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up to 10%
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From97US$ /night
Check-in
15May2025Select date
Check-out
16May2025Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

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

Staypineapple, A Delightful Hotel, South End - A boutique 4-star hotel with European-style bedding, Trophy Room bar, and South End dining access

Located in the charming South End neighborhood bordering Back Bay, this 4-star Boston hotel features the signature Naked Experience with European-style individual duvets and plush pillow-top beds. Each room at Staypineapple comes equipped with a flat-screen TV with streaming capability, high-speed Wi-Fi, designer bath products, and a Keurig coffee maker. The Trophy Room bar serves American classics and creative cocktails until 2 AM, while the adjacent Berkeley Perk Café offers breakfast tacos and omelets. The lobby provides complimentary afternoon coffee service and signature pineapple treats from 3:30-6:30 PM. Yellow beach cruiser bikes are available for guest use. Staypineapple, A Delightful Hotel positions visitors within walking distance to Arlington Station, Copley Square, and Trinity Church, with direct train access to Fenway Park.

Staypineapple, A Delightful Hotel, South End: Pros

- Historic building features original black painted iron staircase - Vintage-style windows flood rooms with natural light - Walking distance to SoWa Open Market and First Friday art events - Trophy Wife signature cocktail blends passion fruit and elderflower with vodka

Staypineapple, A Delightful Hotel, South End: Cons

- 1 mile distance to Faneuil Hall Marketplace and New England Aquarium - Limited parking options in the South End area

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Select your room type

Cozy rooms, spacious suites, and family-friendly homes, all with flexible cancellation policies & special deals
Corner King Room
Max:
2 persons
195 sq. feet 
Bed options:
1 King Size Bed
Shower
Coffee machine
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Deluxe King Room
Max:
2 persons
195 sq. feet 
Bed options:
1 King Size Bed
Shower
Coffee machine
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Price and room availability calendar

Check availability and rates for your selected dates!

Getting around

Easily find local transportation options to help you explore

City Center
Boston 1.0 mi
Airports
Logan (BOS) 5.3 mi
Worcester Regional (ORH) 47.7 mi
Train
Boston South Station4600 ft
Metro stations
Back Bay1400 ft
Bus
Bus stop400 ft

Facilities

Enjoy premium amenities for a relaxing stay with your pet

General

  • No smoking on site
  • Wi-Fi
  • No parking
  • 24-hour reception
  • Pets allowed
  • Baggage storage
  • Elevator
  • 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 of America, 02116
Map view
26 Chandler St, Boston, Massachusetts, United States of America, 02116
Nearby
Boston Public Garden Facing the Arlington Street Entrance
George Washington Statue
1400 ft
Arlington Street Boston Public Garden
Ether Monument
1400 ft
Church
Arlington Street Church
1400 ft
Restaurants
The Trophy Room
0 ft
26 Chandler Street
Wink & Nod
500 ft
3 Appleton St
Masa
600 ft
439 Tremont Street
Cosmica
600 ft
40 Berkeley St Located in the Revolution Hotel
Bootleg Special
700 ft
400 Tremont St
Club Cafe
1000 ft
209 Columbus Ave
Flour Bakery & Cafe
1300 ft
131 Clarendon St
Barcelona Wine Bar
1100 ft
525 Tremont Street
Citrus & Salt
900 ft
142 Berkeley St
The Beehive
1300 ft
541 Tremont St
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Check-in
15May2025Select date
Check-out
16May2025Select date
Rooms and Guests2 Guests, 1 Room