Wylder Hotel Tilghman Island

A converted boarding house on Tilghman Island, the Wylder is a boutique hotel that does the Chesapeake Bay aesthetic without the usual kitsch, leaning on wood, brass, and rattan rather than lighthouse prints. Rooms come with Egyptian cotton and tablet concierge service, outside there's a saltwater pool and a private marina, and the hotel pairs guests with local charter captains. Maryland blue crab arrives via two on-site restaurants, one helmed by a longtime José Andrés collaborator.