Trail Running calendar near Woodstock 2025-2026

Join the Freeze Your Gizzard 5K or 1 Mile on Nov 22 at Ida Lee Park in Leesburg for a scenic but challenging cross country course and lively community vibe. Pre registered 5K runners receive a long sleeve shirt and the event supports Loudou..

Event details The 2025 Herndon Turkey Trot is a cross-country style 5K held on November 22 at the Herndon Community Center, 814 Ferndale Ave., Herndon, VA. The race is open to participants age 4 and up. Runners must complete the 5K in 45 mi..

Run a scenic fall trail through Manassas National Battlefield from The Winery at Bull Run with 5k and 10k options, in person or virtual. Enjoy a postrace glass of wine and a finisher medal while supporting the Manassas Battlefield Trust.

Celebrate Thanksgiving at the Lake Anna Turkey Trot on November 28, 2025 at Lake Anna State Park. Run a 5k, 10k or half marathon on scenic trail and road courses with a tech shirt, finisher medal and chip timing, or join virtually.

Event overview Races take place at the Green Bank Science Center on the Green Bank Observatory campus. Courses pass fields, wooded single track, and site roads and provide views of observatory telescopes, including the Robert C. Byrd Green..

Join the Giveback Community 5K on Saturday November 29, 2025 in Derwood MD for a friendly run or walk at Needwood Trail. Skip the entry fee and bring two nonperishable food items to support the Give Back Initiative and local families.

Devil Dog Ultras in Prince William Forest Park offers 50K, 100K and 100 mile trail loops on well marked single track and rolling fire roads. Expect staffed aid stations, limited bunkhouse beds and a lively winter ultrarunning weekend.

Trail run at Fountainhead Regional Park around the Occoquan Reservoir with a 4.8 mile loop and a 10.5 mile option. EX2 Adventures provides on course aid, post race food and swag and a kids race supporting Homestretch.

Celebrate the season at the Tinsel Trot, a festive 5k and 10k at Southern Revere Cellars in Louisa. Enjoy a chip timed race, technical shirt and a post run glass of wine or beer, with a virtual option and proceeds supporting Serenity Farm.

Join Dash through the Hills on Dec 13, 2025 at Hardware Hills Vineyard for a scenic charity trail 5K or 1.1 mile walk benefiting Caring for Creatures animal sanctuary. Finish at the tasting room with live music, a food truck and wine for pa..

Enjoy a scenic 13.1 mile run along the C&O Canal Towpath at the Founders Half Marathon in Potomac, part of the DCRR Snowball Series. Friendly on course support and post race snacks make this a welcoming community event.

Celebrate the season at the Holiday 4 Miler in mid December at Lake Accotink Park in Springfield. Run a scenic loop on paved and dirt trails along the CCT, with in person and virtual options.

Hit the trails on January 10, 2026 in Palmyra VA for the Burke Creek Barn Burner, offering 5K and 15K trail distances. Enjoy on site coffee, finish line food and awards for a fun community race organized by the CATs.

Join the Food for Others 5k and 10k at Leesylvania State Park on Jan 17, 2026 for scenic trail and paved sections, small hills, and a festive finish with tech shirts and medals. Proceeds benefit the charity and a virtual option is available..

Run the Patriotic Pursuit in Williamsport Park with 5k, 10k and half marathon options along the scenic flat C&O Canal Trail by the river. Chip timing, tech shirts, finisher medals and a virtual option support Semper Fi & America's Fund.

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..

Challenge the figure 8 trails at Lake Anna State Park in the 18th annual ICY 8, featuring an 8 hour adventure trail run and a Half Marathon+ on a looped course. Runners and hikers are welcome with scenic single and double track and generous..

Run a timed trail ultra at Little Bennett Campground on scenic 4.4 mile loops, choosing 5 or 9 hour solo or relay challenges. Enjoy aid stations, Altra shoe demos, a long sleeve race top and a post race chili bar while supporting Montgomery..

Hit the scenic hilly 5k or 10k across historic Chancellorsville and Wilderness battlefields on February 14, 2026. Walkers welcome, proceeds benefit Semper Fi and America's Fund, and finishers enjoy a beer or wine plus a commemorative medal.

Take on a technical trail at Paradise Springs with rocky riverside singletrack in 5k or 10k. Finishers get a medal, technical shirt and a glass of wine while supporting the John P. Mayhugh Foundation.