supporting Nik's Wish. Registration includes a soft shirt, collapsible wine glass, finisher medal bottle stopper and a wine pour..

Tackle the HAT Run 50K, a scenic and challenging trail race in Havre de Grace on March 21, 2026. Expect varied terrain, nearly 4,400 feet of climbing and a few stream crossings that keep the adventure real.

Run a scenic 4k or 8k on the rolling grounds of Twisted Oak Farm Brewery in White Post, VA. Enjoy chip timing, a finisher medal, a tech shirt and a complimentary glass of beer, with a virtual option available.