Hotel Pippa

About The Hotel

Hotel Pippa is a small, stylish boutique inn on Chestnut Street in the heart of Nantucket’s cobblestone downtown, earning a 4.5 rating across 108 reviews for exceptional design, cleanliness, and service. Its central location puts the shops, restaurants, galleries, and harbor within steps, and the thoughtfully designed rooms reflect island character and modern comfort. The trade-offs are the premium price—starting at $379/night and climbing in season—limited rooms requiring early booking, thin walls that carry noise in peak seasons like Christmas Stroll, and the island’s accessibility only by ferry or flight. No shared pool or hot tub is listed, so confirm an in-room soaking tub at booking. It is a stylish, central island base for couples and design-conscious travelers willing to embrace premium pricing and ferry logistics.

What Guests Are Saying

“I recently stayed at Hotel Pippa during Christmas Stroll. I know this is a crazy, busy time but there were things that made it not so great for the price we paid. There is a very small mention in Amenities that there is a bar attached to the hotel. It is literally several feet away from the check in lobby. It was so loud and noisy with singing, swearing, etc. I saw a couple with a baby checking in that first day and I can’t imagine that child slept at all. I asked about the noise and was told it would die down around “10 or 10:30”. The walls are very thin - you can hear someone sneezing, coughing and talking. Despite having the largest room in the hotel, the bathroom is absolutely tiny. The stairs are very steep, too. The place was immaculate, and located right in the middle of everything (maybe not so great for Stroll). People were very nice. I’m not sure I would stay there again, or maybe just not during Christmas Stroll.” — TRS5421, 3 stars

Pros & Cons

Pros:

• A stylish, chic boutique inn in the historic downtown
• A prime, walkable central location
• Steps from the shops, restaurants, galleries, and harbor
• Exceptionally designed rooms and exceptional cleanliness
• No car needed—the downtown and bike paths are at the door

Cons:

• Premium island rates, especially in peak summer and December Stroll
• No shared pool or hot tub—confirm an in-room soaking tub at booking
• A small boutique inn with limited rooms—book ahead
• Thin walls and noise during peak seasons like Christmas Stroll

The Location

On Chestnut Street in Nantucket’s historic downtown, steps from the shops, restaurants, and the harbor. You can find more details or book your stay on TripAdvisor.