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20Oct2025Select date
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Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

26 Chandler St, Boston, Massachusetts, United States, 02116

Rooms: Naked Experience

Staypineapple Boston, A Delightful Hotel, provides a modern hotel experience in one of our country's most historic cities. Every room at Staypineapple, South End, features a flat-screen TV and iPod docking station. Each of the thoughtfully designed rooms feature plush pillow top beds topped with European style double duvets. Rooms include high-speed Wi-Fi, designer bath products, a work desk, and a telephone with access to the 24-hour front desk for guest convenience. The hotel provides your choice of coffee or tea for use with the in-room Keurig. Rooms feature yellow bedside shelf tables, over which hang shimmering crystal lamps with charging points. The Staypineapple's signature Naked Experience translates as two fluffy duvets atop soft white linens and a cushiony mattress topper. Guests can also take advantage of perks like the CORE Welcome Drink. The South End Corner King provides added quiet and peace of mind.

Trophy Room Dining

The Trophy Room features a menu of familiar favorites. Both the food and drink menus include tasty choices, like avocado toast with braised tomatoes and goat cheese. The Trophy Room is a long room lined with windows overlooking the street. The bar is open until 2am every night. You can chat with locals over a cocktail, like the Trophy Wife, a passion fruit and elderflower laced vodka. The adjacent Berkeley Perk Café serves cooked items, such as breakfast tacos and omelettes.

Leisure and Activities

Guests can perk up with a cup of coffee and one of Staypineapple's signature pineapple treats. The hotel provides help-yourself coffee in the lobby, where a couple of bright yellow bikes stand ready for guest's use. Those bikes mean all the city's sites are just a few pedals away with fun beach cruisers. Enjoy high-definition TVs with streaming capability to stream movies when you're not out exploring the city.

Location: South End

Staypineapple, A Delightful Hotel, South End is 0.5 km from Back Bay, 3 km from Beacon Street, and 0.5 km from Arlington. The hotel sits in the charming South End, a neighborhood with great dining. The central location on the border of Back Bay and South End means you're just a short walk or cab ride away from a memorable dinner or Red Sox game. The hotel is near the summer-to-December SoWa Open Market, which has artist and vintage wares, and SoWa First Fridays, an art market held on the first Friday of every month.

Services and Amenities

Staypineapple provides unequaled hospitality and stylish furnishings. The hotel is smoke-free. High-speed wireless Internet access is available on unlimited devices. Guests can enjoy daily Afternoon Delights, offering coffee and signature pineapple treats in the lobby. The hotel provides a reusable PATH water bottle pre-filled with purified still drinking water. Guests can refill their water bottle with cold, hot, still or sparkling water at the Water Bar in the lobby. The hotel offers pineapple bikes for guest use. It also offers Quick Bites & Bevvies, with a variety of snacks along with locally sourced craft beer, wine and other refreshments. A work desk and telephone with access to the 24-hour front desk are provided for guest convenience.

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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
Max:
2 persons
18 m² 
Bed options:
1 King-size bed
Shower
Coffee machine
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Back Bay King
Max:
2 persons
18 m² 
Bed options:
1 King-size bed
Shower
Coffee machine
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Price and Room Availability Calendar

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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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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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Check-in
20Oct2025Select date
Check-out
21Oct2025Select date
Rooms and Guests2 Guests, 1 Room