As elegant as a Southern hotel gets, this is a true mansion founded in 1865 by a wealthy Southern gentleman. He raised 13 children here; today the Wentworth has 21 guest rooms. Each is gorgeous, whether thanks to an Italian glass chandelier, hand-forged wrought iron verandas, or Tiffany glass in the windows. Expect touches like gratis wine and appetizers nightly; late-evening port, sherry, brandy and chocolates; and a two-person whirlpool tub in every room—a perfect end to your stay in Charleston. Even Scarlett O’Hara would find this place up to par.