Trail Running calendar near Wytheville 2026-2027

Run the Stone Mountain Massacre in Roaring Gap NC on Feb 7, choose 50K, 25K or 8 Miler on rugged red ribbon trails with a 300 step climb. Expect mud and ice, aid stations with quirky tokens, and a handmade pottery finisher medal.

Celebrate Valentine's Day with a scenic 5K through Golden Road Vineyards on Feb 14, with options to run, Sip & Stroll, or join virtually. All finishers get a custom medal and a complimentary mimosa on a grass and cross country course.

Brave the chill at the Freakin Freezin 5K at Jamison Park in Winston Salem on Sunday Feb 15, 2026 for a scenic, chip timed course with water stations and a festive finish. Run in person or virtually and earn a finisher medal and long sleeve..

A calendar-year endurance challenge in New River Gorge National Park featuring three races over three seasons. Entry covers all three events, is limited to 50 spots, and includes finisher awards while supporting Adventure Appalachia.

A winter point to point 50K across New River Gorge National Park featuring ridgeline single track, waterfalls, and river views. Aid stations and a shuttle support runners, who must carry required winter gear and meet a ten hour limit.

A 25K trail race at Pilot Mountain State Park featuring a climb to the Pinnacle, three full aid stations, a technical long sleeve shirt, and a laser-engraved finisher medallion. Field limited to 125 runners and registration closes Feb 19.

Froggy Mountain Warrior 100 is a winter 100 mile group run near Galax VA on Feb 21 benefiting veterans group 22toomany. Ten 10 mile loops with big climbing on slick Feb terrain demand self sufficiency, plus a low key buckle for finishers.

Run the scenic Dick and Willie Passage in Martinsville VA with 9 mile and 5 mile out and back options on Saturday, February 28, 2026. Hit the 9 mile standard to earn a Golden Railroad Spike or join virtually with race day packet pickup.

Flat, 100% dirt out and back trail races along the New River and Chestnut Creek near Fries, VA, offering 100k, 50k, 25k and a 10k. Aid stations are stocked and the event operates with a cupless policy.

Leatherwood Marathons in Ferguson, NC (April 11, 2026) uses a 12 mile loop with 3,050 ft gain per loop. Distances range from 25K to 100 miles and aid stations are placed three times per loop.

Take on the Froggy Mountain Sweet Sixteen 50K near Galax Virginia on one mile loops that climb through scenic terrain with aid every mile and hot meals. Camp on site or book nearby for a friendly, festival style mountain ultramarathon.

A multi-distance trail event in Southwest Virginia featuring riverside running, swinging bridges, trestles and a short climb to a fire tower. The race uses professional chip timing and requires participants to carry a reusable cup.

Falling Water Ultras on April 25, 2026 in the New River Gorge area offers 100K and 50K solo options plus two person and four person 100K relays. The course is four 15.5 mile loops with creek crossings, waterfalls, and about 2400 feet of cli..

Trail races at Grayson Highlands State Park on May 2 and 3, 2026 offering 50 mile, 50K, 25K and 8 mile courses through mountain terrain with significant elevation gain and views that include wild ponies.

Run a scenic 6 mile rim to rim course across New River Gorge, featuring a big descent and climb and a finish at Adventures on the Gorge rim side pool. Post race catered brunch and proceeds support Active SWV programs.

Experience a point to point trail challenge through New River Gorge National Park to historic Thurmond, WV on May 17, 2026. Choose 50 mile, 50K or relay options and catch the Amtrak back from the finish for a scenic return.

Three races in Damascus, Virginia on May 17, 2026 including a new half marathon, a 5K and a kids K, all run out and back on the Virginia Creeper Trail, with timing, shirts and finisher awards during the Appalachian Trail Days Festival.

Trail races of 50K, 25K and 13K at Doe Mountain Recreation Area on May 30, 2026. The USATF sanctioned event includes a 60 foot fire tower with 360° views across Tennessee, Virginia and North Carolina.

Trail races at Sherwood Archers in Carvins Cove on May 31, 2026, offering a 25k and a marathon plus virtual options. The marathon features about 3500 feet of climbing, eight aid stations, technical shirts, and finisher awards.

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.