Creepy, almost abandoned setting.We had a keyed lock but no dead-bolt on bedroom door so we never felt safe at night. Our room was on the first floor,almost directly opening to a secluded small courtyard area. Scary at night ! Very little sleeping done during our two night stay.We came home exhausted , not refreshed from our stay on beautiful... More

You pay a lot to stay at a B&B in Nantucket, that's a given. But one would expect something for your money. At the Pineapple Inn, we shelled out too much money for a room we could barely pass each other in, let alone find anyplace to unpack and store our suitcases. In this, the smallest and least expensive room,... More

This Inn is not owner occupied as the others mention - meaning no innkeeper. There is no one to help you with your luggage. No Innkeeper to answer your questions, help you with directions, assist you with daily activities. The place feels like it is owned by a corporation rather than a homy feel. Clearly not worth the price of... More

During our stay encountered a significant security issue while staying in a first floor room. On Friday night we were awakened by someone coming into our room at 3am. We had made sure that we locked the door before we went to sleep and were very conscious of this because we were on the 1st floor near the entrance to... More

With cozy, well-decorated rooms, good service, a central but quiet location, and a delicious breakfast, the Pineapple is everything you could want in a bed and breakfast - plus there's one glorious extra: a secluded courtyard that's a mini-oasis, where you can eat, read, lounge, or just veg out. I'm a writer and when I'm sitting there working, I never... More

This was our 3rd trip to the lovely Nantucket where in the past we stayed at a hotel and a B & B. After much research we selected the Pineapple Inn. To our surprise there was never an innkeeper present. We asked where they were and we were told "he" was managing one of there other properties. If you wanted... More

Went for Christmas Stroll weekend. Was with 3 other couples. Not one complaint. Sarah the hostess was very accomodating. The owner Chris was a personable gentleman with great stories and tips. The staff was attentive. Overall good place to stay.

We stayed at the Pineapple Inn, according to a very popular well respected guide book, it was the Premier place to stay in Nantucket; however, this was 100 percent wrong. I will in plain terms tell you the place was dank and creepy. The hallways were not lit, just big red Exit signs lit in red at night, among the... More

We were disappointed with the Inn. We had toured it 4 years previously and it was clean and fresh at that time, but when we stayed there this time it was worn, not particularly clean and seemed to be in some disrepair. The Innkeeper was not present at all during our three day stay to welcome us or to generally... More