Is there a nearby parking facility, and what are the costs associated with it?
15 November 2024
There is a garage located at 100 Clarendon Street, which charges $36 per night for parking.
74 photos
STAYPINEAPPLE, A DELIGHTFUL HOTEL, SOUTH END, Boston
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Key details
About the Hotel
26 Chandler St,
Boston,
Massachusetts,
United States,
02116,
Massachusetts
- Close to Copley Square
Great
8.5
9.0
4.1
4.2
Loved by Staypineapple, A Delightful Hotel, South End guests
"The AC was outstanding and the bed was very comfortable."
"The hotel had a bar/restaurant open to the public on the ground floor, and it was nice and full of young people."
"The beds and linens were OUTSTANDING."
"The hotel vibe was unique!"
"This was the single greatest stay of my life."
Rooms: Naked Experience
Staypineapple Boston rooms feature plush pillow top beds, European-style double duvets as part of the signature Naked Experience, high-speed Wi-Fi, and bath products. Each room includes a flat-screen TV and iPod docking station. Guests have a choice of coffee or tea for the in-room Keurig. The yellow bedside shelf tables have charging points. The Back Bay King has a king bed and a walk-in shower. The South End Corner King provides more light and quiet.
Options for dining
The Trophy Room, the hotel's restaurant, features a long room lined with windows overlooking the street, serving American cuisine. The menu includes avocado toast with braised tomatoes and goat cheese. The bar is open until 2 AM and serves cocktails. The adjacent Berkeley Perk Café serves breakfast tacos and omelettes. Afternoon delights include coffee and pineapple treats in the lobby from 3:30 PM to 6:30 PM.
Leisure and Activities
Guests have access to beach cruisers for city exploration. The hotel provides high-speed wireless Internet. The lobby offers help-yourself coffee. Guests can purchase snacks, beer, wine, and other refreshments. The hotel is near the summer-to-December SoWa Open Market and SoWa First Fridays.
Location and transport
Staypineapple Boston is in Downtown Boston on the border of Back Bay and South End. It is near Freedom Trail sites, the Financial District, and City Hall. The hotel is near Tony's Pizza, The Coffee Bean, and Urban Outfitters. It is a 10-minute walk to Arlington Station for trains to Fenway Park. The hotel is near the Boston Public Library, Boston Public Garden, and Newbury Street.
Services and amenities
The hotel provides PATH water bottles. There is a water bar in the lobby. Pineapple bikes are available for guest use. A work desk and telephone with access to the 24-hour front desk are provided. The hotel is dog-friendly. There are pineapple treats and coffee. There are charging points.
“In Boston's South End, this hotel stands out with its friendly environment and convenient access to key spots like the Public Garden and Back Bay Station. The rooms are noted for comfort and cleanliness. I especially appreciate that the hotel welcomes dogs and offers perks like complimentary drinks upon arrival.”
View all
Select your room type
The hotel offers rooms of different types and facilities suitable for every traveler
South End Corner King
2 persons
18 m²
1 King-size bed
Shower
Coffee machine
room details
Back Bay King
2 persons
18 m²
1 King-size bed
Shower
Coffee machine
room details
Price and Room Availability Calendar
Check availability and prices for your dates now!
Facilities
Airport hotels designed with facilities that ensure convenience and comfort
General
- No smoking on site
- Wi-Fi
- 24-hour reception
- Pets allowed
- Luggage storage
- Lift
- Smoke detectors
- Fire extinguishers
- Key card access
Services
- Pet amenities available
- Housekeeping
Dining
- Restaurant
- Bar/ Lounge area
Room features
- Air conditioning
- Heating
- Tea and coffee facilities
- Ironing facilities
Media
- Flat-screen TV
Show more
Dining Onsite
Experience the vibrant culinary offerings at Staypineapple, A Delightful Hotel, South End, where local flavors meet inviting atmospheres. The onsite dining options reflect a modern take on American cuisine, providing a delightful retreat for travelers looking to indulge in tasty meals without venturing far from the hotel's charm.
Staypineapple, A Delightful Hotel, South End Location
26 Chandler St,
Boston,
Massachusetts,
United States,
02116,
Massachusetts
Map view
26 Chandler St,
Boston,
Massachusetts,
United States,
02116,
Massachusetts
City landmarks
Stadium
Fenway Park
2.2
km
Landmark
Boston Common
1.2
km
Market
Faneuil Hall Marketplace
2.2
km
Park
Boston Public Garden
1.2
km
Landmark
Freedom Trail
1.3
km
Museum
Museum of Fine Arts
2.1
km
Aquarium
New England Aquarium
2.2
km
Museum
Museum of Science
2.3
km
Museum
Boston Tea Party Ships & Museum
2.1
km
Library
Boston Public Library
870 m
Parking area
Skywalk Observatory
1.1
km
Square
Copley Square
780 m
Landmark
North End
2.4
km
Landmark
Freedom Trail walk
2.6
km
Spa Centre
Newbury Street
1.2
km
Church
Trinity Church
670 m
Landmark
Boston Children's Museum
2.4
km
Cemetery
Granary Burying Ground
1.5
km
Monument
Bunker Hill Monument
3.4
km
Museum
Isabella Stewart Gardner Museum
2.5
km
Landmark
Beacon Hill
1.9
km
Monument
New England Holocaust Memorial
2.1
km
Museum
The Paul Revere House
2.3
km
Tower
John Hancock Tower
610 m
Landmark
Quincy Market
2.2
km
Museum
USS Constitution Museum
3.2
km
Museum
The Institute of Contemporary Art
2.4
km
Public Building
Old State House
2.0
km
Theatre
Boston Symphony Hall
1.5
km
Landmark
Back Bay
930 m
Nearby
Boston Public Garden Facing the Arlington Street Entrance
George Washington Statue
400 m
Arlington Street Boston Public Garden
Ether Monument
400 m
Church
Arlington Street Church
400 m
Restaurants
The Trophy Room
0 m
26 Chandler Street
Wink & Nod
150 m
3 Appleton St
Masa
170 m
439 Tremont Street
Cosmica
160 m
40 Berkeley St Located in the Revolution Hotel
Bootleg Special
200 m
400 Tremont St
Club Cafe
280 m
209 Columbus Ave
Flour Bakery & Cafe
390 m
131 Clarendon St
Barcelona Wine Bar
320 m
525 Tremont Street
Citrus & Salt
270 m
142 Berkeley St
The Beehive
390 m
541 Tremont St
Explore Boston
Local Highlights
Getting around
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Property information and rules
Check-in
from 16:00-23:59
Check-out
until 12 pm
Guest Parking
No parking available.
