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Exterior & Views 1, Staypineapple, A Delightful Hotel, South End, Boston
Public Area 2, Staypineapple, A Delightful Hotel, South End, Boston
Bedroom 3, Staypineapple, A Delightful Hotel, South End, Boston
Bathroom 4, Staypineapple, A Delightful Hotel, South End, Boston
Food & Drinks 5, Staypineapple, A Delightful Hotel, South End, Boston
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Hotel

Staypineapple, A Delightful Hotel, South End

South End, Boston

The Fun Awaits

Perfect for nature lovers
Perfect for nature loversOnly 1.2 km to Boston Public Garden and 1.3 km to Boston Common
Tourist attractions nearby
Tourist attractions nearbyOnly 3 km to New England Aquarium
Dining service available
Dining service availableNo need to go out for meals! This accommodation provides a restaurant.
Near shopping centers
Near shopping centersOnly 835 m to Copley Place and 1.2 km to Prudential Center
Nice location! Near public transport
Nice location! Near public transportOnly 516 m to Back Bay Station and 2.9 km to Long Wharf
Near healthcare facilities
Near healthcare facilitiesOnly 883 m to Tufts Medical Center and 1.8 km to Boston Medical Center

Reviews

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4.6/5
FantasticFrom 201 reviews
5.0/51 Apr 2025
Kristine
Super cute room. Definitely efficiency not much for storage so extended stays
5.0/51 Apr 2025
Kristine
Super cute room. Definitely efficiency not much for storage so extended stays
5.0/51 Apr 2025
Christina • Others
I stayed here for the world figure skating championships with my dog, and my stay was excellent. Staff was very attentive, always friendly, and I definitely felt welcome and safe here. Staff went out of their way to accommodate guests based on my own experience and observation. Lauren was awesome and even recommended a dog bakery to me where I ended up purchasing treats for my dog. The other “everything people” also had great recommendations for dinner and the area is walkable and I felt safe at night as well. Subway (the “T”) is close by and an Uber is literally there anywhere from one to three minutes. The only caveat is parking; the parking garage is expensive and on-street parking is nearly impossible to find. But the hotel itself I give five stars to and would stay there again.
5.0/51 Apr 2025
Christina • Others
I stayed here for the world figure skating championships with my dog, and my stay was excellent. Staff was very attentive, always friendly, and I definitely felt welcome and safe here. Staff went out of their way to accommodate guests based on my own experience and observation. Lauren was awesome and even recommended a dog bakery to me where I ended up purchasing treats for my dog. The other “everything people” also had great recommendations for dinner and the area is walkable and I felt safe at night as well. Subway (the “T”) is close by and an Uber is literally there anywhere from one to three minutes. The only caveat is parking; the parking garage is expensive and on-street parking is nearly impossible to find. But the hotel itself I give five stars to and would stay there again.
5.0/531 Mar 2025
Marc • Couple Trip
We found it to be a hugely pleasant surprise in all regards. Would seek it out again.
5.0/531 Mar 2025
Marc • Couple Trip
We found it to be a hugely pleasant surprise in all regards. Would seek it out again.
5.0/531 Mar 2025
Amy
As noted in descriptions the room was small but very well situated to be comfortable and functional. Amenities to meet the needs of a few days of travel, bright comfortable space, conveniently located.
5.0/531 Mar 2025
Amy
As noted in descriptions the room was small but very well situated to be comfortable and functional. Amenities to meet the needs of a few days of travel, bright comfortable space, conveniently located.
5.0/529 Mar 2025
Lori
StayPineapple is a lovely quirky hotel located in downtown Boston. Very walkable with affordable dining options close by. The rooms are spic and span with modern upgrades and ever so comfortable beds. Plus, it is a phenomenal bargain in an expensive world.
5.0/529 Mar 2025
Lori
StayPineapple is a lovely quirky hotel located in downtown Boston. Very walkable with affordable dining options close by. The rooms are spic and span with modern upgrades and ever so comfortable beds. Plus, it is a phenomenal bargain in an expensive world.
5.0/518 Mar 2025
Luzviminda D • Family Trip
Convenience to public transportation especially since we took the Amtrak from NYC. Walking distance to places we liked to see - Boston Public Library, Boston Public Garden, Boston Common, Charles River Esplanade, cafes on Beacon Hill, Acorn Street, Cathedral of the Holy Cross and many more. Staff was very friendly and warm and even allowed us early check-in with complimentary drinks… also they’re dog-friendly.
5.0/518 Mar 2025
Luzviminda D • Family Trip
Convenience to public transportation especially since we took the Amtrak from NYC. Walking distance to places we liked to see - Boston Public Library, Boston Public Garden, Boston Common, Charles River Esplanade, cafes on Beacon Hill, Acorn Street, Cathedral of the Holy Cross and many more. Staff was very friendly and warm and even allowed us early check-in with complimentary drinks… also they’re dog-friendly.
5.0/518 Mar 2025
Verified traveler
cute little place in the middle of Boston. good location easy for taxi pick ups.
5.0/518 Mar 2025
Verified traveler
cute little place in the middle of Boston. good location easy for taxi pick ups.
5.0/517 Mar 2025
CAMILA T
Localizado num bairro charmoso, próximo (3 quadras) a estação Back Bay (metrô e trens). Hotel charmoso, com bar no lobby. Cama extremamente confortável, edredons individuais. Café e chá disponíveis na recepção (a tarde, com biscoitos exclusivos) e no quarto a vontade (cafeteira). Tem cafés na mesma quadra e um mercado Seven na esquina (com microondas). Apenas a limpeza poderia ter sido mais efetiva. O roupão é muito quentinho e fofinho.
5.0/517 Mar 2025
CAMILA T
Localizado num bairro charmoso, próximo (3 quadras) a estação Back Bay (metrô e trens). Hotel charmoso, com bar no lobby. Cama extremamente confortável, edredons individuais. Café e chá disponíveis na recepção (a tarde, com biscoitos exclusivos) e no quarto a vontade (cafeteira). Tem cafés na mesma quadra e um mercado Seven na esquina (com microondas). Apenas a limpeza poderia ter sido mais efetiva. O roupão é muito quentinho e fofinho.
5.0/516 Mar 2025
Tracy • Trip with Friends
This hotel was in a great location. The town had many shopping and dining locations. The staff were very friendly and accommodating. I would stay here again when visiting the Boston area. The parking garage was less than a 10 minute walk and the property does offer a loading station to temporarily park your car so you aren’t hauling all your luggage.
5.0/516 Mar 2025
Tracy • Trip with Friends
This hotel was in a great location. The town had many shopping and dining locations. The staff were very friendly and accommodating. I would stay here again when visiting the Boston area. The parking garage was less than a 10 minute walk and the property does offer a loading station to temporarily park your car so you aren’t hauling all your luggage.
5.0/515 Mar 2025
Susan
a great little hotel in the South End - very convenient to Back Bay - my room was very comfortable and clean.
5.0/515 Mar 2025
Susan
a great little hotel in the South End - very convenient to Back Bay - my room was very comfortable and clean.

