Dog Friendly Hiking Trails in Winchester, VA

There are 5 dog-friendly hiking trails within 20 miles of Winchester. Use the links below to get an overview of each one, see pictures, print directions, and even read reviews from other dog owners. Coming from out of town? Get a discounted rate on pet friendly hotels in Winchester.

Pet Friendly State Arboretum of Virginia
State Arboretum of Virginia Leashed dogs are welcome at the State Arboretum of Virginia in Boyce. There are several pet-friendly trails, two small lakes, beautiful meadows, a picnic area, and open areas to explore. The attraction is just off Route 50, West of Washington, past Middleburg. See Details
Pet Friendly Sky Meadows State Park
Sky Meadows State Park Sky Meadows State Park is a pet-friendly recreation area in Delaplane, VA. The 1,862-acre park features 10.5 miles of bridle trails, 22 miles of hiking trails, 9 miles of bike trails, and access to the Appalachian Trai. Bring Fido and the family along for an afternoon of hiking or picnicking outdoors while taking in the beautiful views. See Details
Rockland Park Rockland Park is pet-friendly. Formerly known as the Fishnet Property, this 219-acre park includes walking trails, a large playground structure, an 18-hole disc golf course, two large picnic shelters, outdoor fitness equipment, and parking areas. Leashed dogs are welcome on the trails, as long as they are cleaned up after. The park is open every day of the week from 7am to 8pm. See Details
The Appalachian Trail The Appalachian Trail is a pet-friendly hike in Markham, VA. Although the address we've listed is in Virginia, you can access the trail from numerous spots along the way. The path leads from Springer Mountain in Georgia to Mount Katahdin in Maine, totaling 2,181 miles. Dogs are prohibited from the following sections of the AT: The Great Smoky Mountains National Park, Bear Mountain State Park Trailside Museum, and Zoo and Baxter State Park. See Details
Shenandoah National Park Shenandoah National Park is a pet-friendly destination in Front Royal, VA. Travel along the Skyline Drive National Scenic Byway to Waynesboro, stop at one of the 75 scenic overlooks and enjoy over 500 trails. Out of all the trails, less than 20 do not allow your furry friend. Please refer to their website below for the list. See Details
Winchester, VA, US