Trail Running calendar near Woodstock 2025-2026

We have found 55 Trailruns within 80 miles of Woodstock. See below where and when you can find the races.

Run the Burke Creek Barn Burner in Palmyra, VA on January 10, 2026 with 5K and 15K trail options in its second year. Enjoy hot drinks, finish line treats with gluten free and vegan choices, and post race awards.

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 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.

February 2026

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..

Join the 18th annual ICY 8 at scenic Lake Anna State Park on Feb 7 for 8 hour adventure trail runs, a Half Marathon Plus in a figure 8 format, or a challenging 8 miler. Mostly single and double track trails promise a fun, rugged day outdoor..

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 through scenic trails at Walnut Creek Park in North Garden with your choice of a 5k or 10 mile trail race, both featuring wooded single track and lake views. Enjoy race swag and post race refreshments at this rain or shine event.

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.

Hit the trail on Feb 14 for the 1781 Brewery 5k and 10k at Wilderness Run, a hilly cross country course with walkers welcome. Enjoy a post race beer or wine, a finisher medal and chip timing while supporting Semper Fi and America's Fund.

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..

March 2026

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.

The Naked Creek Trail Race will take place in Earlysville on Saturday 7 March 2026. You can run between 10 and 25 kilometers.

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..

Hit the Blue Ridge trails at Bel Monte Endurance Races in Lyndhurst, Virginia on March 14 with 50 mile, 50K and 25K options across mostly single track trails and mountain roads. Expect big climbs, rugged forest terrain and sweeping views.

Join the Spring Backyard Burn Trail Run at Laurel Hill Park on March 15, 2026 with 5 and 10 mile courses across forested fire roads, singletrack and stream crossings. Start and finish beneath the historic Workhouse guard towers for a scenic..

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.

Tackle a 41 mile trail ultra in the Shenandoah Valley with about 8,000 feet of climbing, waterfalls and dramatic cliff overlooks. Limited to 125 runners, this remote loop offers aid stations and a 13 hour 15 minute cutoff.