Trail Running Calendar Virginia 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 the 30th Chesterfield Alumni Run on Thanksgiving at Pocahontas State Park with a free community XC 5k and kids fun run with gingerbread cookies. Stay for giveaways and optional donations to support local track and cross country.

Join the DPS Education Foundation Turkey Trot on Thanksgiving Day in Danville for a scenic 5K along the Dan River plus a children's fun run. Run or walk to support DPS students and teachers while enjoying the Riverwalk Trail.

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.

Run the After Ate 8K and 2 Mile in Williamsburg on Nov 29, featuring chip timed races, competitive walk and ruck options, and a custom long sleeve shirt. Finishers get pizza, a local beer and a chance to support a community food drive.

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.

Run the Freight Train on Saturday December 6 2025 in Farmville Virginia, with distances from half marathon to 100K on a scenic rail trail. Cross the iconic High Bridge twice and earn a handcrafted pottery finisher award.

Run the flat, scenic High Bridge rail trail from Farmville in the Freight Train Ultra Marathon with half marathon, 50K and 100K options. Expect exposed bridges and open trail, friendly aid stations, and a festive finish at the historic Trai..

Run for Valor at Valor Ranch features trail 5K and 10K, a weighted 10K ruck and a one mile fun run across scenic pastures and woods. Timed races, finisher medals and an after race party with music, vendors and food make it a festive fundrai..

Tackle scenic trails around Occoquan Reservoir at the Fall Backyard Burn Trail Run in Fountainhead Regional Park on Dec 7, 2025. Choose a 4.8 or 10.5 mile route, enjoy course support and post race food while supporting Homestretch.

Join the Tidewater Strider Dismal Swamp in Chesapeake VA on Dec 7, 2025 for 50K, marathon, half marathon, relays and a walkers option on scenic out and back looped trails. Aid stations, finisher apparel and post race pizza and beer await.

Run the Pocahontas 5k, 10k or half marathon on Dec 13 along the scenic Bright Hope Trail in Pocahontas State Park. Walkers and virtual runners welcome with chip timing. Finishers get a coin and shirt and proceeds benefit Operation Turbo.

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 a free 17 mile run along the scenic Virginia Creeper Trail from Alvarado Station to Abingdon. Handmade mementos for top, middle and final finishers plus warm post race drinks and snacks.

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..

Take on the Mel Williams Memorial Seashore 50K, a scenic two loop trail race through First Landing State Park in Virginia Beach. Aid stations, a Brooks shirt and finisher medal await, then celebrate with food and a beer at the brewery.

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.

Snowy Owl 10 Mile is a scenic trail through York River State Park with rocky single track, boardwalk and fire roads and about 600 feet of climbing. Proceeds benefit AWARE and live owls and education will be onsite.