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Check-out
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Rooms and Guests2 Guests, 1 Room
Key details

Hotel Overview

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

Staypineapple, A Delightful Hotel, South End - Modern hotel with The Naked Experience near Back Bay

Located on the border of Back Bay and South End, Staypineapple Boston offers a central location within walking distance of historical sites, restaurants, and Fenway Park. The hotel features The Naked Experience, which includes European-style duvets, cozy robes, and oversized towels. Guests have access to high-speed Wi-Fi, designer bath products, and in-room Keurig coffee makers. The Trophy Room bar serves cocktails like the Trophy Wife (vodka with passion fruit and elderflower) and is open until 2am daily. The adjacent Berkeley Perk Café provides breakfast options like omelets and tacos. The hotel is steps from the SoWa Open Market and SoWa First Fridays art market.

Additional perks of the hotel

Free lobby coffee and pineapple treats in the afternoon

Complimentary use of yellow beach cruiser bikes

Reusable PATH water bottles with refill stations in the lobby

Dog-friendly accommodations with Pineapple Pup Package available

24-hour front desk service and streaming-capable HDTVs in rooms

Rooms

All rooms include plush pillow-top beds with European-style double duvets, high-speed Wi-Fi, and designer bath products. The Back Bay King features a king-size bed and walk-in shower. The South End Corner King offers additional natural light and partial city views. Rooms are equipped with 50-inch HDTVs with streaming capability, iPod docking stations, and work desks. Charging points are integrated into bedside tables with crystal lamps.

Other conveniences

Marble-tiled bathrooms with walk-in showers

Signature lightweight robes

Unlimited in-room Keurig coffee and tea service

Ironing facilities and air conditioning

Flat-screen TVs with streaming services

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Choose Your Room

Our listed hotels offer a variety of room types—double rooms, family suites, or deluxe options—all with features like breakfast, flexible cancellation policies, 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

Room Rates & Availability Tracker

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Transportation Tips

Transportation Options

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

Thoughtful hotel amenities for a comfortable 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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Hotel 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