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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
Bar (on property)
Lobby sitting area
Reception

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

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

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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. 512 out of 872 reviews
Rating 8 - Good. 244 out of 872 reviews
Rating 6 - Okay. 65 out of 872 reviews
Rating 4 - Poor. 31 out of 872 reviews
Rating 2 - Terrible. 20 out of 872 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

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

10/10 Excellent

Verified traveler

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

Cute

Cute ! Courteous staff, quick check-in. Attached restaurant/bar was really nice. The bartender was an absolute pleasure. It's a short walk to Newbury Street (about 17 mins). To piggy back on every other post, the room was super small. No chair just a stool/ottoman thing. You have to sit on the bed or stand I guess. Overall nice perfect for a couple. DO NOT BRING KIDS, not enough space for them to "be". We would definitely stay again.
Stayed 2 nights in Jan 2025

10/10 Excellent

Elizabeth

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

10/10 Excellent

Devin

Stayed 1 night in Dec 2024

10/10 Excellent

Jenae, Coopersville

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Such an adorable property. Friendly staff and we even met Dakota the Bernese Mountain Dog puppy who was napping in the front. Seems like a very dog-friendly hotel and I love that you can adopt the plush doggo in the rooms!
Stayed 1 night in Jan 2025

10/10 Excellent

Shannon

Stayed 2 nights in Jan 2025

8/10 Good

Thomas

Stayed 1 night in Jan 2025

10/10 Excellent

Shana

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

One night only!

Great for the night. Uber easily accessed. Parking wasn’t too hard. Food and drinks were amazing. Room was nice and cost. Would go back!
Stayed 1 night in Jan 2025

10/10 Excellent

Maria

Liked: Staff & service, property conditions & facilities
Great experience!
Stayed 1 night in Jan 2025

10/10 Excellent

Leonardo

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The hotel is located in a very accessible area very close to the public garden and the Boston Common as well as many restaurants and places of interest. perfect location! It is a safe area to walk at anytime of the day. I enjoyed my stay very much!
Stayed 3 nights in Jan 2025

8/10 Good

Moussa

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Small room but was perfect for a 1 day visit to boston good location staff was nice i enjoyed it
Stayed 2 nights in Dec 2024

10/10 Excellent

Riya

Stayed 1 night in Jan 2025

10/10 Excellent

alin

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

10/10 Excellent

Jessica

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I absolutely loved staying here. Super clean, comfortable, pleasant. And affordable. Upon check in you receive complimentary drink at the bar, non alcoholic too. A complimentary water bottle that is stainless steel and holds water. Super cute. The entrance is so nice, and there was a puppy there to greet us!!! I wish i lived here. Ugh. Fantastic. Will definitely recommend and stay again. I think its my new favorite place to stay in Boston. Near all the restaurants and shops. Already went to Sweeney's to get food and prudential to get truffles!!! Yesssss.
Stayed 1 night in Jan 2025

10/10 Excellent

sarthi

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

10/10 Excellent

alin

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

10/10 Excellent

Darnell

Stayed 1 night in Jan 2025

10/10 Excellent

Michael

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

10/10 Excellent

Kian

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 4 nights in Jan 2025

4/10 Poor

Raymond

Disliked: Staff & service, amenities, property conditions & facilities
Small room and not worth the price. Not close to downtown and not much around the area. Worst thing is the charge a 29$ per night amenities fee when there's absolutely no amenities in the hotel. Staff wasn't very nice and helpful either.
Stayed 2 nights in Dec 2024