Staypineapple A Delightful Hotel South End

26 Chandler Street
Boston, MA 02116, US
8.4 Rating | 3-Star Hotel |
Pet guests are welcome at Staypineapple A Delightful Hotel South End. The number of pets allowed is 2. **In common areas, pets must be on leash or in carrier.

Reserve a room

About This Property

Located in Boston's historic South End, this European-style boutique hotel offers modern guest rooms with free WiFi. Staypineapple, South End is within walking distance to many popular restaurants and attractions. Every room at The Staypineapple, South End features a flat-screen TV and iPod docking station. The private bathroom includes a walk-in marble shower. A work desk and telephone with access to the 24-hour front desk are provided for guest convenience. Only steps from the completely nonsmoking property are some of the city's most famous sites. The scenic Back Bay area, as well as the unique shops and gourmet restaurants of Newbury Street are within 10 minutes' walk.

Room Types

Deluxe King (refundable)

Deluxe King
  • Deluxe King
  • Sleeps up to 2
  • Free cancellation
$2,780.18 total
for INF rooms
includes taxes & fees

Room Details

The room rates listed are for double occupancy per room unless otherwise stated and exclude tax recovery charges and service fees.

Check in / Check out

Check in time: 4:00PM
Check out time: 12:00PM

Features and Amenities

  • 24-Hour Front Desk
  • Air Conditioning
  • Air Conditioning In Public Area
  • Alarm Clock
  • Arabic
  • Audible Alarm
  • Bar
  • Bathrobes
  • Bicycle Rental (charges May Apply)
  • Cashless Payment Available
  • Cleaning Products Available
  • Coffee/tea Maker
  • Complimentary Drinking Water
  • Concierge Services
  • Daily Disinfection
  • Daily Housekeeping
  • Desk/workspace Available
  • Elevator
  • English
  • Fire Extinguishers
  • First Aid Kit Available
  • Food Delivery
  • Free Face Masks
  • Free Wi-Fi
  • French
  • Golf Course
  • Guests Can Opt-out Of Daily Cleaning Service
  • Hair Dryer
  • Hand Sanitizer In Guest Accommodation And Key Areas
  • Heating
  • Heating In Public Area
  • Invoices
  • Ironing Amenities
  • Kitchenware
  • Laundry Services
  • Luggage Storage & Lockers
  • Non-Smoking Rooms Available
  • Non-smoking Property
  • Off-Site Parking
  • Pets Allowed (charges May Apply)
  • Restaurant(s)
  • Separate Shower/bathtub
  • Slippers
  • Smoke Alarms
  • Spa Services
  • Spanish
  • Staff Trained In Safety Protocol
  • Sterilizing Equipment
  • TV & Movies/Shows
  • Taxi Service
  • Telephone
  • Ticket Services
  • Toiletries Provided
  • Tour Services

Recent Reviews

Laura young couple July 17, 2024
Positives: I loved it. Super confortable and clean. Amenities were awesome. The room was fabulous.
Negatives: N/A
Will stay there again!
Lili young couple July 17, 2024
Lyutha young couple July 16, 2024
Beatrice family with young children July 15, 2024
Positives: Location is great, staff is super nice and the bar/restaurant on the ground floor has some nice options
Negatives: The rooms are very tiny
Small but well located
Ryann solo traveller July 15, 2024
Positives: Great location and wonderful staff!
Negatives: Would have liked an earlier check in, but they were so wonderful!
Looking to book again!
Agata young couple July 14, 2024
Olivia young couple July 11, 2024
Positives: The location was great and within walking distance of the subway station. The beds were comfy, rooms had air conditioning and the staff were friendly, also there is a lively bar in the hotel called the Trophy Room.
Negatives: We stayed on the 8th floor and unfortunately there were fairly loud noises from the plumbing throughout the night. We asked the staff and this is because the building is from the early 20th century and has water piping between every other room. We slept ok in the end, but I do not recommend if you are a light sleeper (or just bring ear plugs). The interior decor wasn't quite to my taste but it was newly renovated and clean so no complaints here.
Great location and comfy beds.
Bill group July 8, 2024
Positives: Nice quiet neighborhood, clean comfortable digs, great amenities!
Fantastic, would return for certain!
Lynnea solo traveller July 7, 2024
Positives: Clean space, comfy bed, good location for exploring downtown Boston and also a quick trip to the airport. Front desk staff were friendly.
Negatives: Wish it had a mini-fridge. Also, the doors closed noisily so other guests’ comings and goings woke me up. The resort fee is steep for what you get, especially if you don’t want the free drink; I’d rather have a gym or something (or not have that fee).
Decent option for visiting Boston
Riel young couple July 6, 2024
Positives: Everything was great
Negatives: There wasn't anything I did not like. Everything was great
Elizabeth with friends July 6, 2024
Valerie young couple July 5, 2024
Positives: The front desk staff and bar employees were very friendly.
Negatives: There was zero closet space and only a few dressers under the bed. The bed was very large and I think the decision to have a long sized bed took away a lot of storage space. In addition, the bathroom sink was tiny and hardly any shelf space.
It was a cute boutique...
Alberro family with young children July 4, 2024
Positives: I like the location . Nice areas, close to restaurants and in a good ambience. Rashawn, a staff member, is awesome. He makes you feel very comfortable. He provides excelent tips about places to go and see or eat.
Negatives: The facilities were not according to our expectations. The information on the web was nostalgia accurate.
Brian solo traveller July 4, 2024
Positives: The vibe
Negatives: Sq ft
Great tims
Anne young couple July 4, 2024
Note: It is the responsibility of the hotel chain and/or the individual property to ensure the accuracy of the photos displayed. is not responsible for any inaccuracies in the photos.


Enjoy exclusive deals!
Get tips. Stay informed.


We Give Back! Your hotel booking directly supports pets in need through our PAWS animal welfare initiative.

Pet Perks! When you book with TripsWithPets, your furkid gets a complimentary perk. Because every pet deserves a treat!

We Care! Get personalized assistance finding a hotel that checks all the boxes -- from real people in the USA.