Location

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26 Chandler St, Boston, Massachusetts, US
All distances are measured in straight lines. The actual travel distance may be different.

Accommodation Rules

Announcement

All special requests are subject to availability and additional charges may apply.
Guests must provide a valid form of government regulated identification (eg. passport, ID card, driver’s license, etc.) upon check-in.
Pets are allowed for an additional charge of USD 25 per night per pet.
The minimum age required to check in is 21 years.
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Check-in Procedure
Check-in4:00 PM-midnight
Check-out12:00

  • Extra-person charges may apply and vary depending on property policy
  • Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
  • Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
  • Tax ID - C0014880350
  • This property accepts credit cards; cash is not accepted
  • Cashless transactions are available
  • Safety features at this property include a smoke detector
  • Please note that cultural norms and guest policies may differ by country and by property; the policies listed are provided by the property

Front desk staff will greet guests on arrival at the property. Information provided by the property may be translated using automated translation tools.

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Want to check in early? Fill out the Special Requests form on the booking page.

More Policies
  • The property allows pets in specific rooms only and has other pet restrictions (surcharges apply and can be found in the Fees section). Guests can arrange to bring pets by contacting the property directly, using the contact information on the booking confirmation.
  • Cashless payment methods are available for all transactions.
  • Contactless check-out is available.
  • This property welcomes guests of all sexual orientations and gender identities (LGBTQ+ friendly).

About Staypineapple, A Delightful Hotel, South End

Staypineapple, A Delightful Hotel, South End Location
With a stay at Staypineapple, A Delightful Hotel, South End, you'll be centrally located in Boston, within a 10-minute walk of Copley Square and Boston Common. This boutique hotel is 1.7 mi (2.7 km) from New England Aquarium and 1.7 mi (2.8 km) from Boston University.

Staypineapple, A Delightful Hotel, South End Facility and Service
Make use of convenient amenities, which include concierge services and a fireplace in the lobby.

Staypineapple, A Delightful Hotel, South End Rooms
Stay in one of 56 guestrooms featuring flat-screen televisions. Your pillowtop bed comes with down comforters and premium bedding. Satellite television is provided for your entertainment. Private bathrooms with showers feature designer toiletries and hair dryers.

Restaurant and Cafe
Enjoy a satisfying meal at Trophy Room serving guests of Staypineapple, A Delightful Hotel, South End. Quench your thirst with your favorite drink at the bar/lounge.

Room Type and Price

Thu, 20 Aug 2026 - Fri, 21 Aug 2026 (1 night)
1 Room, 1 Adult, 0 Children