Is there a parking facility near the hotel and what is the charge?
15 November 2024
A garage is available nearby at 100 Clarendon Street for a nightly rate of $36.
73 photos
STAYPINEAPPLE, A DELIGHTFUL HOTEL, SOUTH END, Boston – A Smart Stay in the City
97US$
Reserve directly with us
Up to 10% cheaper
than with Booking.com
Key details
About the Hotel
26 Chandler St,
Boston,
Massachusetts,
United States,
02116,
Massachusetts
- Close to Copley Square
Great
8.4
9.0
4.1
4.3
Loved by guests
"The bed was very large with separate duvets for each person."
"The hotel offers free coffee and biscuits daily between certain times..."
"Room decor is really cute."
Rooms & Amenities
Staypineapple Boston offers rooms with plush pillow-top beds, European-style double duvets, and high-speed Wi-Fi. Each room includes a Keurig coffee maker, flat-screen TV with streaming, and marble-tiled bathrooms with walk-in showers. The South End Corner King provides extra natural light and partial city views.
Dining & Drinks
The Trophy Room serves American classics, including the Chandler Street Burger and signature cocktails like the Trophy Wife (vodka with passion fruit and elderflower). The adjacent Berkeley Perk Café offers breakfast tacos and omelets. A self-service coffee station and pineapple treats are available in the lobby.
Leisure & Activities
Guests can borrow yellow beach cruisers to explore Boston. The Trophy Room hosts trivia nights and weekend breakfast with live performances. Afternoon coffee and pineapple treats are served daily from 3:30 PM to 6:30 PM.
Location & Access
The hotel is on the border of Back Bay and South End, 400 m from Back Bay Station and 550 m from Arlington Station (Green Line). Fenway Park is a 10-minute train ride away. Nearby attractions include the Freedom Trail (1 km) and Copley Square (0.5 km).
Guest Services
Services include 24-hour front desk assistance, free Wi-Fi, and reusable water bottles with refill stations. Dog-friendly rooms come with a bed, treats, and a collapsible bowl. The Everything Button connects guests to additional requests like extra coffee or dining recommendations.
Must-do experiences
- Visit the Boston Public Market for fresh, local food delights.
- Stroll through the beautiful Boston Common, the oldest park in the U.S.
- Savor the famous North End cannoli at Mike's Pastry; it's a must-try!
- Explore the hidden murals of the South End's SoWa Art District.
- Catch a game at Fenway Park, home to the iconic Boston Red Sox.
View all
Choose the Room
From cosy doubles to spacious family suites – all with flexible options, breakfast, and exclusive deals.
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
Check Dates & Room Rates
See what's available for your travel dates
Amenities
Thoughtfully designed amenities for a comfortable & memorable 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
Trophy Room offers a delightful American dining experience set in a modern and inviting atmosphere. With a menu that highlights local flavors, this vibrant restaurant invites guests to indulge in thoughtfully prepared brunch and dinner options, all just a stone's throw from the charming South End neighborhood.
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
Local Highlights
Boston Common
15 minutes' walk
The oldest public park in the U.S., featuring scenic pathways, open lawns, and seasonal events, including free concerts.
Fenway Park
25 minutes' walk
Home of the Boston Red Sox, this historic baseball stadium offers guided tours and an iconic atmosphere on game days.
Boston Public Garden
15 minutes' walk
Famous for its swan boats and beautiful landscapes, this botanical garden is perfect for a peaceful stroll or picnic.
Freedom Trail
16 minutes' walk
A 2.5-mile route showcasing Boston's historic sites, perfect for history buffs and those interested in colonial heritage.
The Trophy Room
1 minute' walk
Casual eatery known for its creative cocktails and modern American fare, with a warm atmosphere for gatherings.
Masa
3 minutes' walk
Vibrant southwestern cuisine with a lively atmosphere; try their signature mole dish and innovative margaritas.
Getting around
Unlock Early-Bird Deals
Grab Exclusive Rates Instantly
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
Are there options for guests to leave their bags before check-in or after check-out?
