Michelle H.
8/9/2025
stay pineapple saved our trip to Boston! After checking into another horrible hotel, left and immediately checked into stay pineapple. Not only is it adorably cute, but it is clean, conveniently...
Staypineapple A Delightful Hotel South End
$$$
(87)
Photos
26 Chandler St
Boston, MA 02116
Check-in: 4 PM, Check-out: 12 PM
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.
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Reviews
4.087 reviews
Don M.
9/3/2025
Where do I begin ? I'm basing this review on a stay in Seattle at the Pineapple there. Which was one of the reasons we decided to try it in Boston. Rooms are pretty small. Bathroom even smaller....
Irena S.
7/26/2025
Stayed here for a 4 night stay (Friday to Tuesday), party of 2, in a king room. I honestly think that the negative reviews may be written by people who don't know the Staypineapple brand? so make...
Ed U.
10/16/2024
I had a passing familiarity with the Staypineapple hotel chain from having a quick breakfast in the lobby of their San Francisco location. It looked nice, so when Jamie W and I took our first trip...
D M.
5/31/2025
This is the worst hotel I have stayed in. The staff are really nice, that is the reason it got one star (along with the fact you can't give 0.) First, there is a $25 amenities fee for which you...
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