See all properties

Staypineapple, A Delightful Hotel, South End

3.0 star property

Choose dates to view prices

Photo gallery for Staypineapple, A Delightful Hotel, South End

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

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 Square
    ‪9 min walk‬
  • Boston Common
    ‪13 min walk‬
  • Fenway Park
    ‪5 min drive‬
  • Boston, MA (BOS-Logan Intl.)
    ‪7 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

Deluxe Room, 2 Double Beds (Bath in Room) | Premium bedding, down comforters, pillowtop beds, in-room safe

The Revolution Hotel

  • Pet friendly
  • Free WiFi
  • Restaurant
  • Air conditioning
4.4 out of 5, Excellent, (1949)
The price is $237
per night
$276 total
includes taxes & fees
Mar 28 - Mar 29
The Revolution Hotel

About the neighborhood

Boston

A stay at Staypineapple, A Delightful Hotel, South End places you in the heart of Boston, within a 10-minute walk of Copley Square and Copley Place. .This boutique hotel is 0.7 mi (1.1 km) from Boston Common and 0.4 mi (0.7 km) from Newbury Street.

What's nearby

  • Copley Place - 7 min walk - 0.4 miles
  • Copley Square - 9 min walk - 0.5 miles
  • Boston Common - 13 min walk - 0.7 miles
  • Northeastern University - 18 min walk - 1.0 mile
  • Fenway Park - 5 min drive - 2.2 miles

Getting around

  • Back Bay Station - 6 min walk
  • Arlington Station - 8 min walk
  • Boston, MA (BNH-Boston Harbor Seaplane Base) - 17 min drive

Restaurants

  • ‪Club Cafe - ‬3 min walk
  • ‪Grill 23 & Bar - ‬4 min walk
  • ‪Billy's Sub Shop - ‬1 min walk
  • ‪Greystone Cafe - ‬5 min walk
  • ‪Flour Bakery + Cafe - ‬5 min walk

About this property

Staypineapple, A Delightful Hotel, South End

Hotel with a 24-hour front desk, a short walk to Copley Square
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.
Make yourself at home in one of the 56 guestrooms featuring iPod docking stations and 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.
This smoke-free hotel features complimentary bicycles on site.
Enjoy a satisfying meal at Trophy Room serving guests of Staypineapple, A Delightful Hotel, South End. Wrap up your day with a 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.

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 at the property

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
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

8.8

Excellent

Rating 10 - Excellent. 476 out of 819 reviews
Rating 8 - Good. 231 out of 819 reviews
Rating 6 - Okay. 63 out of 819 reviews
Rating 4 - Poor. 30 out of 819 reviews
Rating 2 - Terrible. 19 out of 819 reviews

9.4/10

Cleanliness

9.2/10

Staff & service

8.4/10

Amenities

8.8/10

Property conditions & facilities

9.2/10

Eco-friendliness

Reviews

10/10 Excellent

Travis

Stayed 1 night in Nov 2024

10/10 Excellent

Regina

Liked: Cleanliness, staff & service, property conditions & facilities
I loved the concept
Stayed 2 nights in Dec 2024

10/10 Excellent

Michael

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Go pineapple
Very clean very well done with excellent special attributes. We Watching will use them again when I have to go to Boston.
Stayed 1 night in Dec 2024

10/10 Excellent

Erica

Liked: Property conditions & facilities
Stayed 2 nights in Nov 2024

8/10 Good

Grant

Stayed 2 nights in Nov 2024

2/10 Terrible

Miles

Stayed 1 night in Oct 2024

10/10 Excellent

Erin

Liked: Cleanliness
Stayed 2 nights in Oct 2024

8/10 Good

Adalberto

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Liked the hotel room although a little cramped. Pineapple everything theme was fun.
Stayed 1 night in Oct 2024

10/10 Excellent

Paul

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Wonderful hotel with lots of character, located in a perfect area to walk everywhere. Can’t recommend it enough
Stayed 3 nights in Oct 2024

6/10 Okay

Lawrence

Traveled with partner
1. Staff very friendly 2. Rooms Clean 3. Great casting system from mobile devices to the Smart TV. Dislikes: 1. Rooms incredibly small. 2. No closets or dressers. 3. No chairs. Bed was the only furniture. 4. Lot of street noise through the windows. 5. Height of toilet incredibly low, and the noise of the tank filling incredibly loud. 6. Sink cracked. 7. No place for toiletries. It seemed overpriced relative to the room and the amenities. One and done.
Stayed 3 nights in Nov 2024

10/10 Excellent

George

Liked: Cleanliness, property conditions & facilities
Stayed 5 nights in Oct 2024

10/10 Excellent

Daniel

Stayed 1 night in Oct 2024

10/10 Excellent

Renee

Traveled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
So much comfort
The most comfortable beds i have ever slept in.
Stayed 1 night in Oct 2024

8/10 Good

Olivia

Stayed 1 night in Oct 2024

8/10 Good

Angelo

Business traveler
Liked: Cleanliness, staff & service, property conditions & facilities
Nice people. Nice hotel with a retro taste.
Stayed 1 night in Oct 2024

10/10 Excellent

Katherine

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

8/10 Good

Lisa

Liked: Cleanliness, staff & service, property conditions & facilities
The StayPineapple is a great stay in a great location. The hotel itself is clean and updated, the staff is efficient and friendly. I would stay here again.
Stayed 2 nights in Oct 2024

8/10 Good

PC, Leesburg

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

10/10 Excellent

Tracey

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We had a great time staying here! Everyone so friendly and the place was very clean!
Stayed 1 night in Oct 2024

8/10 Good

Alaric, coalinga

Traveled with partner
Liked: Cleanliness, staff & service
Great location. Rooms were nothing special and a little small. You can tell it’s an older property. Excellent service.
Stayed 4 nights in Sep 2024

10/10 Excellent

Jennifer

Traveled with group
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Easy to walk to places. Nice room and bed was comfortable. I would stay here again.
Stayed 3 nights in Sep 2024

8/10 Good

Jacalyn

Stayed 1 night in Sep 2024

8/10 Good

Stephanie

Liked: Cleanliness, staff & service, property conditions & facilities
It is a cute themed boutique hotel. No small refrigerator, no hairdryer
Stayed 1 night in Sep 2024

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