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Check-in
23Oct2025Select date
Check-out
24Oct2025Select date
Rooms and Guests2 Guests, 1 Room
Key details

Hotel Details

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

Staypineapple, A Delightful Hotel, South End - A boutique Boston hotel with European-style bedding, on-site dining, and arts district location

Located in the charming South End neighborhood, this 4-star Boston hotel features The Naked Experience bedding system with cloud-like European-style individual duvets and plush pillow-top mattresses. The Trophy Room restaurant and bar serves American classics until 2 AM, offering signature cocktails like the Trophy Wife with passion fruit and elderflower-laced vodka. Each room comes equipped with a flat-screen TV, iPod docking station, Keurig coffee maker, and designer bath products. Staypineapple provides complimentary bikes for city exploration and hosts daily afternoon treats with coffee in the lobby. The Berkeley Perk Café serves breakfast items including tacos and omelets. The property features genuine vintage elements like the original black painted iron staircase. Staypineapple, A Delightful Hotel sits on the border of Back Bay and South End, within walking distance to the Freedom Trail and a direct train connection to Fenway Park.

Pros

Daily complimentary afternoon treats and coffee service from 3:30 PM to 6:30 PM

The Water Bar offers unlimited cold, hot, still, and sparkling water refills

Access to the summer-to-December SoWa Open Market and monthly SoWa First Fridays art market

Corner rooms feature additional natural light and partial city views

Cons

1 mile distance to New England Aquarium and Faneuil Hall Marketplace

Limited on-site breakfast options with only café service available

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Select room type

Choose from double rooms, family suites, and premium stays. Enjoy breakfast, flexible cancellations, 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

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Getting around

Discover available transportation options for smooth travel around the city

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

Hotel has comfortable rooms, premium services, and a prime downtown location

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
23Oct2025Select date
Check-out
24Oct2025Select date
Rooms and Guests2 Guests, 1 Room