The Clifton Inn

 Stay in Luxury on Charlottesville’s Monticello Wine Trail


The Clifton Inn is a beautiful boutique hotel, restaurant and event venue with extensive formal gardens. Located moments from downtown Charlottesville and initially designed for Thomas Jefferson’s daughter and her husband, Martha and Thomas Randolph, the 1799 inn is now a retreat. Whether guests select the manor house with an overview of Monticello Mountain, a lush garden and pool complete with waterfalls, or the Livery Stables with a private dock and nearby nature trails, Clifton Inn helps weary travelers relax and embrace country life outside the city.



If the lavish greenery surrounding the estate sparks inspiration, consider Keswick Vineyards with carefully crafted wine rooted in tradition inspired by winemaker Stephen Barnard or the nearby Castle Hill Cider, a location with a combined orchard and cidermaking concept that provides fun for the whole family. And complete the tour with Merrie Mill Vineyard. This family-oriented vineyard was sparked by owners Guy and Elizabeth Pelly who traveled from England in 2017 to visit Charlottesville and quickly fell in love with the area’s beauty. Also consider visiting route 231—a trail that includes these and similar cideries and wineries, many of which are Virginia Governor’s Cup Winners—a highly selective competition hosted by the Virginia Wineries Association yearly.

Learn more about visiting the best wineries in Virginia wine country with the luxury magazine, Wine & Country Life.