Internet
Wireless internet is available in for free.
Children & extra beds
There are no cots provided in a room.
Pets
Pets are allowed on request.
Year renovated:
2011
Number of floors:
8
Number of rooms:
56
Former name
Chandler Inn Hotel
Property is also known as
staypineapple boston
staypineapple a delightful hotel south end boston
Reviews and Ratings
Feedback about Staypineapple, A Delightful Hotel, South End from previous guests about their experience.
Show moreShow less
Pros
Clean room
Reusable bottle
Good beds
Cons
Inexperienced staff
Small rooms
Guest reviewsbased on 705 reviews
Angus from Australia
Couple
Back Bay King
3 nights in November 2025
|
Reviewed:December 19, 2025
8.7/10
Excellent Stay Experience
comfortable bedcheerful decornecessary amenities
the hotel location is great near many attractions i found the bed very comfortable it made for restful sleep the room decor created a cheerful atmosphere the bathroom was very clean and had all necessary amenities i needed .
Dining
9/10
the hotel restaurant offered great food i especially enjoyed the nachos the bar seemed interesting with good drink options who want to socialize and enjoy a nightcap i saw several people enjoying their meals.
Rooms
8/10
my room had everything i needed including a comfortable bed and a very clean bathroom the pineapple theme created a fun unique vibe i also appreciated the soft robe provided for use i slept well here.
Location
9/10
the hotel is located in a safe and clean neighborhood i found it easy to walk to nearby attractions or use public transport for further destinations i borrowed the bikes to explore the nearby area it helped me get around.
0 Helpful
|
Hudson from Canada
Single
South End Corner King
4 nights in November 2025
|
Reviewed:November 26, 2025
9.4/10
Fantastic Stay with Excellent Amenities!
subway stationhelpful staffclean roomice machine
I really appreciated the hotel's proximity to the subway station! The staff was attentive and helpful . The bed was comfortable and the room was clean, so I was excited about that.
I discovered there was no ice machine available, which required trips to the front desk for ice. I wished there was a way I could get that myself
Dining
9/10
The complimentary coffee and tea in the room tasted as good as coffee shop offerings. This convenience saved time each morning I was here. I greatly enjoyed this added convenience.
Facilities
9/10
The hotel provides easy access to transportation and downtown attractions. This made exploring so much easier. I think this is a great thing for visitors to the city.
Service
10/10
The staff members were friendly and helpful anytime I needed them. Their positive attitude really enhanced my experience here. I had a wonderful time because of them.
Rooms
9/10
The bed featured two duvets which is great when traveling with a partner. I like the fact that there were no cover stealing issues. The room decor was cute and cute.
Location
10/10
The location makes it easy to explore many different parts of the area. You are near restaurants, shops, and public transportation. I enjoyed the fact it was very central.
0 Helpful
|
Claire from Canada
Couple
Back Bay King
3 nights in August 2025
|
Reviewed:September 22, 2025
5/10
acceptable location but room had issues
good locationmany restaurantsdirty roomdrainage issues
the location was good. it was close to many restaurants and cafes.
the room wasnt clean. i found hairs in the bed and stains on the sheets. the room smelled stale and the shower didnt drain well.
0 Helpful
Questions of the users
About Staypineapple, A Delightful Hotel, South End
What is the name of the parking garage close to the hotel?
20 December 2024
The nearby parking facility is called Clarendon Garage.
Can guests leave their luggage at the hotel before check-in or after check-out?
5 February 2025
A secure luggage deposit service is available for guests to store their bags before check-in and after check-out.
Does the hotel have elevators to access different floors?
12 January 2025
Yes, the hotel is equipped with elevators for guest convenience.
What is included in the Naked Experience that your hotel offers?
3 March 2025
The Naked Experience features cozy, freshly laundered bedding with cloud-like European-style duvets, along with a luxurious stay designed for ultimate comfort.
Is Wi-Fi available throughout the hotel and in guest rooms?
10 April 2025
High-speed Wi-Fi is available throughout the property, including in every guest room.
Are pets welcome at the hotel, and what are the fees?
25 January 2025
Pets are allowed, and there is a nightly pet fee of $25, plus tax, which includes amenities for your dog.
What are the breakfast options available at the hotel?
14 February 2025
Currently, there is no continental breakfast offered as the onsite restaurant is closed; however, several nearby restaurants serve breakfast.
What transportation service is recommended for reaching the airport from the hotel?
22 March 2025
Ride-share services like Uber or Lyft are recommended for easy transportation to the airport.
Are there any facilities for brewing hot drinks like tea or coffee in the room?
6 April 2025
Each room is equipped with a Keurig coffee machine which can provide hot water for herbal tea as well.Next best alternative
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