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COVID-19 update: See the added health and safety measures this property is taking.Read more
Traveller (56)
Room & Suite (16)
Dining (8)
What is Travellers’ Choice?
Tripadvisor gives a Travellers’ Choice award to accommodations, attractions and restaurants that consistently earn great reviews from travellers and are ranked within the top 10% of properties on Tripadvisor.
Payments made by partners impact the order of prices displayed. Room types may vary.
Travel safe during COVID-19
Visit our Travel Safe hub to see how we're helping you make more informed travel decisions during COVID-19.
What you can expect during your stay
  • Face masks required for guests in public areas
  • Face masks required for staff in public areas
  • Floors marked for social distancing
  • Hand sanitizer available to guests & staff
  • Regularly sanitized high-traffic areas
  • Staff required to regularly wash hands
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Updated 24/06/20 Safety precautions are provided by the property and are not checked by Tripadvisor for accuracy.
A note from Staypineapple, A Delightful Hotel, South End Boston
Updated 24/06/20 Safety precautions are provided by the property and are not checked by Tripadvisor for accuracy.

About

#62 of 95 hotels in Boston
Location
Cleanliness
Service
Value
Staypineapple Boston is the perfect launching point for your Boston experience whether you’re taking a walk along the Freedom Trail, in town on business, or looking to catch a game with one of Boston’s storied teams. Our location is in one of Boston’s finest neighborhoods, Back Bay, and puts you just steps away from many of the city’s famous historical sites, stylish stores, and great restaurants. Staypineapple Boston will help you relax while working on your accent in private with all the elements and comfort of The Naked Experience and Staypineapple amenities, giving you a modern hotel experience in one of our country’s most historic cities.
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Full view
Property amenities
Free High Speed Internet (WiFi)
Wifi
Bicycle rental
Bicycles available
Pets Allowed ( Dog / Pet Friendly )
Baggage storage
Non-smoking hotel
24-hour front desk
Room features
Air conditioning
Housekeeping
Bottled water
Flatscreen TV
Room types
Non-smoking rooms
Good to know
HOTEL CLASS
HOTEL STYLE
Residential Neighbourhood
Mid-range
Languages Spoken
English, French
269Reviews4Q+A49Room tips
Traveller rating
  • 115
  • 79
  • 41
  • 20
  • 14
Time of year
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Popular mentions
chrish04 wrote a review Apr 2021
Westford, Massachusetts5 contributions2 helpful votes
I needed to get away for a night and this was just what I needed! Close proximity to dinner/drinks at Cosmica and Beehive. Then the next day I ordered a yummy latte from Berkeley Perk and then breakfast from South End Buttery. This hotel was easy, clean, and friendly. I will be back!
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Review collected in partnership with this hotel
Date of stay: April 2021
Value
Rooms
Location
Cleanliness
Service
Sleep Quality
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Response from Edward Moses-Granger, General Manager at Staypineapple, A Delightful Hotel, South End Boston
Responded 2 weeks ago
Dear Chrish04: Thank you for sharing your stay with us. We are so happy that you got to experience the BEST of the South End! Come back soon.
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Owen Miller wrote a review Apr 2021
New York City, New York2 contributions
Upon arriving, I was given a new set of terms and conditions, despite having already booked. I was supposed to sign saying I'd been given information that hadn't actually being given to me, then I was portrayed as difficult for not signing everything blindly. I was also introduced to a $15 "amenity fee" that wasn't mentioned online. This seems to be an all-too-common practice in the US. I had no control over the temperature; and there was a bright streetlight just above the level of the windowsill, when I was lying in the bed.
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Review collected in partnership with this hotel
Date of stay: April 2021
Value
Rooms
Location
Cleanliness
Service
Sleep Quality
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Response from Edward Moses-Granger, General Manager at Staypineapple, A Delightful Hotel, South End Boston
Responded 4 weeks ago
Dear kokociel: Thank you for alerting me to the issues during your stay. We do asks to sign a COVID acknowledgement that simply talks about masks and social distancing in the hotel. We do explain the amenity fee and provide a card give our guests a laying out what is included in that fee at check in. I would be more than happy to discuss your stay if you contact me here at he hotel. I look forward to speaking with you at your earliest convenience.
