Hotel Staypineapple, A Delightful Hotel, South End
Staypineapple, A Delightful Hotel, South End Boston
Staypineapple, A Delightful Hotel, South End 4* Boston
Staypineapple, A Delightful Hotel, South End Hotel Boston
Staypineapple, A Delightful Hotel, South End Hotel 4*
Hotel Staypineapple, A Delightful Hotel, South End 4*
Hotel Staypineapple, A Delightful Hotel, South End Boston
Staypineapple, A Delightful Hotel, South End 4*
Staypineapple, A Delightful Hotel, South End Boston
Staypineapple, A Delightful Hotel, South End 4*
Staypineapple, A Delightful Hotel, South End Hotel 4*
Staypineapple, A Delightful Hotel, South End 4* Boston
Staypineapple, A Delightful Hotel, South End 4* Boston
Staypineapple, A Delightful Hotel, South End Hotel 4*
Staypineapple, A Delightful Hotel, South End Boston
Staypineapple, A Delightful Hotel, South End Hotel
Hotel Staypineapple, A Delightful Hotel, South End Boston
Staypineapple, A Delightful Hotel, South End Hotel
Hotel Staypineapple, A Delightful Hotel, South End 4*
Staypineapple, A Delightful Hotel, South End
Hotel Staypineapple, A Delightful Hotel, South End Boston
Staypineapple, A Delightful Hotel, South End Hotel 4*
Staypineapple, A Delightful Hotel, South End 4*
Staypineapple, A Delightful Hotel, South End
Hotel Staypineapple, A Delightful Hotel, South End 4*
Staypineapple, A Delightful Hotel, South End Hotel Boston
Staypineapple, A Delightful Hotel, South End Boston
Staypineapple, A Delightful Hotel, South End Hotel 4*
Staypineapple, A Delightful Hotel, South End Hotel Boston
Staypineapple, A Delightful Hotel, South End Hotel 4*
Staypineapple, A Delightful Hotel, South End Boston
Staypineapple, A Delightful Hotel, South End Boston
Staypineapple, A Delightful Hotel, South End Hotel
Staypineapple, A Delightful Hotel, South End
Staypineapple, A Delightful Hotel, South End Hotel
Hotel Staypineapple, A Delightful Hotel, South End
Staypineapple, A Delightful Hotel, South End Hotel 4*
Hotel Staypineapple, A Delightful Hotel, South End Boston
Hotel Staypineapple, A Delightful Hotel, South End
Staypineapple, A Delightful Hotel, South End
Hotel Staypineapple, A Delightful Hotel, South End Boston
Staypineapple, A Delightful Hotel, South End Hotel
Staypineapple, A Delightful Hotel, South End Hotel Boston
Hotel Staypineapple, A Delightful Hotel, South End Boston
Staypineapple, A Delightful Hotel, South End 4*
Hotel Staypineapple, A Delightful Hotel, South End 4*
Staypineapple, A Delightful Hotel, South End
Staypineapple, A Delightful Hotel, South End Boston
Hotel Staypineapple, A Delightful Hotel, South End Boston
Staypineapple, A Delightful Hotel, South End Hotel 4*
Staypineapple, A Delightful Hotel, South End Hotel 4*
Staypineapple, A Delightful Hotel, South End Boston
Hotel Staypineapple, A Delightful Hotel, South End Boston
Staypineapple, A Delightful Hotel, South End Hotel 4*
Staypineapple, A Delightful Hotel, South End Hotel 4*
Hotel Staypineapple, A Delightful Hotel, South End 4*
Hotel Staypineapple, A Delightful Hotel, South End Boston
Staypineapple, A Delightful Hotel, South End Hotel Boston
Staypineapple, A Delightful Hotel, South End
Staypineapple, A Delightful Hotel, South End 4*
Hotel Staypineapple, A Delightful Hotel, South End
Staypineapple, A Delightful Hotel, South End Hotel
Staypineapple, A Delightful Hotel, South End Hotel Boston
Hotel Staypineapple, A Delightful Hotel, South End Boston
Hotel Staypineapple, A Delightful Hotel, South End
Staypineapple, A Delightful Hotel, South End 4*
Hotel Staypineapple, A Delightful Hotel, South End 4*
Hotel Staypineapple, A Delightful Hotel, South End
Staypineapple, A Delightful Hotel, South End Hotel 4*
Staypineapple, A Delightful Hotel, South End
Staypineapple, A Delightful Hotel, South End Hotel Boston
Staypineapple, A Delightful Hotel, South End 4* Boston
Hotel Staypineapple, A Delightful Hotel, South End
Hotel Staypineapple, A Delightful Hotel, South End Boston
Staypineapple, A Delightful Hotel, South End Hotel 4*
Staypineapple, A Delightful Hotel, South End Hotel
Hotel Staypineapple, A Delightful Hotel, South End Boston
Staypineapple, A Delightful Hotel, South End 4*
Staypineapple, A Delightful Hotel, South End Hotel
Hotel Staypineapple, A Delightful Hotel, South End
Staypineapple, A Delightful Hotel, South End Hotel
Staypineapple, A Delightful Hotel, South End
Hotel Staypineapple, A Delightful Hotel, South End
Staypineapple, A Delightful Hotel, South End 4*
Staypineapple, A Delightful Hotel, South End Hotel 4*
Hotel Staypineapple, A Delightful Hotel, South End 4*
Staypineapple, A Delightful Hotel, South End Hotel Boston
Staypineapple, A Delightful Hotel, South End 4*
Staypineapple, A Delightful Hotel, South End Boston
Staypineapple, A Delightful Hotel, South End Hotel
Staypineapple, A Delightful Hotel, South End
Staypineapple, A Delightful Hotel, South End 4*
Staypineapple, A Delightful Hotel, South End Hotel 4*
Hotel Staypineapple, A Delightful Hotel, South End Boston
Staypineapple, A Delightful Hotel, South End Hotel 4*
Staypineapple, A Delightful Hotel, South End Hotel 4*
Staypineapple, A Delightful Hotel, South End Hotel 4*
Staypineapple, A Delightful Hotel, South End
Staypineapple, A Delightful Hotel, South End Hotel 4*
Staypineapple, A Delightful Hotel, South End 4* Boston
1 / 100

