Are there any parking options available in the vicinity of the hotel, and if so, what is the cost?
10 November 2024
A recommended parking option nearby is the Clarendon Garage at 100 Clarendon Street, which charges $36 per night.
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STAYPINEAPPLE, A DELIGHTFUL HOTEL, SOUTH END, Boston
97US$
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Key details
Hotel Overview and Details
26 Chandler St,
Boston,
Massachusetts,
United States,
02116,
Massachusetts
- Close to the Boston Public Garden
Great
8.3
9.0
4.1
4.3
Loved by guests
"Let's face it - the theme for this place is CUTE, and the pictures are pretty much on point."
"The hotel offers free coffee and biscuits daily between certain times..."
"The complimentary welcome drink was wonderful as well."
Staypineapple, A Delightful Hotel, South End - Modern hotel near Back Bay
Located in Boston's South End neighborhood, this award-winning hotel is just steps from Back Bay and 5 minutes' walk from Arlington Station. The Trophy Room bar and restaurant is open until 2am every night, serving cocktails like the Trophy Wife (passion fruit and elderflower laced vodka). The hotel is 3 km from Beacon Street and offers quick access to the Freedom Trail, Boston's historical sites, shops, and restaurants. The property features lovely big windows in the lobby, a seating nook, and the original black painted iron staircase. Help-yourself coffee is available in the lobby, along with bright yellow bikes for guests' use.
Additional perks of the hotel
Afternoon Delights service with coffee and signature pineapple treats from 3:30pm-6:30pm
The adjacent Berkeley Perk Café serves breakfast tacos and omelettes
Trophy Room restaurant offers avocado toast with braised tomatoes and goat cheese
Quick Bites & Bevvies cooler available throughout the day
Summer-to-December SoWa Open Market nearby with artist and vintage wares
SoWa First Fridays art market held on the first Friday of every month
Water Bar in lobby for water bottle refills with cold, hot, still or sparkling water
24-hour front desk access
Hotel Rooms
Every room features plush pillow top beds topped with European style double duvets, part of the Naked Experience that includes cozy robes and large towels. The Back Bay King room accommodates 2 people with a king bed and spacious walk-in shower. The South End Corner King room offers more natural light with two windows and partial city views. All rooms include a flat-screen TV with streaming capability, iPod docking station, and work desk with telephone.
Other conveniences
High-speed Wi-Fi on unlimited devices
In-room Keurig with coffee and tea options
50-inch HDTVs with streaming services
Reusable PATH water bottle pre-filled with purified water
Marble tiled bathrooms
Yellow bedside shelf tables with charging points
Designer bath products
Hair dryer
Ironing facilities
Heating and air conditioning
Must-do experiences
- Stroll along the historic Freedom Trail for a slice of American history.
- Indulge in a lobster roll at James Hook & Co. for local flavors.
- Visit the Isabella Stewart Gardner Museum for stunning art and gardens.
- Explore the bustling Boston Public Market for local crafts and food.
- Catch a game at Fenway Park for an unforgettable sports experience.
View all
Choose Your Room Category
The hotel offers a range of accommodations including doubles, family rooms, and suites—plus breakfast, free cancellation, and special rates.
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
Room Availability and Pricing Calendar
Find available rooms and check today's best prices!
Facilities
This hotel provides premium amenities for a memorable and relaxed stay
General
- No smoking on site
- Free 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
At Staypineapple, A Delightful Hotel, South End, guests can indulge in the vibrant flavors of American cuisine at the Trophy Room, where modern decor meets a casual atmosphere. Enjoy a delightful brunch or dinner while surrounded by the charm of the lovely South End neighborhood.
Hotel 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
Spa Centre
Newbury Street
1.2
km
Landmark
Freedom Trail walk
2.6
km
Church
Trinity Church
670 m
Cemetery
Granary Burying Ground
1.5
km
Landmark
Boston Children's Museum
2.4
km
Tower
John Hancock Tower
610 m
Monument
New England Holocaust Memorial
2.1
km
Monument
Bunker Hill Monument
3.4
km
Museum
The Paul Revere House
2.3
km
Landmark
Beacon Hill
1.9
km
Museum
Isabella Stewart Gardner Museum
2.5
km
Landmark
Quincy Market
2.2
km
Museum
The Institute of Contemporary Art
2.4
km
Public Building
Old State House
2.0
km
Museum
USS Constitution Museum
3.2
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
Explore Boston's Best
Boston Common
15 minutes' walk
The oldest public park in the U.S., featuring lush landscapes and walking paths, perfect for a relaxing stroll.
Freedom Trail
16 minutes' walk
A historic 2.5-mile route showcasing Boston's significant sites, ideal for history enthusiasts and guided tours.
Museum of Fine Arts
25 minutes' walk
Home to an extensive collection of artworks, this museum offers guided tours and free admission on designated days.
Faneuil Hall Marketplace
25 minutes' walk
A vibrant marketplace featuring shops and eateries, where you can enjoy street performances and seasonal events.
The Trophy Room
1 minute' walk
A casual eatery with an American menu; try the signature burgers and local brews. Reservations recommended during peak times.
Masa
3 minutes' walk
A vibrant atmosphere featuring Southwestern cuisine; known for its margaritas and fresh ingredients. Dietary options available.
Navigating city
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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
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
Questions of the users
About Staypineapple, A Delightful Hotel, South End
Does the hotel provide a luggage storage service for guests before check-in or after check-out?
12 December 2024
Guests can store their luggage in a secure area prior to checking in or after checking out.
Is there an elevator in the hotel for easy access to different floors?
5 January 2025
Yes, the hotel is equipped with an elevator for guest convenience.
What does the term 'Naked Experience' refer to, and what can guests expect from it?
15 February 2025
The Naked Experience offers a cozy, luxurious night's sleep with freshly laundered bedding and cloud-like European-style duvets.
Can guests rely on Wi-Fi access during their stay, and is there any laundry service available nearby?
20 March 2025
High-speed Wi-Fi is available throughout the hotel, including in all rooms. Laundry services are accessible from nearby providers.
Is the hotel welcoming to guests traveling with pets, and what are the associated fees?
25 April 2025
The hotel is dog-friendly and charges a pet fee of $25 per night, which includes amenities such as a dog bed and treats.
What is the breakfast arrangement for guests during their stay?
30 May 2025
Currently, the hotel does not provide a continental breakfast, but several local restaurants nearby offer breakfast options.
What is the best way to reach the airport from Staypineapple?
5 June 2025
Ride-share services such as Uber or Lyft are recommended for convenient transportation to the airport.
Are the bathrooms in the guest rooms private, or are they shared?
10 July 2024
All rooms feature private bathrooms for the comfort and privacy of guests.
What amenities are provided in the bathrooms, specifically concerning hair dryers?
15 August 2025
Every room is equipped with a blow dryer for guest convenience.
Is there a facility to prepare hot beverages like tea in the rooms?
20 September 2025
Keurig machines in the rooms can produce hot water, allowing guests to enjoy tea or coffee at their convenience.
Can a name be added to an existing reservation if needed?
25 October 2025
Yes, it is possible to add a name to an existing reservation.Next best alternative
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