Charleston’s four-block City Market is a historic landmark (one of the oldest in the country, rivaled only by Baltimore’s Lexington Market) and an essential stop for locally made souvenirs and snacks. Pack up your sweetgrass basket (a traditional Gullah handicraft) and check in for the night across the street at the Market Pavilion Hotel. The hotel has all the plush trappings—Italian marble bathrooms, Hermes toiletries, treats at turndown—one could ask for in the French Quarter, topped off by a rooftop bar and pool with enviable views of the harbor and bustling East Bay street. On a particularly hot Southern night, you might cool off with a nitrogen-infused cocktail before sitting down to a steak dinner at Grill 225, which serves only aged, USDA-Prime meat. The hotel is a member of the Leading Hotels of the World and the restaurant is one of a dozen Great Steakhouses of North America.