Greydon House

Pairing an 1850s Greek Revival home with an amazingly similar three-story addition, Greydon House offers not just 20 rooms, but a unique sense of Nantucket's identity. Calling to the site's seafaring history, the hotel has details like a pine-paneled check-in area, murals of far-off ports, and bespoke beds, all courtesy of designers Roman and Williams. The result is a space that's both perfectly matched to its surroundings and yet entirely its own, and thanks to its central location, it's also a perfect base from which to explore the rest the architectural time capsule of an area has to offer.