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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
  • Dry cleaning
  • 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

4.2 / 5
Great 1294 reviews
  • Engine customer Aug 2026

    Kind of a funky hotel on the outside, but once you got in the room it was great!

  • Engine customer Aug 2026

    The staff were friendly & helpful. There was a problem with the water supply (due to building works next door) & staff kept us updated with the situation.

  • Engine customer Aug 2026

    I needed a place to stay before taking an early flight back to the west coast. The location of this hotel is perfect if you’d like a comfortable bed, clean, cute room and ability to walk in charming South End. The price was so affordable I almost couldn’t believe it for the location. I will admit the bathroom was tiny, European style. Upgrade to a larger room if there’s two of you. Two thumbs up on this property.

  • Engine customer Aug 2026

    The staff is very helpful. And welcoming. Location is. Good. Overall a very nice experience. The sidewalks. In the area. Are interesting. They are red brick very old fashioned. But not very comfortable to walk on.

  • Engine customer Aug 2026

    Exceptional

  • Engine customer Aug 2026

    Passable

  • Engine customer Aug 2026

    Exceptional

  • Engine customer Aug 2026

    Overall it was an good experience

  • Engine customer Aug 2026

    The nice extras in the room. Pineapple engraved, nice towels, bedding. The entrance, front desk area, was unclean, messy, and very odd. The first impression was like walking into a 1 or 2 star old motel. The elevators and walls of the hallways were dirty with a lot of wear. The staff were not cordial!

  • Engine customer Aug 2026

    Location was great and check in was easy It’s cute in decor but slightly run down 1 just slightly. It is an older building that has been painted to look clean.

  • Engine customer Aug 2026

    The reception staff were extremely welcoming and friendly. The room was spacious, featuring a large and very comfortable bed. Highly recommended!

  • Engine customer Aug 2026

    Overall pretty good value. Staff make up for hotel being just ok.

  • Engine customer Aug 2026

    Pleasant

  • Engine customer Aug 2026

    My absolute favourite aspect of this hotel was the European style bedding. Separate blankets is an absolute game changer, especially when sharing with a sibling. Staff was kind, no complaints on location, cleanliness was appropriate. Would stay again. Thanks!

  • Engine customer Aug 2026

    I loved my stay at Staypineapple and will definitely be my go to when going to Boston. Loved the location, the room, the bed, bedding and the staff. It was all walkable to breakfast, events, shopping, and parking. A+++++

  • Engine customer Aug 2026

    The attention, little details, made our stay special.

  • Engine customer Aug 2026

    The hotel is cute but the rooms look kind of rough. Paint was cracked and chipping, could tell they tried to spot paint sections but the color didnt match the paint already there. I wanted to fall in love with it but my room was directly above the bar so extremely loud until about 1:30 am. Wouldn't have been such an issue but the TV channels didnt work and just had a message that the service was disconnected so I had nothing to help cover the noise. Woke up around 6 am to a dog constantly barking in another room. Amenities were nice, theme is super cute. I was just disappointed in the actual stay & inability to get sleep.

  • Engine customer Aug 2026

    This is such a fun and funky hotel with a great vibe! We loved it.

  • Engine customer Aug 2026

    Very good

  • Engine customer Aug 2026

    Cute little hotel near the Theater District.

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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