Important: This destination may have COVID-19 travel restrictions in place, including specific restrictions for lodging. Check any national, local, and health advisories for this destination before you book.

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

Staypineapple, A Delightful Hotel, South End , Boston

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

Boutique hotel with restaurant, near Newbury Street
  • Free WiFi
  • Collect stampsYou can collect™ Rewards stamps here
Due to COVID-19 travel restrictions, this property can only accept bookings for essential travel or stays. You may be asked to provide evidence of this on arrival.
  • The little "snack" table was a plus, after a day out to have some fresh water, and a…Feb. 27, 2020
  • Nice and convenient location for walking around Boston.Oct. 31, 2019

Staypineapple, A Delightful Hotel, South End , Boston

from $145 CAD
  • South End Corner King
  • Back Bay King

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


  • In South End
  • Newbury Street - 8 min walk
  • 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
  • Hynes Convention Center - 18 min walk

Getting around

  • Boston, MA (BOS-Logan Intl.) - 7 min drive
  • Boston, MA (BNH-Boston Harbor Seaplane Base) - 15 min drive
  • Norwood, MA (OWD-Norwood Memorial) - 33 min drive
  • Bedford, MA (BED-Laurence G. Hanscom Field) - 33 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. Due to COVID-19 travel restrictions, this property can only accept bookings for essential travel or stays. You may be asked to provide evidence of this 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
  • Restaurant
  • Bar/lounge
  • 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

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’s small print

Also known as

  • Staypineapple Delightful Hotel South End
  • Staypineapple Delightful Hotel
  • Staypineapple Delightful South End
  • Staypineapple Delightful
  • Chandler Hotel Boston


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 safety measures are currently in place.

Disinfectant is used to clean the property, and guests are provided with hand sanitizer.

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

For traveler safety, the following measures are in place: social distancing measures are in place; contactless check-in and check-out are available; staff at the property wear personal protective equipment; an acrylic shield is in place between staff and guests in main contact areas.

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)

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.

FAQs for Staypineapple, A Delightful Hotel, South End , Boston

  • 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.
  • Are there restaurants at or near Staypineapple, A Delightful Hotel, South End ?
    Yes, there's an onsite restaurant that serves American cuisine. Nearby restaurants include Wink & Nod (2-min walk), DeLux (2-min walk), and Masa (3-min walk).

Recent reviews

Very Good 8.4 From 392 reviews

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, ca3 night romance trip
Very Good 8.0
Great hotel. Only complaint is the mandatory resort fee. Should be optional.
MARC, ca3 night romance trip
Very Good 8.0
Little hotel,close to everything!
Lovely area close to everything....10-15 min walk Room was small ,with the most comfortable bed ever! Hallways was in need of some serious cleaning.
marianne, ca7 night romance trip
Fair 4.0
Okay if you want something well located
While this place is clean and very very well located, we were not so happy with noise levels (we are not light sleepers but still had a tough time) and comfort. The rooms were tiny and the washroom was uncomfortably so. Also it’s an older building so there are the expected things that go with that (ac/air not the greatest but it was very hot that weekend)
ca2 night romance trip
Very Good 8.0
Good location, good price, good service
Great service, nice hotel, and in a great location. Within walking distance or subway to most things in Boston area. Overall, a great place to stay.
ca4 night romance 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

Staypineapple, A Delightful Hotel, South End , Boston

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