Staypineapple, A Delightful Hotel, South End

3.0 star property

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Photo gallery for Staypineapple, A Delightful Hotel, South End

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

Reviews

8.8 out of 10
Excellent

Popular amenities

  • Bar
  • 24/7 front desk
  • Air conditioning

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

Back Bay King

  • Sleeps 2
  • 1 King Bed

South End Corner King

  • Sleeps 2
  • 1 King Bed

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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 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. 529 out of 899 reviews
Rating 8 - Good. 249 out of 899 reviews
Rating 6 - Okay. 70 out of 899 reviews
Rating 4 - Poor. 31 out of 899 reviews
Rating 2 - Terrible. 20 out of 899 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

6/10 Okay

Keosha

Traveled with family and small children, Traveled with family
Liked: Cleanliness, property conditions & facilities
Okay this hotel was a good stay for someone who plans on going out for most of their stay & just needs a warm place to shower and sleep. Very modern looking everywhere which I absolutely loved. I didn’t really get to experience the staff to speak on them but during check-in/out, they were pleasant and straight to the point. My issue is, There is no parking, no microwave or refrigerator which made it difficult for us to eat any of our food. I’m guessing they’d prefer their guest to eat at their bar. During check-in We were offered coffee and cookies at the bar which equated to 2 complimentary drinks disc that they hand out, you could choose either from the bar or non alcoholic drinks from the cooler they’ve got by the desk. Decent choices but overall I would’ve preferred the microwave and refrigerator. Simply because I was there for my daughter’s birthday and all the stuff that needed to be refrigerated had to go in the trash including her birthday cake. All the stuff we ordered we couldn’t eat because it was cold so overall we wasted more money than anything staying here. However the beds were cozy, the blankets were a little “worn” they didn’t look very hotelyyy. More like an old blanket from home. I would stay there again for a day but not more than that. This hotel gets a 7/10 from me!
Stayed 2 nights in Jan 2025

10/10 Excellent

Verified traveler

Traveled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Clean and convenient

Clean room, convenient location, friendly staff
Stayed 2 nights in Feb 2025

10/10 Excellent

David

Stayed 1 night in Feb 2025

10/10 Excellent

Jason

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Jan 2025

10/10 Excellent

Ken

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 2 nights in Jan 2025

10/10 Excellent

John

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Feb 2025

10/10 Excellent

MADHU

Business traveler
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Feb 2025

10/10 Excellent

Michael

Stayed 2 nights in Feb 2025

10/10 Excellent

Siu Hong

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Stayed 1 night in Feb 2025

10/10 Excellent

James

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The staff were so friendly and this is the CUTEST little room! Delightful and convenient.
Stayed 1 night in Feb 2025

8/10 Good

Gretchen

Traveled with group
Liked: Cleanliness, staff & service, amenities
The theme was very cute and the room was cozy. Staff was friendly and hospitable. The bathroom however was way too small for any sized human being. There is no accessible parking apart of or near the hotel which is a huge inconvenience in the middle of Boston.
Stayed 1 night in Feb 2025

10/10 Excellent

Christie

Traveled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Loved the hotel! Very convenient in a great and walkable area. Good amenities, clean, very nice design, great staff and bar & dining options. Highly recommend.
Stayed 4 nights in Feb 2025

10/10 Excellent

Alexander

Stayed 1 night in Feb 2025

8/10 Good

Cristian

Business traveler
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This was my second time staying at the Stay Pineapple in Boston. It's a fine hotel, but it might not be for a light sleeper like myself. The restaurant downstairs is convenient, and the area around the hotel is the best in Boston. If you can get a good deal, this is a great place to stay if you're looking to be near the south end. If things like road noise (or the CPAP machine in the room next door) are going to keep you up, there are probably better options.
Stayed 2 nights in Jan 2025

10/10 Excellent

Beka

Liked: Cleanliness, staff & service
Stayed 2 nights in Feb 2025

10/10 Excellent

Thomas

Decent.
Stayed 1 night in Jan 2025

10/10 Excellent

Erick, Rego Park

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Beautiful decor, excellent Location. good customer Service. I will Definitely stay here again. Very Cutesy Boutique Hotel. highly recommend
Stayed 2 nights in Jan 2025

10/10 Excellent

akia

Stayed 1 night in Jan 2025

10/10 Excellent

Jason

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Jan 2025

10/10 Excellent

Priscilla

Business traveler
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Love love such a cute hotel
Stayed 1 night in Jan 2025

10/10 Excellent

David

Stayed 1 night in Jan 2025

10/10 Excellent

Matthew

Stayed 1 night in Jan 2025

10/10 Excellent

Lindsey

Liked: Cleanliness, property conditions & facilities
Stayed 1 night in Jan 2025

6/10 Okay

Ipek

Liked: Cleanliness, staff & service
Disliked: Room comfort

Some Good, Some Bad

StayPineapple has a "cute-hip" motif that is nice. Bright colors throughout; bar and grill on the first floor. Big problem: I was there on a very cold winter day, and the window was leaking cold air so badly that I had to stuff it with the extra pillows and the extra duvet. Upon letting the guest service supervisor know (not to do something about it right away, but to fix for future guests), he shrugged and said "well, it is a 100-year-old building." There are plenty of 100 year old buildings that don't have freezing air coming in. Also: a Wake-up call I requested for my final morning never came. The alarm on my phone worked, but this request was a backup. Not good. The person who checked me in was very friendly and helpful. This hotel should also be more transparent about the $25/day "amenity service" it charges. I found out about it upon check-in.
Stayed 2 nights in Jan 2025

10/10 Excellent

Nathalie

Traveled with partner
perfect stay, perfect welcome
Stayed 1 night in Jan 2025