Trail Running calendar near Roseland 2026-2027

Run the Rock | Rockville is the fourth annual 5K at Luck Stone’s Rockville quarry near Richmond, featuring gravel terrain, quarry views, local food vendors, family activities, swag, and raffles supporting a charitable cause.

A 110-mile trail ultramarathon in the Massanutten range with about 22,300 feet of elevation gain, a 48-hour limit, required second-half crew support, and multiple staffed and unattended aid stations.

A canicross and trail event on October 3, 2026 in Gordonsville, VA offering competitive 10K and 5K races, a 1.25 mile sprint, a casual dog friendly 5K, and a virtual 5K, with technical trails, three water stations, and a Finisher's Festival..

An annual flat, scenic marathon and half-marathon on the Greenbrier River Trail in Pocahontas County WV, held October 4, 2026. Proceeds support trail maintenance and local athletic activities.

A fundraising event at North Cross School featuring a chip-timed cross-country 5K, a non-timed 5K walk, and a 0.8 mile kids fun run with participation medals and youth leaders from the school team.

A three day stage race around Spruce Knob in Circleville WV featuring a 50k, a 50 mile, a 13.1 mile half marathon and a 5k. Registration opens May 1 and closes August 16, 2026.

An eight-hour loop event at Powhatan State Park on an approximately 2.7-mile field-and-forest loop, with a Parent Loop for families, one aid station at the trailhead, and options for solo or four-person relay entries.

Run Wild Races stages biannual runs and an obstacle course at the Metro Richmond Zoo, with net proceeds benefiting Pygmy Sloth conservation. Participants get free zoo admission and spectators a 10% discount.

A multi duration trail running event at Falling Creek Park in Bedford, VA on October 17 to 18, 2026, featuring 24 hour, 12 hour and 6 hour solo races plus team relays. The park offers camping and family amenities.

Two marked trail distances start and finish at Smith Mountain Lake State Park Beach Pavilion. Courses feature lake views, aid stations, GPX files, included park entry, and facilities near the start and finish.

An obstacle race weekend at Massanutten Resort Oct 24 to 25, 2026 featuring Sprint and Super courses on steep, technical mountain trails plus a kids race and spectator access.

Andy's Backyard Ultra is a last person standing ultra at Teventrails in Earlysville, VA where runners complete a 4.17 mile loop each hour. The final finisher is the runner who completes one more lap than all other entrants.

A night trail run at Explore Park using the Mountain Bike Nationals XCO course in reverse, with a short paved approach and about 3.6 miles of marked single track lit by reflective arrows and glow sticks.

A community fundraising trail event at Crozet Park offering a 5K, a limited 10K with a creek crossing, and a 0.75-mile family run. The day includes T-shirts, a pancake breakfast, a post-race festival, live music and proceeds for local trail..

A 24 hour ultra at Riverside Park in Lynchburg, VA that uses a single 0.84 mile paved loop. Runners can enter solo or as a team and compete over a published 100 Miles distance while passing the same start and aid area each lap.

A timed, non competitive trail event at Wintergreen offering 7, 14, 21 and 28 mile loop options. Participants can add weighted vests, face a 10 hour cutoff for awards, and expect on site parking and finisher items.

Trail races on the Chessie Nature Trail in Virginia on November 7, 2026, offering Marathon, Half, 10K, 5K and a 26.2 relay on smooth gravel and grass alongside the Maury River. USATF certified courses and a virtual option are available.

Mountain Masochist Trail Run in Montebello, VA offers 100K, 50 Miler and 50K courses on single track, old jeep roads and forest roads through the Blue Ridge during peak fall foliage. Camping and a pre race briefing are available.

A mountain trail event at Sherando Lake Recreation Area on Nov 7, 2026 offering 40, 20 and 10 mile courses with technical singletrack, Bald Mountain summit, staffed aid stations, drop bag support, and strictly enforced cutoffs.

A fall trail event at Walnut Creek Park near Charlottesville offering 5K and 10K distances plus virtual participation options with various finish items and tiered registration fees.