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Staypineapple, A Delightful Hotel, South End

Staypineapple, A Delightful Hotel, South End
Staypineapple, A Delightful Hotel, South End – Boston, MA
Staypineapple, A Delightful Hotel, South End – Boston, MA
Check in 4:00 PM
Check out 12:00 PM

About Staypineapple, A Delightful Hotel, South End

Located in Boston's historic South End, this European-style boutique hotel offers modern guest rooms with free WiFi. Staypineapple, South End is within walking distance to many popular restaurants and attractions. Every room at The Staypineapple, South End features a flat-screen TV and iPod docking station. The private bathroom includes a walk-in marble shower. A work desk and telephone with access to the 24-hour front desk are provided for guest convenience. Only steps from the completely nonsmoking property are some of the city's most famous sites. The scenic Back Bay area, as well as the unique shops and gourmet restaurants of Newbury Street are within 10 minutes' walk.

Amenities

  • On-site parking
  • 24-hour front desk
  • On-site dining
  • Bar / lounge
  • Café / coffee shop
  • Express check-in / check-out
  • Concierge
  • Luggage storage
  • Multilingual staff
  • Full kitchen / kitchenette
  • Spa / sauna
  • Pet friendly
  • Wheelchair accessible
  • Public transit access
  • Smoke-free property
  • Air conditioning
  • Elevator
  • In-room safe

Reviews

4.5 / 5
Excellent 1005 reviews
  • Engine customer Jul 2026

    The staff was friendly and helpful, but for the money, the room could look nicer.

  • Engine customer Jul 2026

    Cute litlle place to stay!

  • Engine customer Jul 2026

    The room was nicely decorated, uniquely so with the “greeting dog” on the bed and wall light sconces.

  • Engine customer Jun 2026

    Size of room and bed. The Trophy bar food was fantastic as were the bar staff Room 803 Air con was very noisy and lost two nights sleep, complained a few times and it was fixed the day before we were due to leave. Also, the double glazing must have an issue because the outside noise was also disturbing 24/7. No fridge in room and only one breakfast tea bag for a 4 night stay, asked reception for more but they could only supply green tes

  • Engine customer Jun 2026

    Great location! Nice clean property with helpful staff!

  • Engine customer Jun 2026

    The lobby was small, they let us leave our luggages which is good but you can't wait in the lobby especially in the checking out times. There were a restaurant just next to the hotel but I couldn't feel that I can wait and sit over there.

  • Engine customer Jun 2026

    Now the bad: rooms very cheaply decorated and very small (190 square feet for standard), bathroom poorly designed with very small sink, no storage, etc., no refrigerator in room, only one bottle of water offered per stay (you can buy more), etc., etc. I could accept this except for two things: price was higher than one would except for budget hotel (in my view) in a good location, AND they charged a $29.15 day amenities fee that got tacked on after we left. Called to ask about it and was told that since we booked through Hotels.com they added afterwards (so price not reflective of actual cost) and claimed it was to cover the cost of WiFi, my one bottle of water for 3 days, bikes that could be borrowed (that were never mentioned to us) and cleaning fee (though they don’t clean daily. This might be a threat stay for some. Rooms were clean (although furnishings, bedding, etc. not top of line- but all serviceable, staff were great (although not well staffed and they were overworked I think— problem with toilet after 6pm and staff member said he was only one on duty and would come when he could — did but obviously long wait since busy.

  • Engine customer Jun 2026

    This is my first review. The Pineapple Hotel was so much fun with soooo much character. Couldn't help but SMILE the whole stay. And the bed....crazy comfy!! I stayed on the top floor and it was a quiet sleep. I would love to stay again!

  • Engine customer Jun 2026

    Bed, linens were excellent. location is great. Perfect place to have a stay in Boston, staff is kind and helpful, restaurant and bar attached. Everything you need for an efficient stay. Room is small, bathroom is smaller - all functional and worked fine. What would be nice is a sitting chair however. Given the size of room, it was not possible - but it is on par with a Citizen M, maybe better due to having restaurant and bar attached. Rooms are clean, but it's an old building and hallways seem a bit less than modern. Would recommend finding a way to improve hallways even in an old building. tigher carpeting on floor maybe, or different color scheme and lighting. Will stay here again so nothing is that negative. Just observations on what would be helpful and that is a chair versus a small stool.

  • Engine customer Jun 2026

    Friendly staff, comfortable bed They took $400 as a deposit which seems way too much and I still haven't got it hack. It made it tricky to afford some things while we were there

  • Engine customer Jun 2026

    Great hotel with friendly staff from the moment of booking to leaving the hotel. Very comfortable bed and pillows!! Great location too!

  • Engine customer Jun 2026

    Close to everything. Recommend it highly!

  • Engine customer Jun 2026

    Great value for the price. Bathroom is a little small, but able to navigate my way around it. Staff was helpful and kind. The internet was a little glitchy. Close to Fenway and other popular landmarks in Boston. I would stay here again.

  • Engine customer Jun 2026

    There’s no airport shuttle, but the hotel is clean. The staff is helpful and location cannot be beat!

  • Engine customer Jun 2026

    The location was great and the bed and room was comfortable and the option for early check in was great. The bathroom smelled, the fire alarm kept going off at random at 7AM -8 AM of my stay and there was no offer for any kind of reimbursement for that disturbance. The room was right by the stairwell and the door to the stairs opening was so loud I was worried multiple times it was actually my own door that was opening.

  • Engine customer Jun 2026

    .

  • Engine customer Jun 2026

    Unique property with interesting theme of pineapples. The bare floor in the room necessitates wearing slippers but was not provided. Once I took off my shoes walking around the room was a filthy affair.

  • Engine customer Jun 2026

    Room was spacious and spotless, bed was comfy, staff were really nice. A little on the pricey side but understandable considering the football's on.

  • Engine customer Jun 2026

    Worth staying

  • Engine customer Jun 2026

    Beds were amazing! Really clean rooms! Rooms were small

Frequently asked questions about Staypineapple, A Delightful Hotel, South End

Does Staypineapple, A Delightful Hotel, South End have free Wi-Fi?
Yes, Staypineapple, A Delightful Hotel, South End offers free Wi-Fi for all guests.
Does Staypineapple, A Delightful Hotel, South End offer parking?
Yes, paid self-parking is available on-site at Staypineapple, A Delightful Hotel, South End.
Does Staypineapple, A Delightful Hotel, South End have meeting spaces, conference centers, or conference rooms?
Staypineapple, A Delightful Hotel, South End does not list dedicated meeting or conference facilities. For business event venues in Boston, see business hotels in Boston.
Does Staypineapple, A Delightful Hotel, South End have a fitness center?
Staypineapple, A Delightful Hotel, South End does not list an on-site fitness center. Some properties partner with nearby gyms — check directly with the hotel.
Where is Staypineapple, A Delightful Hotel, South End located, and how walkable is the area?
Staypineapple, A Delightful Hotel, South End is located at 26 Chandler St, Boston, MA 02116. With a Walk Score of 98, the area is rated Walker's Paradise. Most daily errands can be done on foot — ideal for travelers without a car.

What's nearby

Map of points of interest near Staypineapple, A Delightful Hotel, South End
  • Boston Marathon bombings 0.5 mi
  • Boston Marathon 0.6 mi
  • Boston Tea Party 1.0 mi
  • Boston Convention and Exhibition Center 1.2 mi
  • Museum of Fine Arts Boston 1.3 mi
  • Massachusetts Institute of Technology 1.4 mi
  • TD Garden 1.4 mi

Why no public rates?

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