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cevans706 wrote a review Apr 2021
Bristol1 contribution
This was by far our favorite stay in Boston yet. We'll definitely be back! The rooms were clean, the beds are very comfortable, the pillows and blankets were like sleeping in clouds and the robes provided were extremely comfortable!
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Review collected in partnership with this hotel
Date of stay: April 2021
Value
Rooms
Location
Cleanliness
Service
Sleep Quality
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Response from Edward Moses-Granger, General Manager at Staypineapple, A Delightful Hotel, South End Boston
Responded 4 weeks ago
Dear Cevans: Thank you for the great review of your recent stay. We definitely look forward to having you back at Staypineapple.
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flybyfranco wrote a review Apr 2021
Newark, Delaware1 contribution
A delightful hotel it is! Great neighborhood, wonderful staff nicely decorated and clean. My only drawbacks on this property are issues that are already being addressed. Our room ran very hot and was difficult to control the climate. The pipes make an obnoxiously loud noise after the use of the bathroom. So I would say the comfort level sets this place back some.
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Review collected in partnership with this hotel
Date of stay: April 2021
Value
Rooms
Location
Cleanliness
Service
Sleep Quality
Helpful
Share
Response from Edward Moses-Granger, General Manager at Staypineapple, A Delightful Hotel, South End Boston
Responded 4 weeks ago
Dear flybyfranco: We appreciate you bringing these issues to our attention during your stay. We have addressed the problem and thanks to you the next guest will not be bothered by these issues. We are so pleased you enjoyed the rest of your stay and look forward to welcoming you back.
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latinonsc wrote a review Apr 2021
Winter Haven, Florida1 contribution
The hotel is beautiful, cozy, and in such a great/safe location! Edward and the staff are knowledgeable of the area and so genuinely friendly and caring! I can’t wait to come back for a longer stay! The beds are incredibly comfortable, best sleep ever!
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Review collected in partnership with this hotel
Date of stay: April 2021
Value
Rooms
Location
Cleanliness
Service
Sleep Quality
Helpful
Share
Response from Edward Moses-Granger, General Manager at Staypineapple, A Delightful Hotel, South End Boston
Responded 4 weeks ago
Hello Latinosc: Thank you for taking the time to review your stay. you guys were great guests and we certainly hope you will come back to visit us soon.
Read more
Previous
PRICE RANGE
US$158 - US$417 (Based on Average Rates for a Standard Room)
ALSO KNOWN AS
chandler hotel boston
FORMERLY KNOWN AS
Chandler Inn
LOCATION
United StatesMassachusettsBostonSouth End
NUMBER OF ROOMS
56
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Frequently Asked Questions about Staypineapple, A Delightful Hotel, South End Boston
Which popular attractions are close to Staypineapple, A Delightful Hotel, South End Boston?
Nearby attractions include John Hancock Tower (0.4 km), Lyric Stage Company of Boston (0.4 km), and Speakeasy Stage Company (0.3 km).
What are some of the property amenities at Staypineapple, A Delightful Hotel, South End Boston?
Some of the more popular amenities offered include free wifi, baggage storage, and bicycle rental.
What are some restaurants close to Staypineapple, A Delightful Hotel, South End Boston?
Conveniently located restaurants include Mike & Patty's, Mistral, and Davio's Northern Italian Steakhouse.
Are pets allowed at Staypineapple, A Delightful Hotel, South End Boston?
Yes, pets are typically allowed, but it's always best to call ahead to confirm.
Which languages are spoken by the staff at Staypineapple, A Delightful Hotel, South End Boston?
The staff speaks multiple languages, including English and French.
Are there any historical sites close to Staypineapple, A Delightful Hotel, South End Boston?
Many travellers enjoy visiting Longfellow House Washington's Headquarters National Historic Site (5.6 km), The Printing Office of Edes & Gill (1.9 km), and Old North Church & Historic Site (2.5 km).
Is Staypineapple, A Delightful Hotel, South End Boston accessible?
Yes, it offers wheelchair access. For specific enquiries, we recommend calling ahead to confirm.