Staypineapple, A Delightful Hotel, South End Boston

ex. Chandler Inn Hotel
Boston, United States View on map
8.5 Fabulous Based on 835 reviews
Editor's Pick

"Bicycles sit in the lobby for guest use alongside a station offering sparkling, still, hot, or cold water. Rooms feature individual duvets and signature robes. Squarely aimed at active city explorers, much less at those requiring space."

Grady Sullivan
Travel & Hospitality Writer · May 2026
From US$ 115 US$ 97 per night
Save 15%
Check-in
15 Sept 2026
Check-out
16 Sept 2026
Guests
2 guests

Adults:

2

Children:

0
  • Free cancellation
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  • No booking fees
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Why guests choose Staypineapple, A Delightful Hotel, South End

  • Complimentary Bikes
    Cruiser rentals included
  • Trophy Room
    All-American menu & cocktails
  • Pet-Friendly
    Dog beds & treats
  • European Duvets
    Two twin comforters per bed
  • Afternoon Delights
    Pineapple treats & local coffee
  • Water Bar
    Complimentary bottle refills
Staypineapple, A Delightful Hotel, South End 1 / 100

Overview

Featuring a shared lounge and various recreational opportunities, the comfortable 4-star Staypineapple, A Delightful Hotel, South End Boston is situated 5 minutes by foot from the graceful Arlington Street Church. Boasting a location within reach of the upscale enclosed Copley Place Shopping Mall, this boutique hotel offers 56 rooms and a coffee bar onsite.

New England Aquarium is 1.4 miles from the hotel, while North End is 1.5 miles away. Quincy Market is also located a 25-minute walk from the Staypineapple, A Delightful Hotel, South End. This accommodation allows you to enjoy such natural sights as The Lagoon 0.5 miles away. The Boston hotel also provides access to such sports attractions as the baseball stadium "Fenway Park", which is 30 minutes' walk away. Staypineapple, A Delightful Hotel, South End is situated 0.3 miles from Back Bay Sta - Inbound bus stop and in close proximity to Back Bay subway station.

The rooms include an ironing set, along with such modern comforts as a flat-screen TV with satellite channels.

This property offers a made-to-order breakfast daily. Billy's Sub Shop is fairly close to the Staypineapple, A Delightful Hotel, South End Boston.

  • Check-in
    from 16:00 until 23:59
  • Check-out
    until 12:00
  • Hotel class
    4 stars
Staypineapple, A Delightful Hotel, South End
Our tips

Should you book Staypineapple, A Delightful Hotel, South End?

By Grady Sullivan, Travel & Hospitality Writer.

Perfect if you
  • Want pet-friendly amenities - the hotel provides dog beds and treat options for your furry companion.
  • Enjoy social events - the hotel hosts lively activities like drag shows at its on-site bar.
Maybe skip if you
  • Need free on-site parking - the hotel has limited paid parking options common in urban Boston.
Best for
  • Complimentary cruiser bicycles for exploring Boston

Facilities of Staypineapple

Main
  • No smoking on site
  • Wi-Fi
  • 24-hour reception
  • Pets allowed
  • Luggage storage
  • Lift
  • Smoke detectors
  • Fire extinguishers
  • Key card access
Dining
  • Restaurant
  • Bar/ Lounge area
Staypineapple Guest Services
  • Pet amenities available
  • Housekeeping
Room Comforts
  • Air conditioning
  • Heating
  • Tea and coffee facilities
  • Ironing facilities
  • Flat-screen TV

Policies

Staypineapple, A Delightful Hotel, South End applies these conditions to all bookings.
Check-in / Check-out
Check-in
from 16:00 until 23:59
Check-out
until 12:00
Important info
  • Children and extra beds
  • There are no cribs provided in a room.

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Check-in
15 Sept 2026
Check-out
16 Sept 2026
Guests
2 guests

Adults:

2

Children:

0
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