Staypineapple a Delightful Hotel South End

26 Chandler St, Boston, MA 02116 US

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3.0 Star Property Near Copley Square

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Average

3.0/5

Based on 1600 guest reviews

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Smoke-free property
Free bicycles on site

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12/17/2025 - 12/18/2025

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9 bookings in the last 48 hours

Standard prices by room type for the next 60 days

Rates shown are nightly rates before taxes and do not necessarily reflect all discounts available. The chart provides the cheapest public rates available by room type.

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Staypineapple a Delightful Hotel South End

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Property Description

With a stay at Staypineapple, A Delightful Hotel, South End, you'll be centrally located in Boston, a 9-minute walk from Copley Square and 13 minutes by foot from Boston Common. This boutique hotel is 1.7 mi (2.7 km) from New England Aquarium and 1.9 mi (3.1 km) from TD Garden.

Enjoy a satisfying meal at Trophy Room serving guests of Staypineapple, A Delightful Hotel, South End. Quench your thirst with your favorite drink at the bar/lounge.

Make yourself at home in one of the 56 guestrooms featuring iPod docking stations and flat-screen televisions. Your pillowtop bed comes with down comforters and premium bedding. Satellite television is provided for your entertainment. Private bathrooms with showers feature designer toiletries and hair dryers.

Distances are displayed to the nearest 0.1 mile and kilometer.

Copley Place - 0.6 km / 0.3 mi
Boylston Street - 0.6 km / 0.4 mi
Charles Playhouse - 0.6 km / 0.4 mi
Carson Beach - 0.7 km / 0.4 mi
Boston Public Garden - 0.7 km / 0.4 mi
Newbury Street - 0.7 km / 0.4 mi
Boch Center - 0.8 km / 0.5 mi
Copley Square - 0.8 km / 0.5 mi
Tufts Medical Center - 0.8 km / 0.5 mi
Commonwealth Avenue Mall - 0.8 km / 0.5 mi
Wilbur Theatre - 0.8 km / 0.5 mi
Emerson College - 0.9 km / 0.6 mi
The Shops at Prudential Center - 0.9 km / 0.6 mi
Boston Public Library - 1 km / 0.6 mi
Boston Marathon Finish Line - 1 km / 0.6 mi

The nearest airports are:
Boston, MA (BNH-Boston Harbor Seaplane Base) - 8.5 km / 5.3 mi
Logan International Airport (BOS) - 7.3 km / 4.5 mi
Norwood, MA (OWD-Norwood Memorial) - 40.6 km / 25.2 mi
Bedford, MA (BED-Laurence G. Hanscom Field) - 36.3 km / 22.6 mi
Beverly, MA (BVY-Beverly Municipal) - 38.4 km / 23.9 mi

Featured amenities include a 24-hour front desk, multilingual staff, and luggage storage.

This smoke-free hotel features complimentary bicycles on site.

Amenities / Features

Check In: 4:00 PM
Check Out: 12:00 PM
Minimum age of oldest guest: 18
Wheelchair accessible (may have limitations)
Food and water bowls
Wheelchair-accessible concierge desk
Luggage storage
Multilingual staff
24-hour front desk
Wheelchair-accessible registration desk
Number of bars/lounges - 1
Number of restaurants - 1

Year Built - 1900
Number of buildings/towers - 1
Total number of rooms - 56
Number of floors - 8

Property does not require health documentation at check-in
Professional property host/manager
LGBTQIA+ friendly
No cribs (infant beds) available
No rollaway/extra beds available
Property does not offer onsite COVID-19 testing

Housekeeping on request
Smoke-free property
Coffee/tea in common areas
Tours/ticket assistance
Elevator
Free bicycles on site
Wheelchair accessible path of travel
Concierge services

Airport & Shuttle Information

The Boston Logan Int'l Airport is approximately 3.5 miles from the hotel with the option to take the ferry across the bay or they can travel by transit fro 4.1 miles to the hotel.

Airport Shuttle? Sorry, no airport shuttle available.

Breakfast Information

PINEAPPLE QUICK BITES & BEVVIES: Salty, sweet, or savory? Luckily you won’t need to choose, because we offer a variety of snacks, beer, wine, and other refreshments for purchase. Simply ask an Everything Person at the front desk for assistance.

Pet Friendly?

Service animals complying with ADA Title lll regulations are allowed.

Maximum number of pets per room 2

Service animals are allowed

Service animals are exempt from fees/restrictions

Only dogs are allowed

Pets allowed

We're not just dog friendly, we're dog obsessed ($29.95 Per night fee applies).

Parking Info

Cobblestone. Hundreds of quirky little side streets. Tight parking spots. The best choice is to take the train or rideshare, but if you choose to drive, we’re happy to recommend a garage a few blocks away.

Internet / WiFI

High-speed wireless Internet access on unlimited devices, so go ahead and use your computer, phone, and tablet anytime - all the time.

Misc Fees / Policies

Pet fee: USD 29.95 per pet, per night
Service animals are exempt from fees

The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change.

You'll be asked to pay the following charges at the property. Fees may include applicable taxes:

Resort fee: USD 29.06 per accommodation, per night

The resort fee includes:

Additional inclusions
In-room bottled water
In-room coffee
Internet access
Sporting facilities or equipment

We have included all charges provided to us by the property.

The property allows pets in specific rooms only and has other pet restrictions (surcharges apply and can be found in the Fees section). Guests can arrange to bring pets by contacting the property directly, using the contact information on the booking confirmation.
Cashless payment methods are available for all transactions.
Contactless check-out is available.
This property welcomes guests of all sexual orientations and gender identities (LGBTQ+ friendly).

Cleaning Policies

We go to great lengths to provide a clean and safe environment for our guests. Our daily cleaning protocols and hospital-grade cleaning products enable our guests to feel at home and have confidence in the cleaning and sanitation of our hotels.Housekeeping service is provided every other day following the 2nd night of your stay.

Contactless check-out is available

Cashless transactions are available