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From97US$ /night
Check-in
20Nov2025Select date
Check-out
21Nov2025Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

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

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.

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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
Back Bay King
2 persons
18 m² 
1 King-size bed
Shower
Coffee machine

Check Dates & Room Rates

See what's available for your travel dates

Getting around

All Transportation Options at a Glance

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

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
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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
20Nov2025Select date
Check-out
21Nov2025Select date
Rooms and Guests2 Guests, 1 Room