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Staypineapple, A Delightful Hotel, South End

Property class: 3
VIP Access

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

Reviews

9.0 out of 10
Wonderful

Popular amenities

  • Air conditioning
  • Bar
  • 24/7 front desk

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
VIP Access
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  • Expect exceptional service
  • Extra savings and perks for Rewards members
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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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About the neighborhood

Boston

Located in South End, Staypineapple, A Delightful Hotel, South End is within a 10-minute walk of popular sights such as Copley Square and Boston Common. The 56 rooms at this 3-star hotel include coffee makers, flat-screen TVs, and pillowtop beds.

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

At Staypineapple, A Delightful Hotel, South End, guests have access to coffee in a common area, free use of bicycles, and a water dispenser. The 24-hour front desk has multilingual staff ready to assist with concierge services and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. This boutique hotel also has a fireplace in the lobby.
Guests can expect to find 50-inch flat-screen TVs with satellite channels. Pillowtop beds sport premium bedding and down comforters, and bathrooms offer hair dryers and designer toiletries. Coffee makers, free local calls, and desks are other standard amenities. Housekeeping is available on request.
Recreational amenities at the hotel include complimentary bicycles.

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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

  • This property welcomes pets for USD 29.95 per pet, per night
  • Dogs only
  • 2 total pets
  • Food and water bowls are available
  • Certain rooms only, restrictions apply
  • Guests can request a pet-friendly room by contacting the property at the number on the booking confirmation
  • Service animals exempt from fees

Property payment types

Important information

Fees

You'll be asked to pay these charges at the property:

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

These are all of the charges provided to us by the property.

Optional extras

These fees and deposits will be charged at check-in, check-out, or the time of service.

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

This list may not be comprehensive. Fees and deposits might 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
  • Check-in: 4 PM
  • Check-out: noon
  • Minimum check-in age: 18
The front desk is open 24 hours a day.

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • No parking is available onsite.
  • Tax ID number is C0014880350.
  • This property accepts credit cards. Cash is not accepted. 
  • Onsite safety features include a smoke detector.
  • Cashless payment methods are available for all transactions.

Additional information about polices, regulations, and more:

  • No cribs or infant beds are available.
  • No rollaway or extra beds are available.
  • 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

Frequently asked questions

Is free cancellation available at Staypineapple, A Delightful Hotel, South End?

Staypineapple, A Delightful Hotel, South End offers free cancellation on certain room rates. For specific requirements, review the cancellation policy on our site.

How much does it cost to stay at Staypineapple, A Delightful Hotel, South End?

As of Sep 6, 2026, prices found for a 1-night stay for 2 adults at Staypineapple, A Delightful Hotel, South End on Sep 7, 2026 start from $239, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

What's there to do close to Staypineapple, A Delightful Hotel, South End?

This hotel is situated in South End within a 10-minute walk of Copley Square, Boston Common, and Copley Place. You'll also find Newbury Street and The Freedom Trail less than a mile away.

Is parking available on site at Staypineapple, A Delightful Hotel, South End?

No, there isn't parking at this hotel.

Does Staypineapple, A Delightful Hotel, South End have a casino on the premises?

No, Staypineapple, A Delightful Hotel, South End doesn't have a casino.

Will I find an indoor pool at Staypineapple, A Delightful Hotel, South End?

No, there is no indoor pool at this hotel.

Is Staypineapple, A Delightful Hotel, South End a good place to stay for couples?

Amenities that appeal to couples at this boutique hotel include a down comforter, streaming services, and bathrobes.

Does Staypineapple, A Delightful Hotel, South End have a hot tub?

No, there isn't a spa tub at this hotel.

Does Staypineapple, A Delightful Hotel, South End feature a restaurant that includes a breakfast menu?

Yes, Staypineapple, A Delightful Hotel, South End serves brunch for a surcharge at Trophy Room.

Will Staypineapple, A Delightful Hotel, South End allow pets to stay for free?

Although they can't stay for free, dogs are welcome at Staypineapple, A Delightful Hotel, South End for a fee of USD 29.95 per pet, per night. The property also provides food and water bowls.

Does Staypineapple, A Delightful Hotel, South End have connecting rooms available?

No, this hotel doesn't feature connecting guestrooms.

How far is the airport from Staypineapple, A Delightful Hotel, South End?

The closest major airport to Staypineapple, A Delightful Hotel, South End is Boston, MA (BNH-Boston Harbor Seaplane Base), which is 4.8 mi away (16 minutes by car). Another top airport is Logan International Airport (BOS), which is located 4.8 mi away (14-minute drive).

Are there rooms with balconies that I can book at Staypineapple, A Delightful Hotel, South End?

No, there aren't any guestrooms with balconies at Staypineapple, A Delightful Hotel, South End.

Staypineapple, A Delightful Hotel, South End Reviews

Reviews

9.0

Wonderful

Rating 10 - Excellent. 664 out of 1010 reviews
Rating 8 - Good. 219 out of 1010 reviews
Rating 6 - Okay. 71 out of 1010 reviews
Rating 4 - Poor. 31 out of 1010 reviews
Rating 2 - Terrible. 25 out of 1010 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

Alison

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I love this hotel chain and have stayed woth them a few times. Cozy.
Stayed 3 nights in Jul 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

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

Althea

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

8/10 Good

Tomiko

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The hotel staff was friendly and professional. The hotel is located near the Back Bay train station, restaurants, and convenience stores. The room I stayed in is laid out in an efficient manner and styled in a friendly manner. The amenities in the room were perfect.
Stayed 2 nights in Apr 2026