What a wonderful weekend at Stay Pineapple. The staff like Mitch were extremely friendly and helpful. The room was very clean, comfortable and was decorated for my birthday which was a delightful surprise! Loved the location- we walked everywhere! We will be back.

I really enjoyed my experience here...any hotel where there is a bucket of dog biscuits in the lobby is good by me. The best way I can describe it is that it is quirky with its own vibe. When I entered the room, I was greeted by a plush dog (which I took home for $25 - all proceeds go to local animal shelters) and a giant pillow that said "sleep with me" (which I did). It had quaint yellow and pineapple accents everywhere including on the ceiling; a pineapple stand which had USB ports in it; and the spare toilet paper roll which was wrapped in yellow and had green tissue paper coming out of the top. After a long day of travel, it put me in a really good mood. The room was clean and although small, had ample places to store my clothes in drawers under the bed. The folks at the front desk were very friendly and helpful with suggestions for local coffee shops. I highly recommend it.

Five stars for Staypineapple Boston! The location is unbeatable for exploring downtown. The hotel is exceptionally clean and has a really cool, modern aesthetic that stands out from other places I've stayed. Loved the quirky details and the friendly service. I’ll definitely be staying here again on my next trip to Boston.

So dog friendly: love that dogs can be in the lobby and they get water bowls and poop bag dispenser. Cute area. Nice restaurants to walk to. No parking on site. Use spot hero to find spots to pay for. Wish the restaurant had more hours of operation

A friend and I booked our stay for a birthday evening celebration out in Boston. The service was absolutely wonderful! We were allowed an early check-in with no fuss, & had every need met & anticipated. While the room was small, it was just our launchpad for our outing & a place to sleep, so it was great for our needs. The location of the hotel can’t be beat and the on-site bar was fun to hang out in. We’ll definitely book again for a super easy Boston stay.

My husband and I had a great stay at Staypineapple Boston! The receptionist was very friendly and welcoming from the moment we arrived. The room was cute and quirky, with bright yellow accents, super soft sheets, and all the necessary toiletries — which smelled amazing with tropical scents. Such a fun, comfortable vibe. The bar downstairs is a perfect spot to finish your day with a drink or a quick bite to eat. The location is excellent — close to all the action, but still quiet enough to relax. The cleaning team did a wonderful job keeping everything spotless and were helpful in answering our questions. We’ll definitely be back soon. Highly recommend this hotel for its location, amenities, and price!

My husband and I stayed one night in a corner room on the third floor. We absolutely love the eclectic atmosphere and decor. We especially love the bedding and the fact that we had comfy separate duvet covers. I asked gbchat and found out you can purchase the entire bedding set including the cute stuffed husky. Unfortunately the bedding is sold out but I will definitely get it at one point. We will absolutely return and stay again. Loved the coasters to use for a free drink. The metal water bottles to refill with sparkling or water in the lobby. So many perks. Our new favorite stay in Boston. Also when you submit a Google review they give you a cute little candle. All class this place.

... For me, this hotel is the perfect location to spend a few days in Boston. Not only is the location perfect for exploring all parts of the city on foot, but the hotel and its facilities are also excellent. A super friendly team! Very clean....... But above all, I was impressed by the rooms... I'm more of a big modern hotel kind of person... However, I was completely surprised by this concept... So surprised that I will definitely be back... Every room radiates a warm welcome.... Perfectly designed and furnished, you can feel the warmth and hospitality in every room... You immediately feel at home... And yes, you actually want to stay in bed forever because they are so incredibly comfortable. All in all, a perfect stay for me. Thanks to the team... I will treasure my Path bottle... And I would have loved to buy the little dog, but unfortunately I didn't have any room left in my carry-on luggage... Unfortunately, there is one small downside... If I've booked an all-inclusive package for $25, then I'd like to have not only coffee in the afternoon, but also the accompanying cookies or snacks... These wonderful cookies were only offered to me once... On the other days, they were unfortunately not available... Stay save and pineapple in 26

The room was cozy, cute, and very welcoming. The front desk staff were incredibly kind and friendly . We received free drink tickets on the day we checked in as a New Year gift — such a lovely surprise! Another time, I ordered food delivery and the front desk staff helped me find a plastic bag to carry everything, which I really appreciated. ?? Wishing staypineapple all a wonderful and successful 2026! I’ll definitely choose to stay here again next time I visit Boston.

My husband and I had a great stay at the Pineapple Hotel Boston. The location is hard to beat, easy to walk everywhere, and close to everything we wanted to do. The hotel itself was spotless, comfortable, and thoughtfully designed without feeling overdone. Staff were friendly and helpful without being intrusive. It felt relaxed, welcoming, and genuinely well run. We’d absolutely stay here again.