2026 Chessie Trail Marathon, Half Marathon, 10K, 5K & 26.2 Relay November 7, 2026 www.runthechessie.org 11th Annual Run The Chessie! Run America’s most spectacular rail trail! The Chessie Nature Trail has twice been voted one of the nation’s top three recreational trails. Situated at the southern end of the Shenandoah Valley, the seven-mile Chessie Nature Trail parallels the scenic Maury River and connects historic Lexington, Virginia, with the boom-town community of Buena Vista. The smooth, flat, and fast, gravel and grass trail runs along the former Chesapeake and Ohio rail line and parts of the earlier James and Kanawha Canal towpath. You’ll run 26.2 miles without ever having to cross a road, jump a curb, or pound your knees on concrete and asphalt. You’ll glide through an ever-changing landscape along the wild Maury River, through farmland and leafy canopies at their peak of fall color, past ruins of massive stone locks and dams. View wildlife from deer, wild turkeys, river otters,
Hotels Near This Race
Find accommodation close to the start line in Lexington, VA. Sorted by distance from the race venue. Book early — race weekend hotels fill fast.
RaceHotelFinder earns a small commission when you book through links on this page, at no extra cost to you. Results are sorted by distance from the race venue.
Race weekend dates pre-loaded on Booking.com. RaceHotelFinder may earn a commission at no extra cost to you.
Race Travel Insurance
Don't forget travel insurance for October 1.
You've trained for months and booked a trip to Lexington, VA.
A pre-race injury, a delayed flight, or a family emergency can derail the whole thing.
Travel insurance can help cover your race entry fee, hotel, and flights if you can't make it,
and may cover medical costs if something goes wrong on the course. Plans typically only run
5-7% of your total trip cost — and running events are covered under standard plans with no
additional coverage needed.
Trip cancellation up to 100% of prepaid costs
Running events covered under standard plans — no add-ons needed
Trip interruption up to 150% of non-refundable costs
