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From97US$ /night
Check-in
23Nov2025Select date
Check-out
24Nov2025Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

26 Chandler St, Boston, Massachusetts, United States, 02116
-
Close to Downtown Boston

Amenities

Staypineapple, A Delightful Hotel, offers The Naked Experience, which includes cloud-like European-style individual duvets and cozy robes. Guests enjoy Afternoon Delights from 3:30 PM to 6:30 PM, featuring local coffee and signature pineapple treats. A monthly daily amenity fee provides access to various offerings at a greater value.

Rooms

Guest rooms include plush pillow top beds and upscale amenities like marble tiled bathrooms with walk-in showers. The Back Bay King room accommodates two guests and features the comforts of The Naked Experience. Corner rooms offer additional natural light and partial views of the Boston skyline.

Location

Located in the South End, the hotel is just steps from the Back Bay and significant historical sites. Guests can explore unique boutiques, trendy restaurants, and parks nearby. With Arlington Station a 10-minute walk away, Fenway Park is easily accessible via a short subway ride.

Dining

On-site dining at Trophy Room delivers an all-American menu with classic favorites and original cocktails. Guests can start their day with breakfast in a lively atmosphere. The option for grab-and-go snacks is available throughout the day with locally sourced craft beer and wine.

Pet-Friendly Policies

Staypineapple welcomes pets with its Pineapple Pup Package, which includes dog amenities and treats. Guests can enjoy spacious accommodations while traveling with their pets. Dogs receive a collapsible water bowl and dog waste bag dispenser during their stay.

Highlights

Location: Historic South End, steps from Back Bay

Rooms: The Naked Experience bedding

Dining: Trophy Room with American favorites

Pet-Friendly: Pineapple Pup Package available

Must-do experiences

  • Savor clam chowder at Legal Sea Foods for an iconic treat.
  • Stroll through the Boston Public Market for local flavors and crafts.
  • Visit the Isabella Stewart Gardner Museum for art and beautiful gardens.
  • Catch a Red Sox game at Fenway Park for an unforgettable experience.
  • Explore the vibrant street art in the South End for colorful snapshots.
View all

Select your room type

The hotel offers a variety of rooms including double rooms, family rooms, and suites with breakfast, free cancelations, and special deals
South End Corner King
2 persons
18 m² 
1 King-size bed
Shower
Coffee machine
Back Bay King
2 persons
18 m² 
1 King-size bed
Shower
Coffee machine

Price and Room Availability Calendar

Check availability and prices for your dates now!

Getting around

A list of all available modes of transport

City Centre
Boston 1.6 km
Airports
Logan (BOS) 8.6 km
Worcester Regional (ORH) 76.7 km
Train
Boston South Station 1.4 km
Underground
Back Bay400 m
Bus
Bus stop100 m

Facilities

The hotel offers amenities for your comfortable stay and unforgettable experiences

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
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Dining Onsite

At Staypineapple, A Delightful Hotel, South End, culinary adventures await within the inviting Trophy Room. With a focus on modern American flavors, guests can indulge in a delightful brunch or a cozy dinner in a stylish atmosphere, all just steps from the charm of the South End.
Staypineapple, A Delightful Hotel, South End Boston Restaurant photo
Staypineapple, A Delightful Hotel, South End Boston Restaurant photo

Trophy Room

Modern American
Ambiance
A contemporary yet warm setting, the Trophy Room offers a blend of comfort and sophistication, perfect for relaxing after a day of exploration.
Key Offerings
Brunch delights like avocado toast topped with braised tomatoes and goat cheese, alongside a selection of craft cocktails and wines for dinner.
Reservation
Recommended
Wednesday to Saturday from 4:00 PM to 12:00 AM, and Sunday from 12:00 PM to 8:00 PM.

Location

26 Chandler St, Boston, Massachusetts, United States, 02116
Map view
26 Chandler St, Boston, Massachusetts, United States, 02116
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
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FAQs
About Staypineapple, A Delightful Hotel, South End
Check-in
23Nov2025Select date
Check-out
24Nov2025Select date
Rooms and Guests2 Guests, 1 Room