Skip to main content
Beginning of main content

Staypineapple, A Delightful Hotel, South End

3.0 out of 5.0

Recent guest reviews

Great stay. Close to airport. Fun decor. Small room (okay for just myself) very European, but may not be what American are accustomed too (larger space). Very comfortable bed. Appeared very close. Adorable pineapple themes.

We enjoyed our stay in Boston. The hotel is clean and updated and staff is very friendly. The dinner we had in trophy room was excellent. Drink prices were reasonable for a large city. The hotel discounts dinner 20%- nice touch. Be sure to ask about parking we didn't know they don't validate all parking garages. We picked the wrong one.

I felt lucky to have found such a good deal on ANY hotel in such close proximity to Back Bay's Newbury St. and I was pleasantly surprised by the hotel's unique theme and quiet quarters. The hotel is attached to a thriving restaurant/bar and walkable to South End and Back Bay so I was able to leave my car at a garage nearby as I went about exploring the city. I'd definitely recommend this hotel to friends and probably stay there again soon!

I am amazed by how clean and cozy my room was. The bathroom is so clean. I slept and moved very well. The location is also super convenient. I walked to popular tourist spots and to the Backbay T station (that connects you everywhere). It's close to food and shopping. The Logan airport was an easy uber ride. I felt safe during my entire stay. Definitely will be visiting Boston and staying in Staypineapple again.

Overall this was a great place to stay. A couple of improvements that could be was a bit strange to have 2 separate blankets for a couple and no top sheet. The carpets in the hallways were very stained and could use cleaning/replacement. The room itself was really cute. The faucet on the sink seemed much too large for such a small sink. Also, the $15 daily amenity fee seemed a bit ridiculous for bottled water and wifi. Not a problem for just 1 night, but I prob would have stayed elsewhere to avoid that if I were staying for longer. Staff was friendly and helpful!

The people at the front desk of this hotel did an exceptional job of making me feel welcomed, answering questions and helping with anything I needed. The robe and pineapple water were lovely surprises! I look forward to staying there again!

The oddly named Staypineapple, A Delightful Hotel in the south end of Boston is getting updated. The work is far from done. I understand only some rooms are renovated and the lobby is still as it was. I had a renovated room. It is fresh and clean albeit very small. I can handle small for the right price since I spend little time in my room. My only comment is there are no chairs in the room. Just one would be welcomed.

We had a comfortable room and enjoyed the lively bar in the evening. Nicely placed for Boston's attractions. But it's not right in the centre of the city. We felt welcome and had a pretty good breakfast. We were visiting Boston in summer 2016

Staff friendly and helpful. Room was tiny, too small. Toilet was running every minute or so and repairman came up. He did stop it but said he needed a part to fix it. Not sure if he came ack as we were out in the evening. At 10:00 PM it started again and continued until I got up and shut off water to toilet. Room 608.

The quality of the room (and bed) was up to par with the other Staypineapple location we have stayed at. However, the rooms are quite small. Also, we had a room right by the door to the stairwell, so we woke up frequently during the night from the door slamming. The host should have asked if we were okay with this location, which she did not.

26 Chandler St Boston MA

Hotel highlights

  • Walking distance to Newbury Street and Copley Square
  • Free WiFi in rooms and public areas
  • Onsite dining
  • Concierge services

Located in South End, Staypineapple, A Delightful Hotel, South End is within a 10-minute walk of popular sights such as Newbury Street and Copley Square. This 56-room, 3-star hotel has conveniences like a restaurant, a bar/lounge, and free in-room WiFi.


This hotel is home to a bistro and a bar/lounge.


Guests can expect to find free WiFi and 50-inch a flat-screen TV with satellite channels. Pillowtop beds sport premium bedding and down comforters, and the bathroom offers a hair dryer and designer toiletries. Other standard amenities include an iPod dock, a coffee maker, and free local calls.

Property features

Dating back to 1900, Staypineapple, A Delightful Hotel, South End features free WiFi in public areas and coffee in a common area. Offsite parking is available for a fee. The front desk has multilingual staff standing by 24 hours a day to assist with luggage storage and tours/tickets.

Reviews from Trip Advisor

Trip Advisor aggregated rating

81.0% of guests recommend this hotel

Total of 82 reviews

Staypineapple, A Delightful Hotel, South End

26 Chandler St, Boston, MA 02116