Shenandoah Valley, VA Bike Tours

When they say “Virginia is for Lovers,” they must mean lovers of food, lovers of wine, and lovers of cycling. Because this classic corner of the southeastern United States has it all: spectacular leaf-peeping, historic manors turned luxury hotels, fine dining, and cycling for all abilities. You can tackle Skyline Drive, a road that spans the entirety of Shenandoah National Park, or take it easy on towpaths that run along the Potomac River.

On DuVine’s tri-state trip (traversing Virginia, West Virginia, and Maryland), you’ll be spellbound by the unexpected beauty at the base of the Blue Ridge Mountains. Bathed in sunlight and blanketed in forests of liquid ambers, this is rolling Appalachia and the heart of Virginia’s horse country. It’s also the cradle of Civil War America, with battlefields and monuments at Antietam, Harpers Ferry, and Winchester. Sprinkle in the country’s rising wine region and Michelin institutions like the Inn at Little Washington, and you have a recipe for a domestic bike tour that showcases America’s surprising splendor.

Eat

Country ham, mountain trout, heirloom apples, Wagyu beef, and local organic vegetables

Drink

Ciders, craft micro-brews, and local Virginia wines like Chardonnay, Cabernet Franc, and Bordeaux-style blends


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  • Shenandoah Valley 4-Day Bike Tour

    Weekend in Virginia’s Wine Country + Culinary Cradle
    Duration: 4 daysLevel: 2Price From: $3,995Dates:  2025
    2025
    • May 13 – 16
    • Sep 9 – 12
    • Sep 16 – 19
    • Sep 23 – 26
    • Sep 30 – Oct 3
    • Oct 7 – 10
    • Oct 14 – 17

    Any scheduled tour can be made private. Your group, your dates. Go Private