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Staypineapple, A Delightful Hotel, South End

3.0 star property

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your current months are December, 2024 and January, 2025.
December 2024
January 2025

Photo gallery for Staypineapple, A Delightful Hotel, South End

Front of property - evening/night
Exterior
Premium bedding, down comforters, pillowtop beds, desk
Lobby sitting area
Shower, designer toiletries, hair dryer, bathrobes

Reviews

8.8 out of 10

Excellent

Popular amenities

  • 24/7 front desk
  • Bar
  • Pet friendly
  • Air conditioning
  • Restaurant

Explore the area

Map
26 Chandler St, Boston, MA, 02116
  • Copley Place
    7 min walk
  • Trophy Room
    1 min walk
  • Back Bay Station
    6 min walk
  • Boston, MA (BNH-Boston Harbor Seaplane Base)
    17 min drive

Room options

View all photos for Back Bay King

Premium bedding, down comforters, pillowtop beds, desk

Back Bay King

  • Sleeps 2
  • 1 King Bed

View all photos for South End Corner King

Premium bedding, down comforters, pillowtop beds, desk

South End Corner King

  • Sleeps 2
  • 1 King Bed

Similar properties

Lobby sitting area

The Revolution Hotel

Pet friendly
Free WiFi
Restaurant
Air conditioning
4.4 out of 5, Excellent, (1850)
The price is $89
per night
$104 total
includes taxes & fees
Jan 6 - Jan 7
The Revolution Hotel

About this property

Staypineapple, A Delightful Hotel, South End

3-star hotel in South End
This smoke-free hotel features a restaurant, a bar/lounge, and coffee/tea in a common area. Additionally, free use of bicycles, concierge services, and a 24-hour front desk are onsite. Housekeeping is available on request.
Staypineapple, A Delightful Hotel, South End offers 56 accommodations with iPod docking stations and complimentary bottled water. 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). Additionally, rooms include coffee/tea makers and hair dryers. Hypo-allergenic bedding and irons/ironing boards can be requested. Housekeeping is provided on request.

Recreational amenities at the hotel include complimentary bicycles.
The hotel offers a restaurant. A bar/lounge is on site where guests can unwind with a drink. This business-friendly hotel also offers multilingual staff, tour/ticket assistance, and coffee/tea in a common area.

Staypineapple, A Delightful Hotel, South End is a smoke-free property.

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

Languages

English, French, Spanish

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

Guest services

  • Concierge services
  • Housekeeping (on request)
  • Multilingual staff
  • Proposal/romance packages
  • 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

More

  • 1 building
  • 8 floors
  • Built in 1900
  • Smoke-free property

Room amenities

Bedroom

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

Bathroom

  • Bathrobes
  • Designer toiletries
  • Hair dryer
  • Private bathroom
  • Shower
  • Towels provided

Entertainment

  • 50-inch flat-screen TV with cable/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

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
  • Sporting facilities or equipment

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
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

8.8

Excellent

Rating 10 - Excellent. 413 out of 740 reviews" "
Rating 8 - Good. 221 out of 740 reviews" "
Rating 6 - Okay. 60 out of 740 reviews" "
Rating 4 - Poor. 28 out of 740 reviews" "
Rating 2 - Terrible. 18 out of 740 reviews" "

9.2/10

Cleanliness

9.2/10

Staff & service

8.4/10

Amenities

8.8/10

Property conditions & facilities

9.0/10

Eco-friendliness

Reviews

8/10 Good

Hannah

Traveled with partner
Liked: Cleanliness, staff & service
Nice, walkable area in a quiet location. Easy to get to and from all the good neighborhoods. We walked all over the city and back multiple times. The bed, pillows and duvets were so comfortable. The room itself is small but thats okay with us. The bathroom is tiny so you can’t really get ready in there but the shower had good pressure and the water stays extra hot. It also is very much a one-person shower. The hotel is fine for people who are doing ALL of their drinking, snacking and dining off site. There is very little offered in the way of snacks/breakfast/coffee other than a Keurig and a vending machine on the main level. Just be aware of that if that’s one of the amenities you need at your hotel. Stay here if you are looking for an easy location and relaxed, helpful staff but look elsewhere if you want bonus space or amenities.
Stayed 4 nights in Sep 2024

10/10 Excellent

HARRIS

Stayed 2 nights in Aug 2024

10/10 Excellent

Rhonda

Stayed 1 night in Sep 2024

10/10 Excellent

Calista, Henderson

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Truly a delight to stay here! The staff was helpful without absolutely everything. The decor was fun and quirky and colorful. The room was clean and the bed was as comfy as the soft, yellow robes. We appreciated the amenities which included a Keurig coffee maker in our room and a reusable water bottle with a refilling station in the lobby. We’ll definitely stay here again if we return to Boston and hope to visit Staypineapple hotels in other cities.
Stayed 2 nights in Sep 2024

