Save up to 10%
by booking directly
compared to Booking.com
Check rooms and rates
From97US$ /night
Check-in
10Nov2025Select date
Check-out
11Nov2025Select date
Rooms and Guests2 Guests, 1 Room
Key details

Hotel Overview and Details

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

Staypineapple, A Delightful Hotel, South End - Modern hotel near Back Bay

Located in Boston's South End neighborhood, this award-winning hotel is just steps from Back Bay and 5 minutes' walk from Arlington Station. The Trophy Room bar and restaurant is open until 2am every night, serving cocktails like the Trophy Wife (passion fruit and elderflower laced vodka). The hotel is 3 km from Beacon Street and offers quick access to the Freedom Trail, Boston's historical sites, shops, and restaurants. The property features lovely big windows in the lobby, a seating nook, and the original black painted iron staircase. Help-yourself coffee is available in the lobby, along with bright yellow bikes for guests' use.

Additional perks of the hotel

Afternoon Delights service with coffee and signature pineapple treats from 3:30pm-6:30pm

The adjacent Berkeley Perk Café serves breakfast tacos and omelettes

Trophy Room restaurant offers avocado toast with braised tomatoes and goat cheese

Quick Bites & Bevvies cooler available throughout the day

Summer-to-December SoWa Open Market nearby with artist and vintage wares

SoWa First Fridays art market held on the first Friday of every month

Water Bar in lobby for water bottle refills with cold, hot, still or sparkling water

24-hour front desk access

Hotel Rooms

Every room features plush pillow top beds topped with European style double duvets, part of the Naked Experience that includes cozy robes and large towels. The Back Bay King room accommodates 2 people with a king bed and spacious walk-in shower. The South End Corner King room offers more natural light with two windows and partial city views. All rooms include a flat-screen TV with streaming capability, iPod docking station, and work desk with telephone.

Other conveniences

High-speed Wi-Fi on unlimited devices

In-room Keurig with coffee and tea options

50-inch HDTVs with streaming services

Reusable PATH water bottle pre-filled with purified water

Marble tiled bathrooms

Yellow bedside shelf tables with charging points

Designer bath products

Hair dryer

Ironing facilities

Heating and air conditioning

View all

Choose Your Room Category

The hotel offers a range of accommodations including doubles, family rooms, and suites—plus breakfast, free cancellation, and special rates.
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
Bay view
Shower
Coffee machine

Room Availability and Pricing Calendar

Find available rooms and check today's best prices!

Navigating city

Available Transport Modes List

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

This hotel provides premium amenities for a memorable and relaxed 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
Show more

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
Want Access to Early Bird Booking Discounts?
Unlock Exclusive Savings Instantly!
Check Rates

Next best alternative

Consider them for your next trip.

Inspiration for future getaways

Good Hotel alternatives
Check-in
10Nov2025Select date
Check-out
11Nov2025Select date
Rooms and Guests2 Guests, 1 Room