See all properties
Save

Staypineapple, A Delightful Hotel, South End

3.0 star property

Photo gallery for Staypineapple, A Delightful Hotel, South End

Enjoy dining al fresco at this charming street corner restaurant with a cozy outdoor seating area.
Check-in and unwind in our stylish lobby, featuring a digital display, elegant staircase, and a chandelier.
Step into the elegant lobby, featuring a classic checkered floor, a fireplace, and a unique coffee table.
Enjoy a casual dining experience with a focus on comfort and style in this modern restaurant.
Relax in a stylish room with a large bed, a small window offering a view, and a decorative wall piece.

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 duvets, pillow-top beds, desk

Back Bay King

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

View all photos for South End Corner King

Premium bedding, down duvets, pillow-top beds, desk

South End Corner King

8.4 out of 10
Very good
(7 reviews)
  • Sleeps 2
  • 1 King Bed

Similar properties

Enjoy a city view from the large window, featuring two single beds with comfortable linens and a cozy reading nook.

The Revolution Hotel

  • Pet-friendly
  • Free WiFi
  • Restaurant
  • Air conditioning
4.5 out of 5, Wonderful, (2097)
The price is NZ$294
for 1 room
includes taxes & fees
17 Aug - 18 Aug
The Revolution Hotel

About the area

Boston

With a stay at Staypineapple, A Delightful Hotel, South End, you'll be centrally located in Boston, a 9-minute walk from Copley Square and 13 minutes by foot from Boston Common. .This boutique hotel is 1.7 mi (2.7 km) from New England Aquarium and 1.9 mi (3.1 km) from TD Garden.

What's nearby

  • Copley Square - 8 min walk - 0.7 km
  • Boston Common - 13 min walk - 1.1 km
  • Fenway Park - 2 min drive - 2.2 km
  • New England Aquarium - 2 min drive - 2.2 km
  • TD Garden - 4 min drive - 3.6 km

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
  • ‪Clerys - ‬5 min walk

About this property

Staypineapple, A Delightful Hotel, South End

Hotel with a restaurant, a quick 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. Quench your thirst with your favorite 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 transport

  • No on-site 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.
  • Lift
  • 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

  • Designer toiletries
  • Dressing gowns
  • 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

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. 573 out of 974 reviews
Rating 8 - Good. 269 out of 974 reviews
Rating 6 - Okay. 73 out of 974 reviews
Rating 4 - Poor. 36 out of 974 reviews
Rating 2 - Terrible. 23 out of 974 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

Robert

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Wonderful, quaint hotel. Very nice location in residential, walkable city neighborhood. Staff is very friendly and helpful. Nice bar in the lobby that was not too loud. Only complaint was a single cockroach that visited our bathroom.
Stayed 2 nights in May 2025

10/10 Excellent

Andrea

Travelled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Loved the decor and the bikes to ride around the city!
Stayed 1 night in May 2025

8/10 Good

Cheryl

Liked: Cleanliness, property conditions & facilities, room comfort
Stayed 1 night in Apr 2025

10/10 Excellent

Helen

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very kind staff. Awesome bar connected and great food. Would stay again!
Stayed 1 night in Apr 2025

8/10 Good

Helen

Stayed 2 nights in Apr 2025

10/10 Excellent

S

Business traveller
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Simple hotel walking distance from station. Friendly basic comfortable
Stayed 1 night in Apr 2025

8/10 Good

Verified traveller

Liked: Room comfort

Location is best thing

Check in was messy. Nobody seemed to know how to do it. Finally got to room. No wifi and no reply from hotel about how to resolve. Safe was locked and, again, no reply from hotel how to change. Location good, but overall service not great. Shame. Bar downstairs offers distinctly average drinks at prices more than other local bars. Worst espresso martini ($15, plus a 20% tip expected!!) I’ve ever had!
Stayed 2 nights in Apr 2025

10/10 Excellent

Michael

Travelled with group
Liked: Cleanliness, staff & service, property conditions & facilities
Cozy place. Essentials are met!
Stayed 3 nights in Apr 2025

4/10 Poor

Elizabeth

Disliked: Property conditions & facilities
C
Stayed 2 nights in Apr 2025

10/10 Excellent

Jessika

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This property was so cozy and the staff was so welcoming! It was also in a great area for the marathon! Super happy and would return
Stayed 5 nights in Apr 2025

10/10 Excellent

Alison

Travelled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Stayed 3 nights in Apr 2025

10/10 Excellent

Al

Liked: Cleanliness, staff & service, property conditions & facilities
Clean room with everything you need. Very affordable considering the great location.
Stayed 3 nights in Apr 2025

10/10 Excellent

Andrea E

Stayed 4 nights in Feb 2025

10/10 Excellent

Megan

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

10/10 Excellent

samantha

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
They have the nicest staff imaginable! The beds are incredibly comfy- I can’t wait to go back! I’m blown away!
Stayed 1 night in Apr 2025

10/10 Excellent

Roseanne, Whitestone

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 4 nights in Apr 2025

10/10 Excellent

Verified traveller

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

Small but comfortable

Although the room was quite tight, could have used a chair, and the sink in the batjroom was too small, but very clean and comfortable otherwise.
Stayed 3 nights in Apr 2025

10/10 Excellent

Heather

Stayed 1 night in Mar 2025

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

Travelled 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

Travelled 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