20 December 2024
There is a secure area for guests to store their luggage both before checking in and after checking out.
Could you describe what guests can expect from the Naked Experience?
10 October 2024
The Naked Experience promises a cozy and luxurious night's sleep with freshly laundered linens, featuring two cloud-like duvets for ultimate comfort.
Is high-speed Wi-Fi accessible in all guest rooms?
5 January 2025
Wi-Fi is available throughout the property, including all guest rooms, ensuring connectivity during your stay.
Can guests bring their pets, and if so, are there any fees involved?
25 February 2025
The hotel is dog-friendly with a nightly pet fee of $25, which covers essentials like a dog bed and treats.
What breakfast options are available for guests during their stay?
3 March 2025
Currently, the hotel does not offer a continental breakfast, but there are several nearby restaurants that serve breakfast.
What is the recommended method for traveling to the airport from the hotel?
17 November 2024
Ride-share services such as Uber or Lyft are the most convenient options for getting to the airport from the hotel.
Are coffee machines available in the rooms, and do they provide hot water?
28 April 2025
Each room is equipped with Keurig machines that can dispense hot water, perfect for tea or other beverages.
Is it possible to add a guest's name to an existing reservation?
4 June 2025
Yes, it's possible to add a name to a reservation at the hotel.
Are there nearby attractions to explore while staying at the hotel?
12 September 2025
The hotel is located in the heart of the historic South End, close to unique boutiques, trendy restaurants, and cultural sites.
Can guests enjoy in-room refreshments during their stay?
19 January 2025
In-room coffee and tea are provided through Keurig machines, with additional options available upon request.Next best alternative
Consider them for your next trip.
The Westin PittsburghPittsburgh, United States
143 USD/night
Pennyweight Hotel Boston, Curio Collection By HiltonBoston, United States
176 USD/night
Courtyard By Marriott Boston CambridgeCambridge, United States
136 USD/night
Hotel Aka Boston CommonBoston, United States
136 USD/night
Sheraton Commander HotelCambridge, United States
146 USD/night
Porter Square HotelCambridge, United States
231 USD/night
Hotel 1868Cambridge, United States
157 USD/night
Boston Yacht HavenBoston, United States
340 USD/night
Aloft Providence DowntownProvidence, United States
229 USD/night
Hampton Inn & Suites Portsmouth DowntownPortsmouth, United States
120 USD/night
Charlesmark HotelBoston, United States
99 USD/night
Bricco SuitesBoston, United States
249 USD/night
Popular hotels all over the world
Find your perfect hotel stay today
The Econo Lodge Sevierville-Pigeon Forge On The River Sevierville Holiday HomeSevierville, United States
3 km from Tanger Outlet, 6 km from Dollywood Amusement Park
View hotel
Hotel Protea Hotel By Marriott Klerksdorp KlerksdorpKlerksdorp, South Africa
4 km from Matlosana Mall, 91 spacious rooms
View hotel
Hotel Domus Sessoriana Rome
Rooftop terrace with stunning views, Housed in a 10th-century monastery
Hotel Coral Sands Resort By Palmera
5 min drive to Palmetto Bay Shopping Center, Walk to Coligny Beach
Hsm Club Torre Blanca
All-inclusive resort, 800 metres from beach
Le Consulat Hotel
Located in historic Chiado neighborhood, Rooms from 25m²
Homepage Hotel Regenta Central Hotel & Convention Centre Nagpur
10 km from Dr. Babasaheb Ambedkar International Airport, 5 km from Nagpur Railway Station
Crystal Bay Koh Samui
Tripadvisor Top Rated Beachfront, 25 Boutique Rooms with Sea Views
Need more options?
Check Top hotels near Staypineapple, A Delightful Hotel, South End
Mobile-only price
The Revolution Hotel Boston
119m from property
USD 103USD 92
per night
Mobile-only price
Premier Suites Bay Village Boston
172m from property
USD 154USD 138
per night
Mobile-only price
Hotel Aka Back Bay Boston
282m from property
USD 204USD 183
per night