10/10 Excellent

Katia cardon

Liked: Cleanliness, staff & service, property conditions & facilities
The staff was awesome and helpful. The hotel is clean and nice.
Stayed 2 nights in Aug 2024

10/10 Excellent

Eleanor

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I can depend on Staypineapple to make certain that guests are comfortable and welcome.
Stayed 2 nights in Sep 2024

10/10 Excellent

Diana

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Fantastic Stay
Great service, the staff was very welcoming and helpful. We stayed there while getting our daughter moved into the dorms. Walkable, lots to do around the area, and quieter than where we usually stay in Back Bay.
Stayed 3 nights in Aug 2024

6/10 Okay

Juliana

Liked: Cleanliness
Ok but needs some more updates
The rooms are tiny but nicely decorated -my hairdryer was in rough shape. The building is in need of some updates. The elevators are old and dated. For the price, I was expecting more.
Stayed 2 nights in Aug 2024

4/10 Poor

Michael

Disliked: Cleanliness, staff & service, amenities, property conditions & facilities
We chose this hotel based on location. We wanted to be between the South End and Back Bay neighborhoods. The location is great but unfortunately the location is the only positive thing about this hotel. The front desk is a mess. Laptops strewn along the sides and often times left with no staff presence. The elevators were dirty and slow. The room was small (bed was comfortable) but the door knob on the bathroom was loose and the sink in the bathroom was also loose. The biggest concern is that we had a random stranger knock on our door, even though we had the “do not disturb” sign on our door. When we asked how he got up to the floor without being identified by the front desk he said he just walked up the stairs. When I went down to inquire as to how this could happen there was no staff at the front desk. I wouldn’t recommend this hotel and will not return and I would definitely encourage them to put better safety systems in place and I would caution any single travelers to inquire about safety prior to booking. All in all a disappointing stay.
Stayed 2 nights in Aug 2024

8/10 Good

Barry

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Stayed 1 night in Aug 2024

10/10 Excellent

trisha

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 1 night in Aug 2024

10/10 Excellent

Marilyn

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great area; easy to get to transit.
Stayed 4 nights in Aug 2024

8/10 Good

Ty

Liked: Cleanliness, staff & service, property conditions & facilities
wonderful hotel with great staff and a fantastic bar on the first floor. All guests get a free drink when they check in! The room itself was perfect for our weekend trip to Boston. The robes were soft and a must wear item during your stay.
Stayed 1 night in Jul 2024

8/10 Good

Robert

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Teeny tiny
The king room is small - similar to a cruise ship. No closet. Luggage storage under the bed. The bathroom was SMALL. If you take a hot shower keep the door closed or the smoke detector will go off. True story. Other than that, same as other Staypineapple locations. Nice bar with some food options off lobby.
Stayed 1 night in Aug 2024

10/10 Excellent

Cristian

Business traveler
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Amazing stay, will be back!
Stayed 2 nights in Jul 2024

10/10 Excellent

Agustina

Stayed 1 night in Jul 2024

10/10 Excellent

John, Decatur

Traveled with family
Liked: Cleanliness, amenities, property conditions & facilities
Great place
Stayed 4 nights in Jul 2024

8/10 Good

Verified traveler

Business traveler
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Nice hotel, but tiny rooms.
The hotel’s decoration is fun and the bed is comfortable. However, the rooms are very small and the bathroom is VERY tiny, it was impossible to wash my face without splashing water everywhere because the sink was so small. Housekeeping in the hotel is only offered every-other day, which I think should no longer be the case so far after the pandemic. The saving grace for the hotel is the wonderful staff; everyone I interacted with were friendly, welcoming, and helpful. The location of the hotel is also good.
Stayed 5 nights in Jul 2024

4/10 Poor

Fiona

Liked: Cleanliness
Stayed 3 nights in Jul 2024

10/10 Excellent

Nan

Traveled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Loved the pineapple theme. So clean and fresh. Courteous and fun staff.
Stayed 1 night in Jul 2024

8/10 Good

David

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Lovely Boutique hotel in heart of city
Lovely boutique type hotel - pleasant difference to the Hiltons of this world. Ideal position to walk around the city walk . Room on the small side (not untypical of Boston) with super comfortable bed. Boston is generally expensive for hotels and Staypineapple is no different especially when one adds taxes etc!!
Stayed 1 night in Jul 2024

6/10 Okay

Raj

Liked: Cleanliness
Stayed 3 nights in Jul 2024

8/10 Good

Erica

Liked: Cleanliness, staff & service
Stayed 4 nights in Jul 2024

10/10 Excellent

Jesse

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Jul 2024

10/10 Excellent

Anne

Liked: Cleanliness, staff & service, property conditions & facilities
Cute boutique hotel. Great service with nice touches, like complimentary waters & happy hour cocktail
Stayed 1 night in Jul 2024