Staypineapple, A Delightful Hotel, South End

Photo gallery for Staypineapple, A Delightful Hotel, South End

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Premium bedding, down comforters, pillowtop beds, desk
Premium bedding, down comforters, pillowtop beds, desk
Premium bedding, down comforters, pillowtop beds, desk
Premium bedding, down comforters, pillowtop beds, desk

Overview of Staypineapple, A Delightful Hotel, South End

Staypineapple, A Delightful Hotel, South End

3 out of 5

4.2/5 Very Good

Guests rated this property 4.5/5 for cleanliness.

Popular amenities

  • Free WiFi
  • Pet friendly
  • Air conditioning
  • Restaurant
  • Bar
  • Laundry
26 Chandler St, Boston, MA, 02116

Explore the area

  • Popular LocationCopley Square8 min walk
  • Popular LocationThe Freedom Trail15 min walk
  • Popular LocationBoston Common15 min walk
  • AirportBoston, MA (BOS-Logan Intl.)7 min drive

Choose dates to view prices

About this area


Staypineapple, A Delightful Hotel, South End is located in South End, a neighborhood in Boston, and is in the city center and near the airport. The Freedom Trail and Faneuil Hall Marketplace are notable landmarks, and travelers looking to shop may want to visit Newbury Street and Harvard Square. New England Aquarium and Museum of Science are not to be missed.

What's nearby

  • Copley Square - 8 min walk
  • Tufts Medical Center - 10 min walk
  • Copley Place - 10 min walk
  • The Freedom Trail - 15 min walk
  • Boston Common - 15 min walk

Getting around

  • Back Bay Station - 6 min walk
  • Arlington Station - 8 min walk
  • Logan International Airport (BOS) - 7 min drive


  • Trophy Room — 1 min walk
  • DeLux — 2 min walk
  • Grill 23 & Bar — 4 min walk
  • Barcelona Wine Bar — 4 min walk
  • The Friendly Toast — 4 min walk

About this property

Staypineapple, A Delightful Hotel, South End

3-star Boston hotel in South End, walk to Newbury Street
This smoke-free hotel features a restaurant, a bar/lounge, and coffee/tea in a common area. WiFi in public areas is free. Additionally, free use of bicycles, concierge services, and dry cleaning are onsite. All 56 rooms offer comforts like pillowtop beds and premium bedding, plus free WiFi and flat-screen TVs with satellite channels. Guests will also find iPod docks, coffee makers, and down comforters. Housekeeping is available on request.
Staypineapple, A Delightful Hotel, South End offers 56 accommodations with iPod docking stations and complimentary bottled water. Pillowtop beds feature down comforters and premium bedding. 50-inch flat-screen televisions come with satellite channels. Bathrooms include showers, bathrobes, designer toiletries, and complimentary toiletries.

Guests can surf the web using the complimentary wireless Internet access. Business-friendly amenities include desks and phones; free local calls are provided (restrictions may apply). Additionally, rooms include coffee/tea makers and hair dryers. Hypo-allergenic bedding and irons/ironing boards can be requested. Housekeeping is provided on request.

Recreational amenities at the hotel include complimentary bicycles.

Property amenities


  • Available in all rooms: Free WiFi
  • Available in some public areas: Free WiFi

Food and drink

  • 1 restaurant
  • 1 bar
  • Coffee/tea in common area(s)

Things to do

  • Free bicycle rentals


  • Elevator

Guest services

  • 24-hour front desk
  • Concierge services
  • Dry cleaning service
  • Housekeeping (on request)
  • Luggage storage
  • Multilingual staff
  • Tour/ticket assistance

Languages spoken

  • Arabic
  • English
  • French
  • Spanish


  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Wheelchair-accessible concierge desk
  • Wheelchair-accessible path of travel
  • Wheelchair-accessible registration desk


  • Smoke-free property

Room amenities


  • Air conditioning (climate-controlled)
  • Bed sheets
  • Down comforter
  • Heating (climate-controlled)
  • Hypo-allergenic bedding
  • Pillow-top mattress
  • Premium bedding


