In the heart of South End, Staypineapple, A Delightful Hotel, South End offers a haven of relaxation. With a bar and restaurant on site, you can unwind with your favorite drink or meal. Explore the nearby Copley Place and Newbury Street on two wheels with free bicycle rentals or get insider tips from the multilingual staff.
Boston, MA (BNH-Boston Harbor Seaplane Base) - 17 min drive
Beverly, MA (BVY-Beverly Municipal) - 33 min drive
Norwood, MA (OWD-Norwood Memorial) - 35 min drive
Bedford, MA (BED-Laurence G. Hanscom Field) - 35 min drive
Lawrence, MA (LWM-Lawrence Municipal) - 36 min drive
Portsmouth, NH (PSM-Portsmouth Intl.) - 72 min drive
Back Bay Station - 6 min walk
South Station - 21 min walk
Boston Ruggles Station - 25 min walk
Arlington Station - 8 min walk
Tufts Medical Center Station - 9 min walk
Copley Station - 10 min walk
Restaurants
Club Cafe - 3 min walk
Grill 23 & Bar - 4 min walk
Billy's Sub Shop - 1 min walk
Greystone Cafe - 5 min walk
Flour Bakery + Cafe - 5 min walk
About this property
Staypineapple, A Delightful Hotel, South End
Staypineapple, A Delightful Hotel, South End puts you in a great location, within just a 10-minute walk of Copley Square and Copley Place. For a bite to eat, guests can check out Trophy Room, which serves American cuisine and is open for dinner. Other highlights at this boutique hotel include a bar/lounge and free bike rentals. Fellow travelers love the helpful staff and location. Public transportation is just a short walk: Arlington Station is 8 minutes and Tufts Medical Center Station is 9 minutes.
Languages
English, French, Spanish
At a glance
Hotel size
56 rooms
Arranged over 8 floors
Arriving/Leaving
Check-in start time: 4 PM; Check-in end time: midnight
Minimum check-in age: 18
Check-out time is noon
Contactless check-out available
Special check-in instructions
Front desk staff will greet guests on arrival at the property
Required at check-in
Credit card, debit card, or cash deposit required for incidental charges
Government-issued photo ID may be required
Minimum check-in age is 18
Children
No cribs (infant beds)
Pets
Pets allowed (dogs only, 2 total)*
Service animals welcome
Specific rooms only, restrictions apply*
Food and water bowls available
Parking
No onsite parking
Other information
Smoke-free property
Property amenities
Food and drink
Restaurant
Bar/lounge
Coffee/tea in a common area
Services
24-hour front desk
Concierge services
Tour/ticket assistance
Luggage storage
Multilingual staff
Free bicycle rentals
Romance packages
Facilities
1 building/tower
Built in 1900
Accessibility
Elevator
Wheelchair-accessible path of travel
Wheelchair-accessible concierge desk
Wheelchair-accessible registration desk
Room amenities
Be entertained
IPod docking station
50-inch flat-screen TV
Satellite TV channels
Streaming services
Home comfort
Climate-controlled air conditioning and heating
Coffee/tea maker
Bathrobes
Iron/ironing board (on request)
Sleep well
Hypo-allergenic bedding
Down comforter
Premium bedding
Pillowtop mattress
Freshen up
Private bathroom
Shower only
Designer toiletries
Hair dryer
Towels
Stay connected
Desk
Free local calls
Food and drink
Free bottled water
More
Housekeeping (on request)
Special features
Dining
Trophy Room - This restaurant specializes in American cuisine and serves brunch and dinner. Guests can enjoy drinks at the bar.
Fees & policies
Mandatory fees
You'll be asked to pay the following charges by the property at check-in or check-out. Fees may include applicable taxes:
Resort fee: USD 29.06 per accommodation, per night
Resort fee inclusions:
Additional inclusions
In-room bottled water
In-room coffee
Internet access (may be limited)
Sporting facilities or equipment
Pets
Service animals exempt from fees
Pets are allowed for an extra charge of USD 29.95 per pet, per night
Policies
Guests can rest easy knowing there's a smoke detector on site.
This property welcomes guests of all sexual orientations and gender identities (LGBTQ+ friendly).
This property accepts credit cards. Cash is not accepted.
Credit cards accepted: Visa, Mastercard, American Express, Discover, Diners Club, Union Pay
Cashless transactions are available.
State tax ID - C0014880350
Please note that cultural norms and guest policies may differ by country and by property. The policies listed are provided by the property.
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
Does Staypineapple, A Delightful Hotel, South End offer free cancellation for a full refund?
Yes, Staypineapple, A Delightful Hotel, South End does have fully refundable room rates available to book on our site. If you’ve booked a fully refundable room rate, this can be cancelled up to a few days before check-in depending on the property's cancellation policy. Just make sure to check this property's cancellation policy for the exact terms and conditions.
Are pets allowed at Staypineapple, A Delightful Hotel, South End?
Yes, dogs are welcome, with a limit of 2 total. There's a charge of USD 29.95 per pet, per night. Service animals are exempt from fees. Food and water bowls are available.
Is parking offered on site at Staypineapple, A Delightful Hotel, South End?
Sorry, there's no onsite parking at Staypineapple, A Delightful Hotel, South End.
What are the check-in and check-out times at Staypineapple, A Delightful Hotel, South End?
Check-in start time: 4 PM; Check-in end time: midnight. Check-out time is noon. Contactless check-out is available.
Is there an onsite casino at Staypineapple, A Delightful Hotel, South End?
