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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

Interior
Premium bedding, down comforters, pillowtop beds, desk
Bar (on property)
Lobby sitting area
Reception

Reviews

8.8 out of 10

Excellent

Popular amenities

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

Explore the area

Map
26 Chandler St, Boston, MA, 02116
  • Copley Place
    7 min walk
  • Newbury Street
    8 min walk
  • Copley Square
    9 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, (1846)
The price is $149
per night
$174 total
includes taxes & fees
Dec 7 - Dec 8
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. 406 out of 730 reviews" "
Rating 8 - Good. 219 out of 730 reviews" "
Rating 6 - Okay. 59 out of 730 reviews" "
Rating 4 - Poor. 28 out of 730 reviews" "
Rating 2 - Terrible. 18 out of 730 reviews" "

9.2/10

Cleanliness

9.2/10

Staff & service

8.4/10

Amenities

8.6/10

Property conditions & facilities

9.0/10

Eco-friendliness

Reviews

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

10/10 Excellent

Mitcheline

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

10/10 Excellent

Ronny

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Loved everything about this place. They go overboard to make you feel comfortable.
Stayed 2 nights in Jun 2024

10/10 Excellent

Junko

Stayed 5 nights in Jun 2024

10/10 Excellent

Verified traveler

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

10/10 Excellent

Melody

Stayed 2 nights in Jun 2024

10/10 Excellent

Natalie

Stayed 6 nights in Mar 2024

10/10 Excellent

Richard

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Stayed here for 2 nights. Very nice hotel and really convenient to walk from the hotel and see the city of Boston! Very close to everything and close to the Amtrak South Station. Would stay here again
Stayed 2 nights in Jun 2024

10/10 Excellent

DAVID

Liked: Cleanliness, staff & service, room comfort
Stayed 3 nights in Jun 2024

10/10 Excellent

James

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Safe, Friendly, clean & welcoming
Overall our atay was wonderful. Friendly staff, clean safe environment. Definitely a place for couples or singles, although I would not suggest it for a family with children. I also got the impression this is a location that is very welcoming to the LGBTQ community.
Stayed 1 night in Jun 2024

10/10 Excellent

Elise

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

10/10 Excellent

Heather

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 4 nights in Jun 2024

10/10 Excellent

Catherine

Traveled with family
Liked: Cleanliness, staff & service, property conditions & facilities
Fun, funky little hotel with nice amenities and a great location.
Stayed 2 nights in Jun 2024

6/10 Okay

Michele

Liked: Cleanliness, property conditions & facilities
Small room and hidden fees
Very small room. No closet just drawers under the bed and hooks on the wall. No on site parking. Either have to find something in the street or walk to a parking garage about 7 minutes away. Approximately $30 a day. Staff not at all helpful with directions. We got lost on the way back to the hotel. $20 a day amenity fee for which you get coffee, tea pods for Keurig, a water bottle you can fill in the lobby, (if more than 1 in the room I guess you share) and 2 “complimentary” drink coupons. Location not really near anything. Bar was great. Friendly bartender.
Stayed 1 night in Jun 2024