Skip to content
PawFriendly Stays

Staypineapple, A Delightful Hotel, South End

★★★★ 26 Chandler Street, Boston, US

8.5 guest rating· 1638 reviews

Travelling with a dog

Dogs are welcome at Staypineapple, A Delightful Hotel, South End; it lists pets-allowed in its own facility data.

On top of the basics it offers Pet bowls and Pet basket.

About this hotel

Charming European-Style Boutique Hotel in Boston's South End

Modern Amenities : Each room at Staypineapple, South End boasts a flat-screen TV, iPod docking station, and a luxurious walk-in marble shower in the private bathroom.

Convenient Services : Guests can enjoy free WiFi, a work desk, and a direct line to the 24-hour front desk for any needs that may arise during their stay.

Prime Location : Situated in the historic South End, the hotel is just a short stroll away from renowned restaurants and attractions, including the vibrant Back Bay area and upscale shops on Newbury Street.

Ready to experience the perfect blend of comfort and sophistication? Book your stay at Staypineapple, South End now!

These prices drop 10% for members

Membership is free and takes one email address. No password, and the prices on this page update straight away.

Price drops on hotels you save, plus our price research. One click to stop.Already a member? Sign in

Rooms & rates

Back Bay King

Sleeps 2 · 18 m² · Extra-large double bed (Super-king size)

  • Coffee/tea maker
  • Coffee machine
  • Shower
  • TV
  • Hair dryer

South End Corner King

Sleeps 2 · 18 m² · Extra-large double bed (Super-king size)

  • Coffee/tea maker
  • Coffee machine
  • Shower
  • Hair dryer
  • Bottle of water

Amenities

  • Free WiFi
  • Restaurant
  • Bar
  • Air conditioning
  • Pets allowed
  • Pet basket
  • Pet bowls
  • 24-hour front desk
  • Non-smoking rooms
  • Non-smoking throughout
  • Cashless payment available
  • Cleaning standards that are effective against Coronavirus
  • Concierge service
  • Daily housekeeping
Show all 29 amenities
  • Face masks for guests available
  • Fire extinguishers
  • First aid kit available
  • Guest rooms disinfected between stays
  • Guests can opt-out any cleaning services during stay
  • Hand sanitizer in guest room and key areas
  • Heating
  • Invoice provided
  • Key card access
  • Laundry washed per local authority guidelines
  • Lift / Elevator
  • Luggage storage
  • Sanitized tableware & silverware
  • Smoke alarms
  • Staff adhere to local safety protocols

Location

What guests say8.51638 reviews

+ Friendly staff+ Clean rooms+ Great location+ Fun amenities− Noise issues− Small room sizes− Limited storage space
Cleanliness8.1
Service9.1
Location8.7
Room Quality7.6
Amenities8.6
Value for Money9.1

Pretty darn good

8.0

Convenient locations to places to eat that we can walk to

− Kind of pricey very small room nowhere to put things that you have food to keep cold no breakfast on the weekdays and went to have dinner downstairs and got no response. We waited for seven minutes.

Cathleen · US · 2026-10-15

Very overprized

7.0

Location

− Reported a faulty safe; staff said they would get it fixed. It was never fixed, nor any confirmation that was it wasn't fixable or any other reason.

Lisa · HK · 2026-10-09

Quite enjoyable.

8.0

the Staff, the concept, the comfort for us and our dog and the location

− priced a bit high

janet and james · US · 2026-10-08

נהדר

10.0

מיקום צוות עיצוב מיטה נוחה

Ilay · IL · 2026-10-08

PawFriendly Stays · questions

Does Staypineapple, A Delightful Hotel, South End allow dogs?
Yes, Staypineapple, A Delightful Hotel, South End is flagged pet-friendly in its listing. Fees and size limits are set by the hotel; ask at booking if they aren't shown.

Good to know

Please note, guest must be a minimum of 18 years of age to check in.

Please note that, Reservations for 10 rooms or more need to be contracted as a Group with the hotel directly. Guests are required to show a photo ID and credit card upon check-in. Please note that all Special Requests are subject to availability and additional charges may apply.

A deposit may be required at the property.