Probably not your first thought.
Charles Town is known for the horse races and Hollywood Casino. A few miles from there is a quaint, cozy and historical bed and breakfast, Hillbrook Inn. And a short drive from there is VA wine country.
Built on George Washington's first land purchase, this b&b is also known for it's fine dining experiences featuring 3 and 5 course dinners and 2 course breakfasts. The staff was very welcoming and gave us the grand tour upon arrival. The amenities are high-end and I must say, the bed was most comfortable! Perfect after a day of winery hopping.
Virginia wineries are within a short drive; plan a trip to visit Breaux, Hillsborough, Doukenie, Veramar, Bluemont and many more!