Trail Running calendar near Williamsport 2026-2027

Join the Food for Others 5k and 10k at Leesylvania State Park on Jan 17, 2026 for a scenic trail run with small hills and a staircase. Support Food for Others while enjoying chip timing, medals, tech shirts, and a virtual option.

Run a scenic 5 mile trail at Greenwood Furnace State Park, climbing to Stone Mountain for sweeping views before a mostly downhill finish. The race is part of SnowFest, a family friendly winter event with a bonfire and hot soup.

Tackle a scenic 50K trail ultramarathon at Rockburn Branch Park on six wooded loops of about 5.2 miles each. Race solo or as a team of 2 to 6 with stocked aid stations and a friendly festival atmosphere.

Run the Patriotic Pursuit on Jan 31, 2026 at Williamsport Park: chip timed 5k, 10k and half marathon along a flat gravel C&O Canal trail. Medal, technical shirt and virtual option included; proceeds benefit Semper Fi & America's Fund.

Join the Little Patuxent River Half Marathon, 10K and 5K in Columbia MD on Jan 31 to Feb 1, 2026 along gentle trail sections by the Patuxent. This edition is sold out, but finishers get shirts, medals 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.

Run a scenic trail 5k or 10k at The Winery at Bull Run with chip timed results, a finisher medal, tech shirt and a complimentary glass of wine. Proceeds support the Manassas Battlefield Trust.

Challenge a scenic 7 mile trail through Cromwell Valley Park with rolling hills and mostly single track, capped by a fast downhill finish. Join on Feb 8, 2026 to race, enjoy post race food and beer, and support park programs and scholarship..

The Valentine's Day 5k - Pasadena will take place in Pasadena on Saturday 14 February 2026. You can run 5 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..

Run a scenic 50 km trail at Hashawha Environmental Center near Westminster MD on Feb 28, 2026, featuring rolling hills, stream crossings and two big loops. Expect runnable single track, ample climbing and warm post race hospitality.

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..

Run Wakefield Park's twisty single track and grassy fields at the Spring Backyard Burn Trail Run in Annandale. Choose 5 or 10 mile routes, support a local charity, and enjoy a friendly series with rewards for referrals.

No Man's 50K is a women only trail running challenge in Triangle, VA on Mar 7, 2026, with 50K and 25K options across scenic singletrack loops. Limited entries and stocked aid stations create a supportive, community driven race day.

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.

Run scenic single track trails at Seneca Creek State Park in Gaithersburg March 7, 2026 with the MCRRC Seneca Creek Greenway Trail Marathon and 50K. Finish at the marathon or keep going to earn a 50K medal amid beautiful creekside terrain.

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..

Blazing Saddles at Codorus State Park offers 8 Miler, 25K and 50K trail challenges across singletrack with runnable hills, mud and possible snow. Early registrants get swag and proceeds benefit a local animal rescue.