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Staypineapple, A Delightful Hotel, South End

3.0 out of 5.0

Staypineapple, A Delightful Hotel, South End

3.0 out of 5.0

Recent guest reviews

I stayed here recently and loved it. Rooms are reasonably small but the price (for Boston) is hard to beat. Very colourful hotel with lots of personality. Great comfy bed and bathroom. And the location is great. Easy walk to the great restaurants of the South End and also Back Bay.

Stayed 2 nights the first night I was assigned the room next to the hallway door which would slam shut every time someone came on the 4 th floor. Was given a different room away from the door the next night when I complained. So staff was very helpful in fixing any problem but still wonder why they dont just fix the door by adding some sort of device so it wont slam shut (no one seemed surprised when i complained so I assume i wasn’t the first to be bothered by the noise Otherythe room are very comfortable

Staypineapple offers a great price in good location. Beds were super comfortable. The rooms small but very clean. My only suggestion/complaint is that the $15 fee for wifi, etc. should be disclosed or included upfront.

Stay Pineapple is a quirky funky new chain with wonderful locations in Seattle (esp the one near UW). They have really ruined their brand with this expansion in Boston. Hotel has no amenities (although will charge you 15$ per day for them on top of agreed price- watch out! Checking out bikes in Dec. isn't really a useful "amenity"). Housekeepers were very good. Still, I had a terrible time even getting my boarding pass printed, and getting the desk clerk to stop her personal phone call to get me a early AM airport cab. The alleged room service from the noisy bar downstairs is in theory only (they never answer their phone). The rooms, while nicely renovated though cramped, are also noisy with street conversations easily heard from the 5th floor. The halls however are dingy and old and ill fitting for this chain. You can do better for the price.

After decided on spending a long weekend in Boston with my wife, we figured our first task was to find a hotel. The Staypineapple immediately jumped out (mostly because of the name), and after checking it's location, seemed like a perfect fit. The pineapple theme throughout the hotel is very prevalent and the staff was friendly and welcoming as we walked in. Before even asking for our reservations, the receptionist offered us hot coffee from the lobby. We checked in and proceeded to our room. The room was a little small, but for 2 travelers it's plenty of space. The only disappointing thing was the room is called a 'Back Bay King' and, despite the king sized bed, there is no view of the 'Back Bay' or the Charles River. The view consisted mostly of tall buildings and rooftops, but we didn't spend a ton of time in our room, so it wasn't a big deal. The branded bedding, pillows, robes, and slippers was incredibly comfortable, and you have the option to purchase your own as well, if you absolutely love them (and it's very possible you will!!). So after unloading our bags and getting our wi-fi set up (which was free, and had a great connection speed, even on the weekend), we went back down to start our journeys. By now the fresh coffee was replaced with complimentary pineapple infused ice water, which was a nice and refreshing start to our day of exploring. We came back around dinner time and weren't entirely sure where to go, so we decided to go to the bar/ restaurant on the ground floor. The vibe was nice, decent music, not a rowdy crowd, though a little low-lit even in the eating area. We ordered a pizza and some drinks and there is an extensive selection of ridiculous sounding drinks and a great tap list! The fig pizza was weird and amazing and full of bizarre but delicious flavor combinations for a pizza. The people working the desk at the hotel were always helpful with suggestions and recommendations for things to check out in the area. The hotel also has a very eco-friendly, sustainable focus, although the housekeeping staff should pay closer attention to the towel and linen changing rules. The hotel was in a good spot for the walking wanderer type travelers, and there's a nearby public transportation stop as well. The Staypineapple was a wonderful experience and we hope to visit again in the future!!

Location is 10/10. Then the problems start. The receptionist is not well trained or not interested or both. The room is clean but extremely small. Not even a desk where you can work. So if you just Need a bed with no Service in the heart of Boston: perfect.

I stayed in room 301 - I was very excited for a rare getaway with my husband to visit friends - one night away from the kids to sleep in and enjoy the comforts as describe. Our room was adjacent to the stairwell/elevator hallway so I was awakened at 6:30 to the constant banging as other guests came and went through the door. I'm confident that the hotel was not sold out as one of my friends booked after me and was in the middle of the 7th floor. I wish they could have alerted us to the noise asked if that would be okay. Then, exhausted, I was looking forward to a hot shower. Nope, no hot water in our room at 10:30 or warm water so I rushed through a quick cold shower. I find it to be unacceptable to pay almost $200 for less than 24 hours and not even get a hot shower. I alerted the front desk and while she was gracious, I was not offered any discount. I didn't bother telling about the terrible room location. The Naked Experience promised left lots to be desired. The comforters were scratchy and no top sheet to be had. The bathrobes were worn and pilled - not lush as promised. The room was worn with a need of touch up. The amenity fee covered two small bottles of water; we didn't use the bikes and there was no cupcakes to be seen or any other amenities. The bartenders were also rude to my friend and me when we went for last call though serving all of the other regulars. Finally, the female bartender was kind enough to poor me a drink - unfortunately, it was old wine so I didn't drink it anyway. I'm sorry to be so forthcoming as the front desk staff were super nice but it was a terrible night's sleep and no hot shower. I find that to be completely unacceptable for $188.

we were here for our 4 day trip to Boston, nice older hotel which we like to stay in. front staff and house keeping was very good, friendly people at the desk, very helpfull to first time visitors. the rooms were very clean and very comfortable beds. the only downside is the parking. during the week the street parking is only 2 hours at a time. saturday and sunday you can park all day and night, so if that doesn't work, you will need to park at a local garage. you do get a small discount if you are associated with a hotel but its not much. the up side is you are about a 15 min walk to the boston commons in the center of town and all the historical locations. connected to the hotel is the Trophy Room, a bar/place to eat, convenient if you need a place to hang.

Excellent room, bed, bedding, towels. Bathroom is ingenious -tiny but beautiful and space is well managed. Hallways and elevators could use a paint refresh. Staff was helpful and very professional. Location is ideal for work or vacation downtown. Quick walk to Copley.

I checked out early after a gas leak woke me up (around 1am) and I discovered the fire alarms were activated but that I could not hear the alarm in my room. Management told me nothing was wrong and told me to return to my room. I checked out after returning to my room and packing my bag. The hotel still smelled of gas, but the windows were opened in the hallways to dissipate the smell. I was worried that if a fire occurred secondary to the leak that I would not hear the alarm and would not be able to escape.

26 Chandler St Boston MA

Hotel highlights

  • Walking distance to Copley Square and Copley Place
  • 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 Copley Square and Charles Playhouse. This 56-room, 3-star hotel has conveniences like a restaurant, a bar/lounge, and free in-room WiFi. Centrally located in Boston, the hotel is also a short walk from Copley Place and Newbury Street.


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 tours/tickets and luggage storage.

Room options

South End Corner King

King 1 | Sleeps 2

Reviews from Trip Advisor

Trip Advisor aggregated rating

81.0% of guests recommend this hotel

Total of 63 reviews

Staypineapple, A Delightful Hotel, South End

26 Chandler St, Boston, MA 02116