Wintergreen, Virginia (VA) Trails & Maps

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  • Blue Ridge Tunnel Trail (Crozet Tunnel Trail)

    Rail-Trail

    State: VA
    Length: 0.80 miles
    Surface:

    Learn more about this project on DailyProgress.com

  • Chessie Nature Trail

    Rail-Trail

    State: VA
    Length: 7 miles
    Surface: Ballast

    The Chessie Nature Trail travels through breathtaking rural Virginia countryside, following mile markers left behind by the Chesapeake & Ohio Railroad that ran this route. Dont be surprised if you find yourself sharing the trail with a wide ...

  • DelFosse Trail

    State: VA
    Length: 5.50 miles
    Surface: Dirt

    With funds from the Virginia Department of Conservation and Recreation the Delfosse Trail was built by Nelson County on the property of a local winery. The 5.5-mile loop is open to hikers and mountain bikers, and includes scheduled ATV rides. ...

  • High Bridge Trail

    Rail-Trail

    State: VA
    Length: 30 miles
    Surface: Crushed Stone

    High Bridge Trail State Park is a multi-use trail ideally suited for hiking, mountain biking and horseback riding. The trail extends 30 miles, linking the towns of Pamplin City, Prospect, Farmville, and Rice. The trail ends 3 miles south of ...

  • James River Heritage Trail (Blackwater Creek Natural Area)

    Rail-Trail

    State: VA
    Length: 9.50 miles
    Surface: Asphalt, Dirt, Woodchips

    The James River Heritage Trail in the Blackwater Creek Natural Area is one of the premier urban trails in the state, passing through lush forest as well as the heart of historic, industrial downtown Lynchburg. It offers multiple easy connections ...

  • The Outback Mountain Bike Trail Systems

    State: VA
    Length: 15 miles
    Surface: Dirt

    The Outback Mountain Bike Trail Systems consists of 15 miles of hand built single track trails for mountain biking. Built to IMBA (International Mountain Bicycling Association) standards, these are tight and technically challenging trails that ...

  • Virginia Blue Ridge Railway Trail

    Rail-Trail

    State: VA
    Length: 6.90 miles
    Surface: Asphalt, Ballast, Crushed Stone

    The Virginia Blue Ridge Railway Trail runs for 6.9 miles between Route 151 in Piney River, crosses over the Naked Creek Bridge then carries on to pass beneath US 29 and end at Tye Depot. The trail follows a scenic route along the Piney and Tye ...

Explore urban trails in and around Wintergreen, Virginia.Find detailed trail guides for Wintergreen bike trails, Wintergreen walking paths and much more.Click on a trail below to find trail descriptions, trail maps, photos and reviews. Once you find the trail you’re looking for,plan a trip there and use one of our partners to book your hotel, bed and breakfast, or campground near Wintergreen.