Wineries and Breweries

Baileys Retreat Tour Company has been providing tours and transportation services to residents and visitors to the area since 20008. We will custom design a tour or outing for you and your group! We come to your location whether it be your home, office, Airbnb or hotel. Then we will return you safe and sound and happy! 

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View winery directory and event schedules at

Skyline Drive

A mere 10 miles away, enjoy the scenic Blue Ridge Parkway by car, bike or foot. To learn more, see:

  • “Few roads anywhere can top the Skyline Drive, which twists and turns 105 miles along the Blue Ridge crest in Shenandoah National Park.” – Frommers
  • “Taking the leisurely Skyline Drive through Shenandoah National Park and the Blue Ridge Mountains is nothing short of divine.” – US News & World Report

Downtown Charlottesville

The Downtown pedestrian mall, Belmont, and West Main Street are full of lively restaurants and bars, boutique shops, and music venues. Browse locations and event schedules at

Monticello and Montpelier

Monticello is the masterpiece of Thomas Jefferson and no visit to the area is complete without a guided walking tour of his magnificent house and organic gardens. For information and tour schedules, visit:

Also open for tours in neighboring Orange County, Montpelier was home to President James Madison, “Father of the Constitution” and Dolley Madison, America’s “first” First Lady. For more information, visit:

The University of Virginia

Consistently ranked as one of America’s best values in public education, Thomas Jefferson’s “academical village” is not beyond being named Playboy Magazine’s “best party school in the country.” The cornerstone of Charlottesville, UVa offers walking tours of it’s historical campus and nearby corner shops. To learn more, visit: