Trail Running calendar near Central Business District 2026-2027

Run through scenic vineyard trails at Southern Revere Cellars on April 18, 2026 with 5k and 10k options and a virtual race. Enjoy a postrace glass of wine or beer while supporting Hooves & Paws Animal Rescue.

Run scenic vineyard loops at Mountain & Vine in Faber with 3k, 6k or 9k over hilly terrain. Enjoy a finisher medal, tech shirt and a glass of wine while supporting the Nelson County volunteer fire department.

Run Fest at Panorama Farms is an inaugural spring trail festival on private farm trails near Charlottesville with a 4 mile, a family 1 mile and a 4 person relay. Enjoy an after party with local beer, food and music while supporting the UVA..

A **50K** trail race on April 25, 2026 near Bedford, Virginia, starting at Promise Land Youth Camp. The course mixes grassy roads and downhill single track with over 7,400 feet of total gain and aid at seven points.

The Perfect Day 50K will take place in Keezletown on Saturday 2 May 2026. You can run 50 kilometers.

A spring trail event on the High Bridge Trail near Farmville offering Half Marathon, 50k and 100k options with a mostly flat rail trail, two High Bridge crossings, drop bag support at Prospect, pacer rules, and a 19 hour 100k limit.

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.

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.

The National Trails Day - Rice will take place in Rice on Saturday 6 June 2026. You can run 5 kilometers.

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.

A night trail event on High Bridge Trail State Park near Farmville VA offering 50K, half marathon and 5K options including hiker and family entries. The course follows an old rail trail with aid stations, chip timing and a cupless policy.

The High Bridge Challenge pairs the Freight Train and Night Train on High Bridge Trail in Farmville, VA. Runners can combine distances across four combo options and receive a special handcrafted award for completing both races.

Wine 4 Wildlife 4 Miler is a four mile vineyard event in Goodview VA with on-site and virtual options. Winners are chosen by closeness to a predicted finish time and all finishers receive a wine-stopper medal redeemable for a free glass.

A trail race day at Douthat State Park offering 50K, marathon, half marathon and six mile options with looped courses, significant elevation gain, stocked aid stations and chip timing.

Scenic trail races on the Chessie Nature Trail in Lexington VA include marathon, half, 10K, 5K and a 26.2 relay; courses are USATF certified and the marathon is a Boston qualifier.

Two trail events at Smith Mountain Lake State Park start and finish at the Beach Pavilion. Courses use doubletrack trails with lake views, marked routes and support stations; park entry fees are included with registration.

Tackle a fun 5K through the hills and woods of Camp Shenandoah, dodging volunteers playing zombies while protecting your three flag lives. Finish with a flag to be a Survivor or none to be Infected and earn a finisher medal.

Explore Wintergreen’s scenic Blue Ridge single track on a timed, non competitive trek with 7 to 28 mile options and 10 hours to finish. Enjoy rocky overlooks, a post trek party with food, finisher shirt and patches and medal opportunities.

A multi-distance trail event in Montebello, VA on November 7, 2026, featuring 100K, 50-mile and 50K courses through Blue Ridge single track, old roads, and forest sections with a finish at Montebello Campground.