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Staypineapple, A Delightful Hotel, South End

Property class: 3

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Photo gallery for Staypineapple, A Delightful Hotel, South End

A brick building with a green door and a covered outdoor seating area.
A lobby with a checkered floor, a green fireplace, and modern seating.
A lobby with a checkered marble floor, a reception desk, and two bicycles.
A restaurant with a checkered floor, green upholstered seating, and a bar area.
A restaurant interior with a bar area, green chairs, a patterned floor, and large windows.

Reviews

9.0 out of 10
Wonderful

Popular amenities

  • Air conditioning
  • Bar
  • 24/7 front desk
The current price is $259
$222 nightly
$259 total
Total with taxes and fees
Sep 13 - Sep 14

Explore the area

View in a map
26 Chandler St, Boston, MA, 02116
  • Place, Copley Square
    ‪6 min walk‬
  • Place, Copley Place
    ‪8 min walk‬
  • Place, Boston Common
    ‪10 min walk‬
  • Airport, Boston, MA (BOS-Logan Intl.)
    ‪6 min drive‬

Room options

View all photos for South End Corner King

A neatly arranged hotel room with a bed, a television, a small table, and a yellow suitcase.

South End Corner King

8.8 out of 10
Excellent
(9 reviews)
  • 190 sq ft
  • Sleeps 2
  • 1 King Bed

View all photos for Back Bay King

A hotel room with a bed, a nightstand, a lamp, a suitcase, and a window with a view.

Back Bay King

9.2 out of 10
Wonderful
(52 reviews)
  • 190 sq ft
  • Sleeps 2
  • 1 King Bed

DOUBLE BAY VIEW KING BED

  • Sleeps 4

DOUBLE CITY VIEW KING BED

  • Sleeps 4

DOUBLE DELUXE KING BED

  • Sleeps 4

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4.0 out of 5, Very Good, 1,026 reviews
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The price is $231
Sep 13 - Sep 14
Total with taxes and fees
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About the neighborhood

Boston

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.

What's nearby

  • Copley Square - 6 min walk - 0.4 miles
  • Newbury Street - 8 min walk - 0.5 miles
  • Copley Place - 8 min walk - 0.5 miles
  • Boston Common - 10 min walk - 0.5 miles
  • Boston Marathon Finish Line - 10 min walk - 0.6 miles

Getting around

  • Back Bay Station - 5 min walk
  • Arlington Station - 8 min walk
  • Boston, MA (BNH-Boston Harbor Seaplane Base) - 16 min drive

Restaurants

  • ‪The Friendly Toast - ‬4 min walk
  • ‪Grill 23 & Bar - ‬4 min walk
  • ‪Club Café - ‬3 min walk
  • ‪Flour Bakery + Cafe - ‬5 min walk
  • ‪The Banks Seafood and Steak - ‬6 min walk

About this property

Staypineapple, A Delightful Hotel, South End

Staypineapple, A Delightful Hotel, South End offers 56 accommodations with complimentary bottled water and coffee/tea makers. Pillowtop beds feature down comforters and premium bedding. 50-inch flat-screen televisions come with satellite channels.

Bathrooms include showers, bathrobes, designer toiletries, and complimentary toiletries. Business-friendly amenities include desks and phones; free local calls are provided (restrictions may apply). Hypo-allergenic bedding and irons/ironing boards can be requested. Housekeeping is provided on request.

Recreational amenities at the hotel include complimentary bicycles.
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.
Make use of convenient amenities, which include concierge services and a fireplace in the lobby.
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.
Featured amenities include a 24-hour front desk, multilingual staff, and luggage storage.
Trophy Room - This restaurant specializes in American cuisine and serves brunch and dinner. Guests can enjoy drinks at the bar. Open select days.

Property amenities

Internet

  • Available in all rooms: Free internet

Parking and transportation

  • No onsite parking available

Food and drink

  • A bar/lounge
  • A restaurant
  • Coffee and tea in common areas

Restaurants on site

  • Trophy Room

Things to do

  • Free bicycle rentals

Conveniences

  • 24-hour front desk
  • Luggage storage
  • Water dispenser

Guest services

  • Concierge services
  • Housekeeping (on request)
  • Multilingual staff
  • Tour and ticket assistance

Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Elevator
  • Wheelchair accessible (may have limitations)
  • Wheelchair-accessible concierge desk
  • Wheelchair-accessible path of travel
  • Wheelchair-accessible registration desk
  • Wheelchair-accessible restaurant

More

  • 1 building
  • 8 floors
  • Built in 1900
  • Fireplace in lobby
  • No plastic water bottles
  • Smoking not allowed
  • Water dispenser usage encouraged

Room amenities

Bedroom

  • Down comforter
  • Hypo-allergenic bedding
  • Pillowtop mattress
  • Premium bedding

Bathroom

  • Bathrobes
  • Designer toiletries
  • Hair dryer
  • Private bathroom
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Entertainment

  • 50-inch flat-screen TV with satellite channels
  • iPod dock
  • Streaming services

Food and drink

  • Coffee/tea maker
  • Free bottled water

More

  • Air conditioning (climate-controlled)
  • Desk
  • Free local calls
  • Heating (climate-controlled)
  • Iron/ironing board on request
  • Laptop workspace
  • Phone

Policies

Check-in

Check-in start time: 4 PM; Check-in end time: midnight
Minimum check-in age: 18

Check-out

Check-out before noon
Contactless check-out available

Special check-in instructions

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

Access methods

Staffed front desk

Pets

Pets allowed for an extra charge of USD 29.95 per pet, per night
Service animals are welcome, and are exempt from fees
Welcoming dogs only
2 total pets
Specific rooms only, restrictions apply; pet-friendly rooms can be requested by contacting the property at the number on the booking confirmation
Food and water bowls are available

Children and extra beds

Children are welcome
Rollaway/extra beds are not available
Cribs (infant beds) are not available

Property payment types

Important information

Fees

You'll be asked to pay the following charges at the property. Fees may include applicable taxes:

  • Resort fee: USD 29.06 per accommodation, per night
The resort fee includes:
  • Additional inclusions
  • In-room bottled water
  • In-room coffee
  • Internet access

We have included all charges provided to us by the property.

