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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
    ‪8 min walk‬
  • Boston Common
    ‪13 min walk‬
  • Fenway Park
    ‪2 min drive‬
  • Boston, MA (BOS-Logan Intl.)
    ‪5 min drive‬

Room options

View all photos for Back Bay King

Premium bedding, down comforters, pillowtop beds, desk

Back Bay King

9.0 out of 10
Wonderful
(37 reviews)
  • Sleeps 2
  • 1 King Bed

View all photos for South End Corner King

Premium bedding, down comforters, pillowtop beds, desk

South End Corner King

8.8 out of 10
Excellent
(6 reviews)
  • 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
  • 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
  • Smoking not allowed

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. 564 out of 958 reviews
Rating 8 - Good. 267 out of 958 reviews
Rating 6 - Okay. 72 out of 958 reviews
Rating 4 - Poor. 33 out of 958 reviews
Rating 2 - Terrible. 22 out of 958 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

2/10 Terrible

Karla

Liked: Staff & service
Disliked: Cleanliness, property conditions & facilities
We had no heat in our room the first night and it was 28 degrees outside. The clerk gave us his space heater to keep warm. The rooms are too small to move around - no closet, no counter space in the bathroom - I would suggest another hotel
Stayed 3 nights in Apr 2025

10/10 Excellent

Wesley

Traveled with group
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
The staff was very friendly. The location was perfect for exploring the city. The bed was beyond comfortable.
Stayed 3 nights in Apr 2025

10/10 Excellent

Kelly

Stayed 2 nights in Mar 2025

8/10 Good

Madeline

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I love StayPinapple because they wash their comforters after every guest stay (yes if you didn’t know, other hotels don’t - gross). It may not be the most environmentally conscious but I personally would sacrifice that in this case and know that I’m sleeping in a perfectly clean bed with no strangers germs in it. They also give you a free water in your room (amazing - why don’t all hotels do this) and a free “chip” at check in that you can trade in for another drink or a snack. The room was very clean overall. The hotel is in a very residential area so it’s not that accessible to things location wise, but the upside to that is that it was very quiet for a hotel in a city, no traffic noises etc keeping you up at night. It is a dog friendly hotel and I did hear a few dogs barking throughout the night. You could tell the owners tried to keep them as quiet as possible though. It didn’t really bother me, it kind of made it feel homey actually because I have three dogs at home. Just something to note though if you plan on staying here. My only “big” complaint is there is not parking anywhere near the hotel, I had to walk several blocks. Which is annoying when you have a suitcase and Boston has cobblestone everything you make a big ruckus going getting from the parking garage to the hotel. And also annoying when it’s bad weather. I know they can’t make parking appear but maybe there could be a system with curbside drop off of luggage then go park your car. Overall really great hotel
Stayed 1 night in Apr 2025

8/10 Good

Jennifer

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We loved this hotel. The location was great and was walking distance from a metro station. The room was clean and perfect for what it was needed for. Restroom was on the smaller size but didn’t affect us. There was a restaurant/bar downstairs where we got a drink. Friendly staff and cute pups! I would stay here again.
Stayed 4 nights in Apr 2025

10/10 Excellent

Alexandra

Stayed 1 night in Apr 2025

8/10 Good

Keiko

Stayed 1 night in Apr 2025

10/10 Excellent

Wiley

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great location with easy access to fun walkable neighborhoods and mass transit. Small rooms but as long as you know what to expect they’re entirely reasonable, with tasteful updates and nice amenities.
Stayed 5 nights in Apr 2025

8/10 Good

Victoria, Morganville

Liked: Staff & service, property conditions & facilities
Test
Stayed 1 night in Mar 2025

10/10 Excellent

Domenic

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This was such a cute hotel! Perfect stay for a few days in Boston. It was in a nice neighborhood and close to transport to explore the city. I would recommend this hotel to anyone.
Stayed 3 nights in Mar 2025

10/10 Excellent

Manuel, Providence

Stayed 1 night in Dec 2024

10/10 Excellent

Katherine

Traveled with pets
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Such helpful staff!! And great with dogs
Stayed 1 night in Apr 2025

10/10 Excellent

Ryann

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great dtaff.
Stayed 1 night in Mar 2025

10/10 Excellent

Jacob

Stayed 1 night in Mar 2025

8/10 Good

Kiara

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

6/10 Okay

Kenneth

Disliked: Staff & service, room comfort
They did not clean my room after the first night; the bathroom fan would not turn off; the toilet plugged; no ice on my floor; downstairs bar had horrible beer offerings; room and bathroom are tiny
Stayed 3 nights in Mar 2025

8/10 Good

Chantal

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 2 nights in Mar 2025

10/10 Excellent

Kristine

Liked: Cleanliness, staff & service, property conditions & facilities
Super cute room. Definitely efficiency not much for storage so extended stays
Stayed 1 night in Mar 2025

10/10 Excellent

Christina

Traveled with pets
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I stayed here for the world figure skating championships with my dog, and my stay was excellent. Staff was very attentive, always friendly, and I definitely felt welcome and safe here. Staff went out of their way to accommodate guests based on my own experience and observation. Lauren was awesome and even recommended a dog bakery to me where I ended up purchasing treats for my dog. The other “everything people” also had great recommendations for dinner and the area is walkable and I felt safe at night as well. Subway (the “T”) is close by and an Uber is literally there anywhere from one to three minutes. The only caveat is parking; the parking garage is expensive and on-street parking is nearly impossible to find. But the hotel itself I give five stars to and would stay there again.
Stayed 4 nights in Mar 2025

8/10 Good

Mike

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Now that I know there’s an automatic amenity upcharge of $25/night for wifi and extra towels you get for free at other brands, I will be better at comparing rates.
Stayed 3 nights in Mar 2025

10/10 Excellent

Marc

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We found it to be a hugely pleasant surprise in all regards. Would seek it out again.
Stayed 3 nights in Mar 2025

10/10 Excellent

Amy

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

enjoyed this boutique hotel

As noted in descriptions the room was small but very well situated to be comfortable and functional. Amenities to meet the needs of a few days of travel, bright comfortable space, conveniently located.
Stayed 2 nights in Mar 2025

10/10 Excellent

Jesse

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

8/10 Good

Donald

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

3 nights in Boston

The hotel staff members were friendly and extremely helpful. The mattress and pillows were comfortable. We didn't like the system of separate duvets for each side of the bed, and the duvets slipped onto the floor during the night if you didn't lay perfectly still. We prefer a traditional system of a separate top sheet and bedspread that tuck into the bottom of the bed. Our sink drained very slowly and the auxiliary heater on the wall whined so loudly that we didn't use it. The other amenities, such as gifts of a water bottle and 2 drinks at the bar, in-room coffee, and afternoon cookies are nice touches. We wish we'd known when we booked that it has no parking for guests, but that may be typical of a middle-of-a-big-city boutique hotel.
Stayed 3 nights in Mar 2025

10/10 Excellent

Luke

Stayed 2 nights in Mar 2025