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Staypineapple, A Delightful Hotel, South End

★★★★
Very Good

26 Chandler Street

About This Property

Charming European-Style Boutique Hotel in Boston's South End

Modern Amenities: Each room at Staypineapple, South End boasts a flat-screen TV, iPod docking station, and a luxurious walk-in marble shower in the private bathroom.

Convenient Services: Guests can enjoy free WiFi, a work desk, and a direct line to the 24-hour front desk for any needs that may arise during their stay.

Prime Location: Situated in the historic South End, the hotel is just a short stroll away from renowned restaurants and attractions, including the vibrant Back Bay area and upscale shops on Newbury Street.

Ready to experience the perfect blend of comfort and sophistication? Book your stay at Staypineapple, South End now!

Why guests recommend it

Friendly staffClean roomsGreat locationFun amenities

Facilities & Services (28)

Non-smoking rooms
Air conditioning
Restaurant
Pets allowed
Lift / Elevator
Luggage storage
Non-smoking throughout
Concierge service
Pet bowls
Pet basket
Staff adhere to local safety protocols
Guest rooms disinfected between stays

Available Rooms

No rooms available for the selected dates

Guest reviews

8.8
Very Good
1481 reviews

Most recent

Mary
February 28, 2026
10.0
Excellent

loved the comfortable room, welcome drink, all the special touches

👍 Liked
  • loved the comfortable room, welcome drink, all the special touches
Alicia McGee
February 27, 2026
10.0
Excellent

Love the water refill station!!

👍 Liked
  • Love the water refill station!!
paigecX1391UY
February 25, 2026
10.0
Excellent

Brilliant do not hesitate to book!

Travelled over from Ireland and the minute we put our foot in the door we were greeted with a smile and a warm welcome we had an amazing stay the hotel is beautiful the staff go above and beyond to help could not recommend this hotel more we absolutely loved it location is great and goofy the dog is absolutely gorgeous! The food is great too and reasonably priced We will definitely be back! Paige & James

👍 Liked
  • Travelled over from Ireland and the minute we put our foot in the door we were greeted with a smile and a warm welcome we had an amazing stay the hotel is beautiful the staff go above and beyond to help could not recommend this hotel more we absolutely loved it location is great and goofy the dog is absolutely gorgeous! The food is great too and reasonably priced We will definitely be back! Paige & James
Angelika
February 25, 2026
9.0
Excellent

Wieder einmal ein schöner Aufenthalt

War jetzt schon öfters in diesem Hotel - immer wieder gerne, wenn die Rate stimmt

👍 Liked
  • War jetzt schon öfters in diesem Hotel - immer wieder gerne, wenn die Rate stimmt
👎 Disliked
  • ./.
Enikő
February 24, 2026
10.0
Excellent

mullen
February 22, 2026
10.0
Excellent

Andrew
February 12, 2026
10.0
Excellent

A great hotel for one night on my way to New York.

It was nice to be offered a complimentary drink on arrival.

👍 Liked
  • It was nice to be offered a complimentary drink on arrival.
👎 Disliked
  • Everything was to my satisfaction.
Sarah
February 12, 2026
9.0
Excellent

Sofia
February 10, 2026
10.0
Excellent

Perfetto

Curata e in una posizione comoda, il personale gentile e disponibile. Ottimo rapporto qualità-prezzo

👍 Liked
  • Curata e in una posizione comoda, il personale gentile e disponibile. Ottimo rapporto qualità-prezzo
lucija
February 10, 2026
10.0
Excellent

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