Optional extras

  • Pet fee: USD 29.95 per pet, per night
  • Service animals are exempt from fees

The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change.

You need to know

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

We should mention

This property welcomes guests of all sexual orientations and gender identities (LGBTQ+ friendly)

Property is also known as

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

Staypineapple, A Delightful Hotel, South End Reviews

Reviews

9.0

Wonderful

Rating 10 - Excellent. 665 out of 1011 reviews
Rating 8 - Good. 219 out of 1011 reviews
Rating 6 - Okay. 71 out of 1011 reviews
Rating 4 - Poor. 31 out of 1011 reviews
Rating 2 - Terrible. 25 out of 1011 reviews

9.4/10

Cleanliness

9.4/10

Staff & service

8.6/10

Amenities

8.8/10

Property conditions & facilities

Reviews

Verified review

10/10 Excellent

Janine

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great hotel, clean, modern and close by to everything.
Stayed 3 nights in May 2026
Verified review

10/10 Excellent

Michael

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great place to stay in Boston. Convenient location, comfortable rooms.
Stayed 3 nights in Apr 2026
Verified review

10/10 Excellent

Eric

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great boutique hotel in a great location. You can walk to most tourist attractions.
Stayed 3 nights in Jun 2026
Verified review

10/10 Excellent

julie

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
A great boutique hotel. Easy access to everything.
Stayed 1 night in Jun 2026
Verified review

10/10 Excellent

Diego

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great place to stay in Boston. Closed to the subway!
Stayed 8 nights in May 2026
Verified review

10/10 Excellent

Diana

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great location, close to lots of restaurants and shopping. Bar and restaurant were good and convenient.
Stayed 1 night in May 2026
Verified review

10/10 Excellent

Shannon

Liked: Cleanliness, staff & service, property conditions & facilities
Great location, very clean and staff were awesome
Stayed 6 nights in Apr 2026
Verified review

10/10 Excellent

Karina

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Good location, great staff, clean rooms
Stayed 2 nights in Apr 2026
Verified review

8/10 Good

Robert

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Conveniently located in walking distance to Amtrak and metro stations, the theatre district, and the start of the Freedom Trail, lovely cafes and restaurants as well.
Stayed 2 nights in Apr 2026
Verified review

10/10 Excellent

Johannah

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Lovely friendly great bar so many PINEAPPLES :)
Stayed 1 night in Mar 2026
Verified review

10/10 Excellent

John

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The rooms were clean and functional Location was convenient, about 6 minute walk to Backbay subway station, fifth stop is State st tourist area Recommend Berkleyperks cafe for breakfast
Stayed 2 nights in May 2026
Verified review

10/10 Excellent

Althea

Great shopping and restaurant nearby
Stayed 1 night in Mar 2026
Verified review

10/10 Excellent

Ron

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Rooms were very clean - well laid out but tight for more than one traveller - was a business trip so no issues for myself. Well situated centrally, bar was also lively - Pineapple motif and bright yellow accents were cute and whimsical - enjoyable stay and good choice.
Stayed 2 nights in May 2026
Verified review

10/10 Excellent

Rajarshi

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Clean room and good amenities includd with room.
Stayed 1 night in May 2026
Verified review

10/10 Excellent

Michael

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
nice hotel near back bay station
Stayed 1 night in Mar 2026
Verified review

10/10 Excellent

Tatania

Liked: Cleanliness, staff & service, property conditions & facilities
Close to public transit and several walkable restaurants
Stayed 3 nights in Apr 2026
Verified review

10/10 Excellent

John

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
In the center of Back Bay. Everything was within walking distance. Bar had all the concoctions and food. Friendly staff. Would stay there again.
Stayed 2 nights in May 2026
Verified review

10/10 Excellent

Fernando

Wonderful stay
Stayed 1 night in Jan 2026
Verified review

10/10 Excellent

Daniel

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Lovely rooms, charming space, convenient to attractions.
Stayed 2 nights in Feb 2026
Verified review

10/10 Excellent

Yanira

Liked: Cleanliness, staff & service
Disliked: Amenities
Beautiful rooms
Stayed 1 night in Apr 2026
Verified review

10/10 Excellent

Manuel

Liked: Cleanliness, staff & service, property conditions & facilities
clean and comfortable
Stayed 7 nights in Apr 2026
Verified review

10/10 Excellent

Laura

Liked: Cleanliness
Accommodations and staff were above what I expected. Will absolutely be back.
Stayed 1 night in Apr 2026
Verified review

10/10 Excellent

Charles

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Hotel is clean. Staff is friendly and it has a restaurant/bar. Building is old and room was small, but everything has been updated. Overall good experience.
Stayed 3 nights in May 2026
Verified review

8/10 Good

Mark S

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Xx
Stayed 2 nights in May 2026
Verified review

10/10 Excellent

Yukia

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great place to stay if you travel with dogs! The staff, especially Mitchell, was very friendly and professional, and everyone was willing to help. The room was clean and the housekeeping was well done. Wi-fi was not very reliable except for the lobby/bar area, which was very disappointing but I’m sure they can easily improve. All in all, we would definitely go back to this hotel!
Stayed 5 nights in May 2026