3. Stay: White Elephant Village
The newer sister property of the historic White Elephant Hotel, White Elephant Village (@nantucketislandresorts) has all the charm of the original, plus an outdoor heated pool and complementary bike rentals. Though the accommodations are within walking distance of nearly every place you want to be, take advantage of the hotel's car service and shuttle, which delivers guests to destinations around town such as Galley Beach and Topper's

Also noted:
@regatta_inn, also conveniently located near the harbor and downtown's hotspots, is a thoughtfully designed eight-room bed and breakfast.