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 a short 10-minute walk of Copley Square and Copley Place. For a bite to eat, guests can visit 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 travellers love the helpful staff and location. Public transportation is only 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
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 cots (infant beds)
Pets
Pets allowed (dogs only, 2 total)*
Service animals welcome
Specific rooms only, restrictions apply*
Food and water bowls available
Parking
No on-site 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 bike hire
Romance packages
Facilities
1 building/tower
Built in 1900
Accessibility
Lift
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 duvet
Premium bedding
Pillow-top mattress
Freshen up
Private bathroom
Shower only
Designer toiletries
Hairdryer
Towels
Stay connected
Desk
Free local calls
Food and drink
Free bottled water
More
Housekeeping (on request)
Special features
Dining
Trophy Room – This restaurant specialises 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 checkout. 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
This property welcomes guests of all sexual orientations and gender identities (LGBTQ+ friendly).
This property accepts credit cards. Cash is not accepted.
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 that you 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 on-site 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 on-site 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. Travellers say that the hotel is in a great location.
Staypineapple, A Delightful Hotel, South End Reviews
Reviews
8.8
Excellent
All reviews shown are from real guest experiences. Only travellers 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
9.0/10
Eco-friendliness
Reviews
10/10 Exceptional
4 February 2025
Beka
Beka, 2-night trip
Verified Hotels.com guest review
10/10 Exceptional
31 January 2025
akia
akia, 1-night trip
Verified Hotels.com guest review
10/10 Exceptional
30 January 2025
Jason
Jason, 1-night trip
Verified Hotels.com guest review
6/10 Good
26 January 2025
Some Good, Some Bad
StayPineapple has a "cute-hip" motif that is nice. Bright colors throughout; bar and grill on the first floor. Big problem: I was there on a very cold winter day, and the window was leaking cold air so badly that I had to stuff it with the extra pillows and the extra duvet. Upon letting the guest service supervisor know (not to do something about it right away, but to fix for future guests), he shrugged and said "well, it is a 100-year-old building." There are plenty of 100 year old buildings that don't have freezing air coming in.
Also: a Wake-up call I requested for my final morning never came. The alarm on my phone worked, but this request was a backup. Not good.
The person who checked me in was very friendly and helpful.
This hotel should also be more transparent about the $25/day "amenity service" it charges. I found out about it upon check-in.
Ipek
Ipek, 2-night trip
Verified Hotels.com guest review
10/10 Exceptional
24 January 2025
Cute
Cute ! Courteous staff, quick check-in. Attached restaurant/bar was really nice. The bartender was an absolute pleasure. It's a short walk to Newbury Street (about 17 mins). To piggy back on every other post, the room was super small. No chair just a stool/ottoman thing. You have to sit on the bed or stand I guess. Overall nice perfect for a couple. DO NOT BRING KIDS, not enough space for them to "be". We would definitely stay again.
Verified traveller
2-night trip
Verified Hotels.com guest review
10/10 Exceptional
24 January 2025
Elizabeth
Elizabeth, 1-night trip
Verified Hotels.com guest review
10/10 Exceptional
15 January 2025
Shannon
Shannon, 2-night trip
Verified Hotels.com guest review
10/10 Exceptional
13 January 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 family trip
Verified Hotels.com guest review
10/10 Exceptional
8 January 2025
Michael
Michael, 1-night trip
Verified Hotels.com guest review
10/10 Exceptional
8 January 2025
Kian
Kian, 4-night trip
Verified Hotels.com guest review
8/10 Very good
6 January 2025
Nice place. Clean and comfortable and close to the public transportaion. Will stay again
Robert
Robert, 2-night trip
Verified Hotels.com guest review
10/10 Exceptional
6 January 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.
Elisabeth
Elisabeth, 1-night business trip
Verified Hotels.com guest review
10/10 Exceptional
4 January 2025
Mehdi
Mehdi, 1-night trip
Verified Hotels.com guest review
10/10 Exceptional
1 January 2025
Susanna
Susanna, 2-night trip
Verified Hotels.com guest review
8/10 Very good
26 December 2024
Andrew
Andrew, 1-night trip
Verified Hotels.com guest review
10/10 Exceptional
15 December 2024
Mara
Mara, 2-night family trip
Verified Hotels.com guest review
10/10 Exceptional
7 December 2024
Go pineapple
Very clean very well done with excellent special attributes. We Watching will use them again when I have to go to Boston.
Michael
Michael, 1-night trip
Verified Hotels.com guest review
8/10 Very good
28 November 2024
Grant
Grant, 2-night trip
Verified Hotels.com guest review
10/10 Exceptional
6 November 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
Verified Expedia guest review
6/10 Good
5 November 2024
1. Staff very friendly
2. Rooms Clean
3. Great casting system from mobile devices to the Smart TV.
Dislikes:
1. Rooms incredibly small.
2. No closets or dressers.
3. No chairs. Bed was the only furniture.
4. Lot of street noise through the windows.
5. Height of toilet incredibly low, and the noise of the tank filling incredibly loud.
6. Sink cracked.
7. No place for toiletries.
It seemed overpriced relative to the room and the amenities. One and done.