Hotels with a Pool in Nantucket

Downtown Nantucket transports you to a charming whaling-era world with cobblestone streets and weathered gray-shingled buildings. The iconic Whaling Museum showcases maritime treasures while boutique shopping and waterfront strolls offer peaceful harbor views. History buffs can explore the Nantucket Atheneum and Jethro Coffin House between gallery visits and harbor watching. Fresh seafood dominates the upscale dining scene, where reservations are essential during peak seasons. Most visitors stay in historic inns with period furnishings and harbor views. The compact downtown is perfectly walkable, though the ferry terminal provides mainland connections when you're ready to leave this preserved slice of New England charm.

Nantucket Town wraps you in history with its cobblestone streets and cedar-shingled charm that whispers tales from the whaling era. The Whaling Museum showcases maritime treasures while Brant Point Lighthouse keeps watch over bobbing fishing boats and gleaming yachts. Stroll down Main Street to discover high-end boutiques, artisan shops selling scrimshaw, and pocket parks perfect for people-watching. The food scene here is seafood heaven, with fresh lobster rolls at both upscale restaurants and casual clam shacks. Most visitors explore on foot or bike along designated paths since the historic core is wonderfully compact. Historic inns in converted captains' homes offer the full Nantucket experience with period furnishings and modern comforts.

The Cliff neighborhood showcases Nantucket's elite coastal living with its grand oceanfront estates and historic homes. Narrow streets wind past weathered cedar-shingled mansions with sweeping Atlantic views. Jethro Coffin House and Founder's Cemetery offer glimpses into the island's rich past, while scenic coastal paths invite peaceful walks. This exclusive enclave requires transportation planning as it sits away from downtown amenities. You'll need to drive 15 minutes to reach Nantucket's restaurants and shops. The neighborhood's appeal lies in its privacy, pristine beaches, and the constant symphony of ocean waves and seabird calls.

Tom Nevers gives you that coveted Nantucket escape without the downtown crowds. Miles of pristine beaches with soft sand invite you to kick back while rolling moors and coastal paths offer peaceful encounters with only waves and seabirds. The weathered cedar-shingled homes with white trim fit perfectly into the natural landscape, creating a picture of authentic island living. Getting around requires wheels since public transit is limited, but the trade-off is worth it. Most visitors drive 15-20 minutes to downtown for restaurants and shopping while enjoying the exceptional privacy and tranquility of this secluded beach community.