Trail Running calendar near Roseland 2026-2027

Trail and virtual 25k and marathon events at Carvins Cove on May 31, 2026, featuring steep climbs and long descents, spring blooms, and RNUTS qualification.

The Big Run Roanoke on June 3, 2026 features a timed 5K and a free kids fun run at Fallon Park in Roanoke, VA. It marks the event's 10th year and serves as the official 5K for the Virginia Commonwealth Games.

A community 5K on High Bridge Trail State Park featuring a flat, out and back course across the half mile High Bridge. Online registration, family pricing, and parking details are provided with proceeds supporting park programs.

A cross country 5K and 1 Mile at Merrie Mill Farm and Vineyard in Keswick on June 7, 2026, with in person and virtual options, a reserved post race cabana for participants, and a gift basket raffle.

A single-track trail race behind Zehmer Hall in Charlottesville covering about 3.1 miles, with steep climbs, technical footing, timing and bibs, and prizes for top finishers.

A USATF certified trail event in Covington, Virginia featuring a full marathon, half marathon, 10K and 5K along the crushed gravel Jackson River Scenic Trail. Finishers receive a commemorative medal and awards for top overall and age group..

A backyard ultra at Loch Lothian where runners complete a 4.14 mile loop each hour until only one remains. The event supports the Semper Fi and America's Fund and awards a cash prize plus the Sword of Honor.

An evening trail event on the High Bridge Trail with 5k, Half Marathon, and 50k courses starting at Camp Paradise; the 50k features multiple aid stations, pacer allowances on the back half, and a course cutoff at Prospect.

A cumulative event pairing Night Train and Freight Train at High Bridge Trail State Park with multiple combined-distance options and a $15 Challenge fee that supports trail maintenance. Finish both distances in the same year to earn a uniqu..

A 10 miles out-and-back event at Smith Mountain Cooperative Wildlife Management Area in Sandy Level, Virginia on June 27, 2026. Three load options are available: LIGHT 10 pounds, STANDARD 25 pounds, and HEAVY 50 pounds.

An annual 5K and obstacle course hosted by EastLake Community Church in Moneta, Virginia on July 4, 2026, offering three event options. Proceeds support Smith Mountain Lake Christian Academy.

A pet-friendly 5k at Snowshoe Mountain on July 5, 2026, presented by The North Face. The route runs through the woods and the Village of Snowshoe and allows participants to run or walk with their dogs.

A four mile vineyard run at Fables and Feathers in Goodview, VA on July 11, 2026, offered in-person and virtual. The event features a device free prediction run for prizes, a wine stopper medal, and winery tasting access for finishers.

A roughly 50 km trail ultramarathon on the southern Massanutten range with about 5,700 feet of elevation gain, six aid stations, and a post run gathering at the Route 211 commuter parking lot. Entry is limited to 75 runners.

A rugged out and back run near Crozet, Virginia covering about 29 miles with roughly 7,610 feet of climbing over five steep gravel laps. Limited to 65 runners, informal entry with a small fee and a waitlist.

A farm work inspired obstacle course at Waid Park on August 1, 2026, featuring more than 20 obstacles and new farm themed elements. Registration includes chip timing, a logo shirt and live bluegrass; kids 12 and under may participate free.

A memorial trail run in the Jefferson National Forest featuring a roughly 60 km course and a 50 km Party Route option, three aid stations, limited entry, and a largely unmarked route supported by a GPX file and turnsheet.

A 3.1 miles obstacle course through Thomas Jefferson’s Poplar Forest with elite, team, corporate and non-competitive waves. Entry fees support Poplar Forest education and elite competitors must complete all obstacles to qualify for prizes.

A community running event at Albemarle CiderWorks on August 30, 2026 offering 5K and 10K courses plus virtual entries. The course is listed as new for 2025 and cider will be available after the race.

A 5K and 10K held at Fifty-Third Winery & Vineyard in Louisa, Virginia on September 5, 2026 with in-person and virtual options. Proceeds support Hooves & Paws Animal Rescue and its sanctuary work.