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All properties in Boston, Massachusetts, United States of America

Staypineapple, A Delightful Hotel, South End , Boston, United States of America

3-star3 stars
26 Chandler St, Boston, MA, 02116, United States of America

Boutique hotel with restaurant, near Hancock Conference Center
  • Free WiFi
  • Collect nightsYou can collect™ Rewards nights here
From 162 reviews. TripAdvisor Traveller Rating.

TripAdvisor Traveller Rating

Delicious food
Great location
Bar is awesome
More comfort would be nice

Staypineapple, A Delightful Hotel, South End , Boston, United States of America

from NZ$319
  • South End Corner King
  • Back Bay King

What’s around Staypineapple, A Delightful Hotel, South End , Boston, United States of America


  • In South End
  • Hancock Conference Center - 7 min walk
  • Newbury Street - 8 min walk
  • Copley Square - 8 min walk
  • Copley Place - 10 min walk
  • Boston Public Library - 12 min walk
  • Boston Public Garden - 13 min walk
  • The Freedom Trail - 15 min walk

Getting around

  • Boston, MA (BOS-Logan Intl.) - 7 min drive
  • Norwood, MA (OWD-Norwood Memorial) - 29 min drive
  • Bedford, MA (BED-Laurence G. Hanscom Field) - 31 min drive
  • Beverly, MA (BVY-Beverly Municipal) - 33 min drive
  • Lawrence, MA (LWM-Lawrence Municipal) - 36 min drive
  • Boston-Back Bay Station - 7 min walk
  • Boston South Station - 21 min walk
  • Boston Ruggles Station - 25 min walk
  • Arlington Station - 8 min walk
  • Copley Station - 10 min walk
  • Boylston Station - 12 min walk

At a glance

Key facts

Hotel size

  • This hotel has 56 rooms
  • This hotel is arranged over 8 floors


  • Check-in time 4 PM-midnight
  • Check-out time is noon

Required at check-in

  • Credit card or cash deposit required

  • Government-issued photo ID required

  • Minimum check-in age is 18

Travelling with others


  • No cribs (infant beds)


  • Pets allowed (dogs only) *

  • Specific rooms only, restrictions apply *

  • 2 per room


  • Free WiFi in public areas

  • Free WiFi in rooms



  • Discounted offsite parking

Payment types at the property

Other information

  • Smoke-free property
* See small print for additional details or extra charges

In the hotel

Food and drink
  • Restaurant
  • Bar/lounge
  • Coffee/tea in a common area
  • 24-hour front desk
  • Concierge services
  • Tours/ticket assistance
  • Luggage storage
  • Multilingual staff
  • Number of buildings/towers - 1
  • Year Built - 1900
  • Elevator

In the room

Home comforts
  • In-room climate control (air conditioning)
  • Air conditioning
  • Coffee/tea maker
  • Bathrobes
  • Iron/ironing board (on request)
Sleep well
  • Hypo-allergenic bedding available
  • Down comforter
  • Premium bedding
  • Pillowtop mattress
Freshen up
  • Private bathroom
  • Shower only
  • Designer toiletries
  • Hair dryer
Be entertained
  • 50-inch flat-screen TV
  • Satellite TV channels
  • IPod docking station
Stay connected
  • Desk
  • Free WiFi
  • Free local calls
Food and drink
  • Free bottled water
  • Daily housekeeping

Special features


Trophy Room - This bistro specializes in American cuisine and serves brunch, dinner, and light fare. Guests can enjoy drinks at the bar.

Staypineapple, A Delightful Hotel, South End , Boston, United States of America’s small print

Also known as

  • Chandler Inn Hotel Boston
  • Chandler Boston
  • Staypineapple, A Delightful Hotel, South End Hotel
  • Staypineapple, A Delightful Hotel, South End Boston
  • Staypineapple, A Delightful Hotel, South End Hotel Boston


Pet-friendly rooms can be requested by contacting the property at the number on the booking confirmation.

Please note that cultural norms and guest policies may differ by country and by property. The policies listed are provided by the property.

Mandatory fees

You’ll be asked to pay the following charges at check in or check out:

  • Resort fee: USD 17.17 per accommodation, per night

Resort fee inclusions:

  • Sporting facilities or equipment
  • Internet access (may be limited)
  • In-room bottled water

Inclusions may be listed elsewhere on the page as free or for a surcharge.

Optional extras

Pets are allowed for an extra charge of USD 25.00 per pet, per night

We have included all charges provided to us by this property. However, charges can vary, for example, based on length of stay or the unit you book.

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Recent reviews

Very good 8.4 From 279 reviews

Very good 8.0
Cozy and Comfortable
Enjoyed this hotel. Service was great. Location was within walking distances to major transit areas and downtown. It is a small room, but was nice and cozy.
Josiah, us3 night romance trip
Very good 8.0
Pleasant stay
Pleasant stay in Staypineapple Boston, rooms were well equipped and there was room for storing clothes, suitcases and bags. The beds were very comfortable and rooms were clean. There is a small lobby where there is water available and coffee during the afternoon. Breakfast is not an option here but the bar attached to the hotel opens at 4and serves food. We didn’t eat here so can’t comment on the food but the bar can get quite busy at times. The hotel is about 5 - 10 minutes walk from Back Bay station and is down a side street. Overall a pleasant stay
Gillian, gb2 night family trip
Poor 2.0
Horrible check in experience
My husband and I have traveled all over the world and have never had such an unpleasant experience ever as the one we had here. After a 4 hour flight delay we arrive here 2am on the 20th to check in. The hotel worker told us there were no rooms available and we should of called. Our reservation was from 19th to 22nd so I told him why would I call if we had a 3 night reservation. Then he looks more into computer and is claiming that it said we had a declined card so he couldn't check us in if he wanted to. I log into my account and see a charge for 800 dollars and some change 800.37 I believe He is claiming it's not from them even though it clearly says Stay Pineapple Hotel. I called and an agent spoke to him and got nowhere. At this point the worker is being so rude that we do not want to stay there anyways and he still is saying we cant check in. So I am forced to find another hotel at this point. My husband asks for a statement saying we never stayed and instead the worker hands us a bill for 196$. He will not refund us and we never stayed here. Not because we decided not to but because he will not let us check in. This is the absolute worst experience I have ever had anywhere in the world checking into a hotel.
Shawna, us3 night romance trip
Good 6.0
Shower wouldn't drain...the ac was was damp that my laptop wouldn't start until I got back home and was able to let it sit in rice. Too bad, has potential and maybe I just got a bad room but I will not return
manuel, usBusiness trip
Exceptional 10.0
Great stay!
Overall a great stay for us with really good sleep in the super comfortable bed and pillows. We also loved the soft bath robes and the delicious scent of the body wash! Highly recommend!
Hieu, caRomance trip

Staypineapple, A Delightful Hotel, South End , Boston, United States of America

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