Trail Running Calendar Virginia 2026-2027

Join the ninth annual Fit Farmer 12K Trail Run on May 23, 2026 in Norton, VA for a scenic challenge on the Flag Rock trails around Norton Reservoir. Proceeds support a senior supplement program helping low income seniors buy fresh local pro..

Celebrate Memorial Day with a 10K run or 2 Mile walk in Lynchburg, Virginia to support families affected by Type 1 and Type 2 diabetes. The chip timed 10K awards finisher medals and offers shirts for early registration.

Conquer the Cove brings a 300 runner limit trail challenge at Carvins Cove in Roanoke offering marathon and 25k distances plus virtual entries. Expect rugged singletrack, big climbs and sweeping reservoir views on a rewarding race day.

Celebrate the 10th Big Run Roanoke on June 3 at Fallon Park with a nationally timed 5K along the Tinker Greenway and a free kids fun run. Join the community, support Smiles4Tab, and secure your spot early for guaranteed swag.

Run the Dam Yeti weekend on the scenic Virginia Creeper Trail in Abingdon with 50 mile, 55K and a 25K Pepsi Challenge to choose from. Point to point trails, finisher medals and a special award await those who tackle both days.

Tackle 100 miles through the Massanutten Mountains and Shenandoah Valley from Fort Valley, Virginia. This scenic loop blends trails and road, climbs about 14,000 feet and serves as a true endurance test with a 24 hour silver buckle cutoff.

Take on the Taskinas Creek Half Marathon at York River State Park, a trail friendly 13.1 mile hike or run with rolling single track and a tough final two miles. Limited to 250 entries, medals and PR coaster awards await finishers.

Tackle the OSS/CIA 50 Mile Night Run in Prince William Forest Park with 50, 25 or 10 mile options under the stars. Enjoy single track trails, stocked aid stations and a scenic loop run twice for the 50 mile.

Take in river views on the Jackson River Scenic Trail in Covington on June 13, choosing marathon, half marathon, 10k or 5k. All finishers get a commemorative medal and you will find local food and vendors at the finish.

Woodbooger 100 is a multi distance trail weekend in Norton, Virginia on June 13 and 14, 2026, featuring 100 mile, 100k, 50k and 25k routes that start and finish at the Norton Expo Center. Tackle rugged climbs, enjoy stocked aid stations and..

Run Froggy Mountain in Galax VA June 19 to 20 on private land with 50 and 100 mile options. Tackle repeated one mile loops with about 500 feet of climb per loop, enjoy aid, hot food, camping and a finisher buckle.

Night Train returns June 20, 2026 in Farmville, Virginia for moonlit runs along the High Bridge Trail State Park. Choose 50K, half, 5K or a Family 5K and enjoy a flat rail trail, finisher awards and fireflies lighting the way.

Take on the High Bridge Challenge on June 20, 2026 and link two Virginia Adventures races along the scenic High Bridge Trail near Farmville. Choose a combo from 26k to 150k and earn a special award for completing both races.

Run loops around scenic Windsor Castle Park in Smithfield, VA with timed options from a one lap 5k up to 10 hours. Rucking is welcome for the longer events and a stocked aid station plus homemade finisher items make this a low key, supporti..

Run through rolling vines at 868 Estate Vineyards in Hillsboro with a scenic but hilly 5k or 10k course that tests and rewards. Finishers get a medal, tech shirt and a glass of vineyard wine, and a virtual option is available.

Run rugged loops at Crystal Springs Ultra in Wytheville on August 8 2026 with 12 hour 6 hour and 3 hour options. Technical trails, scenic views and a cupless format make for a full trail challenge.

Pick a 5k, 10k, or half marathon on scenic gravel trail loops with chip timing, a finisher medal and a technical shirt. Run in person or virtually, earn series points and support Operation Enduring Warrior.

Join the Flag Rock 5K Trail Run in Norton, Virginia on August 13 as part of the High Knob Outdoor Fest. Tackle scenic trails around Flag Rock and support the festival as all proceeds help keep the outdoor celebration going.

Enjoy a scenic trail 5k or 10k through Leopold's Preserve in Broad Run, Virginia on Aug 23, 2026, with chip timing, medals and a tech shirt. Walkers and virtual participants are welcome and races earn points toward year long series.

Hit the forest trails at Dirt Farm Brewing on August 29, 2026 for the Inferno 5k and 10k. Tackle a scenic, technical loop, earn a finisher medal and a Dri FIT shirt, and toast with a glass of Dirt Farm beer. Virtual option available.