No, this hotel doesn't have a casino, but Encore Boston Harbor (9-min drive) is nearby.
What is there to do at Staypineapple, A Delightful Hotel, South End and nearby?
Have fun during the warmer months with activities such as cycling.
Are there restaurants at or near Staypineapple, A Delightful Hotel, South End?
Yes, Trophy Room offers American cuisine.
What's the area around Staypineapple, A Delightful Hotel, South End like?
Staypineapple, A Delightful Hotel, South End is in South End, a short 7-minute drive from Logan International Airport (BOS) and 9 minutes' walk from Copley Square. Travelers say that the hotel is in a great location.
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Staypineapple, A Delightful Hotel, South End Reviews
Reviews
8.8
Excellent
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.More informationOpens in a new window
9.4/10
Cleanliness
9.2/10
Staff & service
8.4/10
Amenities
8.8/10
Property conditions & facilities
9.2/10
Eco-friendliness
Reviews
10/10 Exceptional
Mar 31, 2025
enjoyed this boutique hotel
As noted in descriptions the room was small but very well situated to be comfortable and functional. Amenities to meet the needs of a few days of travel, bright comfortable space, conveniently located.
Amy
Amy, 2-night trip
10/10 Exceptional
Mar 15, 2025
Great fun!
a great little hotel in the South End - very convenient to Back Bay - my room was very comfortable and clean.
Susan
Susan, 2-night trip
10/10 Exceptional
Feb 25, 2025
The most comfortable hotel I’ve ever stayed in!
Carl
Carl, 4-night trip
10/10 Exceptional
Mar 18, 2025
The pineapple is sweet.
cute little place in the middle of Boston. good location easy for taxi pick ups.
Verified traveler
2-night trip
10/10 Exceptional
Feb 17, 2025
Clean and convenient
Clean room, convenient location, friendly staff
Verified traveler
2-night trip
8/10 Very good
Jan 6, 2025
Nice place. Clean and comfortable and close to the public transportaion. Will stay again
Robert
Robert, 2-night trip
10/10 Exceptional
Jan 12, 2025
The hotel is located in a very accessible area very close to the public garden and the Boston Common as well as many restaurants and places of interest. perfect location! It is a safe area to walk at anytime of the day. I enjoyed my stay very much!
Leonardo
Leonardo, 3-night trip
10/10 Exceptional
Jan 13, 2025
Great experience!
Maria
Maria, 1-night trip
10/10 Exceptional
Dec 27, 2024
Great location. Room is smaller than normal but had everything we needed. Check in staff was very friendly.
Royce
Royce, 1-night trip
6/10 Good
Apr 2, 2025
They did not clean my room after the first night; the bathroom fan would not turn off; the toilet plugged; no ice on my floor; downstairs bar had horrible beer offerings; room and bathroom are tiny
Kenneth
Kenneth, 3-night trip
8/10 Very good
Jan 12, 2025
Small room but was perfect for a 1 day visit to boston good location staff was nice i enjoyed it
Moussa
Moussa, 2-night trip
10/10 Exceptional
Oct 6, 2024
We had a great time staying here! Everyone so friendly and the place was very clean!
Tracey
Tracey, 1-night trip
4/10 Fair
Mar 13, 2025
Just okay
This hotel needs a renovation. It was OK but pretty worn and not particularly clean. The robe had someone else's hair in it, and the sheets had random fluff on them.
Madison
Madison, 3-night trip
10/10 Exceptional
Dec 28, 2024
Excellent service, clean
Youhanna
Youhanna, 1-night trip
10/10 Exceptional
Dec 28, 2024
Great check in experience Ashaun was friendly and knowledgable and gave some great suggestions
Richard
Richard, 1-night trip
10/10 Exceptional
Jan 13, 2025
One night only!
Great for the night. Uber easily accessed. Parking wasn’t too hard. Food and drinks were amazing. Room was nice and cost. Would go back!
Shana
Shana, 1-night trip
10/10 Exceptional
Aug 5, 2024
Amazing stay, will be back!
Cristian
Cristian, 2-night trip
10/10 Exceptional
Dec 30, 2024
We loved our stay! The hotel had a very convenient water bottle refil station that we took full advantage of. The complimentary welcome drink was wonderful as well. The staff was so helpful and I loved the fact that housekeeping only came at the end of the stay. We loved the privacy factor.
Kate
Kate, 2-night trip
8/10 Very good
Oct 14, 2024
The StayPineapple is a great stay in a great location. The hotel itself is clean and updated, the staff is efficient and friendly. I would stay here again.
Lisa
Lisa, 2-night trip
10/10 Exceptional
Jan 11, 2025
Comfy
alin
alin, 1-night trip
10/10 Exceptional
Oct 3, 2024
Easy to walk to places. Nice room and bed was comfortable. I would stay here again.
Jennifer
Jennifer, 3-night trip
10/10 Exceptional
Nov 6, 2024
Wonderful hotel with lots of character, located in a perfect area to walk everywhere. Can’t recommend it enough
Paul
Paul, 3-night trip
10/10 Exceptional
Jul 30, 2024
Great place
John
John, 4-night trip
10/10 Exceptional
Dec 23, 2024
Good experience
Pregana
Pregana, 1-night trip
10/10 Exceptional
Jan 6, 2025
Happy Pineapple
Definitely would return. Very pleasant staff, clean room and everything in it. Reusable bottle was awesome. Thanks soo much. I did forget mine, so was perfect.