  • Bathrobes
  • Designer toiletries
  • Hair dryer
  • Shower
  • Towels


  • 50-inch flat-screen TV
  • Cable/satellite channels
  • iPod dock

Food and drink

  • Coffee/tea maker
  • Free bottled water


  • Desk
  • Free local calls
  • Iron/ironing board (on request)
  • Laptop-friendly workspace
  • Phone

Similar properties

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Check-in from 4 PM - midnight
Minimum check-in age - 18


Check-out before noon

Special check-in instructions

Front desk staff will greet guests on arrival

Access methods

Staffed front desk


Pets allowed for an extra charge of USD 25.00 per pet, per night
Dogs welcome
2 per room
Specific rooms only, restrictions apply; pet-friendly rooms can be requested by contacting the property at the number on the booking confirmation

Children and extra beds

Children are welcome
Rollaway/extra beds are not available
Cribs (infant beds) are not available

Property payment types

Important information


You'll be asked to pay the following charges at the property:

  • Resort fee: USD 17.47 per accommodation, per night
The resort fee includes:
  • Sporting facilities or equipment
  • Internet access
  • In-room coffee
  • Additional inclusions

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

Optional extras

The following fees and deposits are charged by the property at time of service, check-in, or check-out.

  • Pet fee: USD 25.00 per pet, per night

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

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Tax ID - C0014880350
This property accepts Visa, Mastercard, American Express, Discover, Diners Club, and Union Pay; cash is not accepted
Safety features at this property include a smoke detector
Please note that cultural norms and guest policies may differ by country and by property; the policies listed are provided by the property

We should mention

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
This property welcomes guests of all sexual orientations and gender identities (LGBTQ friendly)

Property is also known as

Chandler Inn Hotel Boston
Chandler Boston
Staypineapple A Delightful Hotel South End
"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 Boston

Frequently asked questions

Overall score and ratings


Very Good

Rating 5 - Excellent. 213 out of 443 reviews
5 - Excellent 48%
Rating 4 - Good. 151 out of 443 reviews
4 - Good 34%
Rating 3 - Okay. 43 out of 443 reviews
3 - Okay 10%
Rating 2 - Poor. 23 out of 443 reviews
2 - Poor 5%
Rating 1 - Terrible. 13 out of 443 reviews
1 - Terrible 3%




Staff & service




Property conditions & facilities

5/5 Excellent

Traveled with partner
Liked: Staff & service, amenities, property conditions & facilities
Delightful experience. Uniquely decorated. Very clean. Very comfortable bed. Soft towels. Scent of provided body wash, shampoo, body lotion in dispensers were a very pleasant scent. Quiet. Beach cruiser bikes available.The only difficult part was getting a parking spot. You have to park on the street & spaces were hard to come by. Restaurant & bar were not open because of covid, but we were told there are places within walking distance. We arrived fairly late, and left by 10 the next morning, so no exploration of neighborhood. We would stay there again.
Stayed 1 night in Oct 2021

4/5 Good

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
A lovely little hotel with small but adequate rooms that are cheerfully decorated. Check in was smooth and the staff was always helpful. Price was reasonable for Boston. I would definitely stay here again.
Stayed 2 nights in Oct 2021

4/5 Good

Traveled with partner
Liked: Cleanliness, staff & service
Disliked: Amenities
It was a bit out of the way if you are traveling on foot around Boston. We didn’t see much parking but we also weren’t paying too much attention to that. The comforters were shredded and it feels they just charge you amenity fees to do so they didn’t have free wifi in 2021 in a major city! But over all we enjoyed our stay.
Stayed 1 night in Sep 2021

5/5 Excellent

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Cute, affordable hotel close to attractions. Located in the city where it’s convenient and they provide bikes to use for free. However there is no parking which is a general problem in Boston but if you get lucky you can find street parking, otherwise you’ll have to pay to park your car in nearby garage which is a bit pricey. Staff is friendly and attentive.
Stayed 1 night in Sep 2021

4/5 Good

Traveled with group
Liked: Cleanliness, staff & service, property conditions & facilities
Loved the location in a South End neighborhood walkable to lots of restaurants and other attractions. Parking was not great - could have been a hassle in bad weather.
Stayed 1 night in Sep 2021