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Check-in
27Oct2025Select date
Check-out
28Oct2025Select date
Rooms and Guests2 Guests, 1 Room
Key details

Hotel overview and key features

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

Staypineapple, A Delightful Hotel, South End is a 4-star hotel located 2 miles from Logan International Airport, with easy access via MA-1A South and MA-3 N. The property sits on the border of Back Bay and South End, 1804.5 ft from Arlington Station and 1312.3 ft from Back Bay. Nearby attractions include Trinity Church (0.5 miles), Copley Square (0.5 miles), and Fenway Park (1 miles).

Comfortable & Stylish Rooms

Each room at Staypineapple Boston features plush pillow-top beds with European-style double duvets, high-speed Wi-Fi, and designer bath products. The Naked Experience includes cloud-like individual duvets, cozy robes, and large towels. Select rooms, such as the South End Corner King, offer added quiet and city views.

On-Site Dining Options

The Trophy Room serves American cuisine with brunch, dinner, and late-night cocktails, including the signature Trophy Wife vodka drink. The adjacent Berkeley Perk Café offers breakfast tacos and omelets. Both venues feature locally sourced ingredients and craft beverages.

Local Attractions & Activities

Guests can explore the SoWa Open Market for vintage wares or attend SoWa First Fridays art events. The hotel provides yellow beach cruisers for city rides. The bar stays open until 2am, offering a lively spot for cocktails and trivia nights.

Convenient Guest Services

Staypineapple, A Delightful Hotel offers high-speed Wi-Fi, streaming-capable HDTVs, and reusable PATH water bottles. The lobby includes a Water Bar for refills and a Quick Bites & Bevvies cooler. Group services are available for customized event planning.

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Choose your ideal room style

Choose from family rooms, suites, flexible cancellation & more
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

Prices and Availability

Check availability and prices for your travel dates right now!

Getting around

Transportation options available

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

Stay relaxed and refreshed just minutes from the airport

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 info

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
27Oct2025Select date
Check-out
28Oct2025Select date
Rooms and Guests2 Guests, 1 Room