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
DONE
Hotel size
56 rooms
Arranged over 8 floors
DONE
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
DONE
Special check-in instructions
Front desk staff will greet guests on arrival at the property
DONE
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
DONE
Children
No cots (infant beds)
DONE
Pets
Pets allowed (dogs only, 2 total)*
Service animals welcome
Specific rooms only, restrictions apply*
Food and water bowls available
LOCAL_PARKING
Parking
No on-site parking
DONE
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 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
9,2/10
Eco-friendliness
Popular mentions
Room
Service staff
Location
Bed
Restaurant
Bar
Bathroom
Shower
Parking
Amenities
What guests liked
The property's restaurant and nearby dining options were highly praised for their quality and convenience. (7 reviews)
The property has a welcoming and dog-friendly atmosphere with helpful staff and accessible pet access. (3 reviews)
From real guest reviews summarized by AI.
Reviews
10/10 Exceptional
15 April 2025
The staff was very friendly. The location was perfect for exploring the city. The bed was beyond comfortable.
Wesley
Wesley, 3-night trip
10/10 Exceptional
30 April 2025
Simple hotel walking distance from station. Friendly basic comfortable
S
S, 1-night trip
10/10 Exceptional
31 March 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
19 April 2025
Small but comfortable
Although the room was quite tight, could have used a chair, and the sink in the batjroom was too small, but very clean and comfortable otherwise.
Verified traveller
3-night trip
10/10 Exceptional
15 March 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
25 February 2025
The most comfortable hotel I’ve ever stayed in!
Carl
Carl, 4-night trip
10/10 Exceptional
29 January 2025
Love love such a cute hotel
Priscilla
Priscilla, 1-night trip
10/10 Exceptional
25 January 2025
perfect stay, perfect welcome
Nathalie
Nathalie, 1-night trip
10/10 Exceptional
18 March 2025
The pineapple is sweet.
cute little place in the middle of Boston. good location easy for taxi pick ups.
Verified traveller
2-night trip
10/10 Exceptional
17 February 2025
Clean and convenient
Clean room, convenient location, friendly staff
Verified traveller
2-night trip
6/10 Good
06 May 2025
Say as it is
It’s a budget hotel and you get what you pay for. Staff cordially friendly. Room small, with nowhere to sit. Limited TV services and open to everyone WIFI. Reasonably placed to get into the Boston tourist area, approx a mile walk. Noisy as close to a freeway and train station (there again Boston is a noisy city)
Allan
Allan, 3-night trip
10/10 Exceptional
01 February 2025
Beautiful decor, excellent Location. good customer Service. I will Definitely stay here again. Very Cutesy Boutique Hotel. highly recommend
Erick
Erick, 2-night trip
8/10 Very good
06 January 2025
Nice place. Clean and comfortable and close to the public transportaion. Will stay again
Robert
Robert, 2-night trip
10/10 Exceptional
12 January 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
13 January 2025
Great experience!
Maria
Maria, 1-night trip
10/10 Exceptional
27 December 2024
Great location. Room is smaller than normal but had everything we needed. Check in staff was very friendly.
Royce
Royce, 1-night trip
8/10 Very good
12 January 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
19 January 2025
Such an adorable property. Friendly staff and we even met Dakota the Bernese Mountain Dog puppy who was napping in the front. Seems like a very dog-friendly hotel and I love that you can adopt the plush doggo in the rooms!
Jenae
Jenae, 1-night trip
10/10 Exceptional
06 October 2024
We had a great time staying here! Everyone so friendly and the place was very clean!
Tracey
Tracey, 1-night trip
6/10 Good
02 April 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
10/10 Exceptional
05 August 2024
Amazing stay, will be back!
Cristian
Cristian, 2-night trip
10/10 Exceptional
02 February 2025
Decent.
Thomas
Thomas, 1-night trip
8/10 Very good
29 April 2025
Location is best thing
Check in was messy. Nobody seemed to know how to do it. Finally got to room. No wifi and no reply from hotel about how to resolve. Safe was locked and, again, no reply from hotel how to change. Location good, but overall service not great. Shame.
Bar downstairs offers distinctly average drinks at prices more than other local bars. Worst espresso martini ($15, plus a 20% tip expected!!) I’ve ever had!
Verified traveller
2-night trip
10/10 Exceptional
28 December 2024
Excellent service, clean
Youhanna
Youhanna, 1-night trip
10/10 Exceptional
28 December 2024
Great check in experience Ashaun was friendly and knowledgable and gave some great suggestions