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All properties in Boston, Massachusetts, United States of America
1 room, 2 adults

Staypineapple, A Delightful Hotel, South End

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

City-center hotel within easy reach of Copley Square
  • Free WiFi
  • Collect stampsYou can collect™ Rewards stamps here
  • Close to nearby T station. Very comfortable bed. Lovely soft fluffy towels. Good shower.Nov 3, 2018
  • Not as nice as Pineapples in Chicago, Seattle or Portland, but stll very good. Small…Oct 19, 2020

Staypineapple, A Delightful Hotel, South End

from €112
  • South End Corner King
  • Back Bay King

What’s around Staypineapple, A Delightful Hotel, South End


  • In South End
  • Copley Square - 8 min walk
  • Copley Place - 10 min walk
  • The Freedom Trail - 15 min walk
  • Boston Common - 15 min walk
  • Boston Opera House - 15 min walk
  • Prudential Tower - 16 min walk
  • Hynes Convention Center - 18 min walk

Getting around

  • Logan Intl. Airport (BOS) - 7 min drive
  • Boston, MA (BNH-Boston Harbor Seaplane Base) - 15 min drive
  • Norwood, MA (OWD-Norwood Memorial) - 32 min drive
  • Bedford, MA (BED-Laurence G. Hanscom Field) - 32 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
  • Tufts Medical Center Station - 9 min walk
  • Copley Station - 10 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
Front desk staff will greet guests on arrival.

Required at check-in

  • Credit card, debit card, or cash deposit required for incidental charges

  • Government-issued photo ID may be 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
  • Coffee/tea in a common area
  • 24-hour front desk
  • Concierge services
  • Tours/ticket assistance
  • Dry cleaning/laundry service
  • Luggage storage
  • Multilingual staff
  • Number of buildings/towers - 1
  • Year Built - 1900
  • Elevator
  • Wheelchair-accessible path of travel
  • Wheelchair-accessible concierge desk
  • Wheelchair-accessible registration desk
Languages Spoken
  • Arabic
  • English
  • French
  • Spanish

In the room

Home comforts
  • In-room climate control (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

Staypineapple, A Delightful Hotel, South End ’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


State tax ID - C0014880350

For details on pet restrictions and to request pet-friendly rooms, contact the property at the number on the booking confirmation.

Guests can rest easy knowing there's a smoke detector on site.

This property advises that enhanced cleaning and guest safety measures are currently in place.

Disinfectant is used to clean the property.

Personal protective equipment, including masks, will be available to guests.

Social distancing measures are in place; staff at the property wear personal protective equipment; a shield is in place between staff and guests in main contact areas; guests are provided with hand sanitizer.

Contactless check-out is available.

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)

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.

FAQs for Staypineapple, A Delightful Hotel, South End

  • Does Staypineapple, A Delightful Hotel, South End offer free cancellation for a full refund?
    Yes, Staypineapple, A Delightful Hotel, South End does have fully refundable rooms available to book on our site, which can be cancelled up to a few days before check-in. Just make sure to check this property's cancellation policy for the exact terms and conditions.
  • What are the cleanliness and hygiene measures currently in place at Staypineapple, A Delightful Hotel, South End ?
    This property confirms that disinfectant is used to clean the property. Furthermore, guests are provided with hand sanitizer, social distancing measures are in place, and staff wear personal protective equipment. Please note that this information has been provided by our partners.
  • Are pets allowed at Staypineapple, A Delightful Hotel, South End ?
    Yes, dogs are welcome, with a limit of 2 per room. There's a charge of USD 25.00 per pet, per night.
  • What are the check-in and check-out times at Staypineapple, A Delightful Hotel, South End ?
    You can check in from 4 PM to midnight. Check-out time is noon. Contactless check-out is available.
  • Are there restaurants at or near Staypineapple, A Delightful Hotel, South End ?
    Yes. Nearby restaurants include Grill 23 & Bar (4-min walk), Barcelona Wine Bar (4-min walk), and The Friendly Toast (4-min walk).
  • Is there an onsite casino at Staypineapple, A Delightful Hotel, South End ?
    No, this hotel doesn't have a casino, but Encore Boston Harbor (6-min drive) is nearby.

Recent reviews

Very Good 8.4 From 403 reviews

Exceptional 10.0
Dog-friendliest hotel, warm staff, great location
I stayed here for a few weeks and I honestly haven’t felt more welcome at a hotel. They are also incredibly accommodating to pets (will bring dog bed, bowls, treats, baggies), making it my top choice when traveling with my pet. The location is stellar: Berkeley peek around the corner has great breakfast sandwiches, an amazing restaurant scene is two blocks away on Tremont St, and the shops on Newbury St are a short walk away. I love this business and their staff
Evanthia E, us2 night trip
Good 6.0
Lovely hotel if its 70 degrees or cooler
This hotel was recently remodeled with a beautiful room design. The rooms have incredibly comfirtable beds! A big plus. For a traveler that isnt going to do any work (theres no desk or table), and is just looking to sleep in their hotel, this is a good spot. Service is fantastic-the team is very attentive. My only gripe is the AC. If you like your room really cold, you wont get that on a really hot day. There is no central AC. That wouldnt have been an issue if it was cooler than 70 degrees. I will definaty stay here again but only between October and April to avoid hotter weather.
us1 night business trip
Poor 2.0
Construction underway
No pre warning of construction being in progress. It was a major inconvenience accessing the hotel room after 10PM and the noise was unbearable.
Daniel, us1 night trip
Exceptional 10.0
This hotel is always welcoming and comfortable. It’s an enjoyable hotel.
Matthew, us1 night family trip
Very Good 8.0
Small but very nice room, great standards. The only minus is being charged a “resort fee” (= free coffee and water). Ridiculous, it should not be allowed by Also inconvenient as it delays the check out process.
gb1 night business trip
Exceptional 10.0
Welcoming, friendly and accommodating desk staff. Got the room we have always requested on our previous stays at this hotel. Happy to see they have added a chair to the new furnishings. Great location!
Gladys, us2 night trip
Fair 4.0
OK for the right price...
Location was OK - drunk college kids shouting on the streets at Midnight on a weeknight. Room was tiny. Bathroom hot water was luke warm. A fine place to stay if you get the room for a really low price - but it has to be a bargain to justify the tiny room with no amenities. Room was clean - bed was fine and staff was friendly/
Eric, us1 night business trip
Exceptional 10.0
My stay was amazing I will definitely book again ‼️‼️
Andreya, us1 night trip
Exceptional 10.0
hidden gem in the city !!
Very central location, walking distance to many major attractions. The front desk staff were very friendly and welcoming. The rooms were very well appointed and the bed was soooooooooo comfortable !! loved the sheets and comforters and the bathrobe was divine !!
joseph, us1 night trip with friends
Very Good 8.0
Good Location
Nice and convenient location for walking around Boston.
Mark, ca4 night trip with friends

Staypineapple, A Delightful Hotel, South End

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