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
Clerys - 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 available
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 cribs (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 onsite 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
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.
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
Biking
What guests liked
The property's restaurant and nearby dining options were highly praised for their quality, variety, and convenience. (9 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 Excellent
Jul 30, 2025
This is a great little hotel.
Gayle
Gayle, 4-night trip
10/10 Excellent
Aug 11, 2025
Great location
Clelia Maria
Clelia Maria, 5-night trip
8/10 Good
Aug 4, 2025
nice place to stay but the bedding was odd
Michael
Michael, 2-night trip
10/10 Excellent
Jul 29, 2025
Room was nice and clean.
In a nice and safe location.
Jonathan
Jonathan, 3-night trip
10/10 Excellent
Aug 6, 2025
Worked out really well from 3 days in Boston
Mark
Mark, 3-night trip
10/10 Excellent
Jul 23, 2025
Great value for the price
Rajesh
Rajesh, 2-night trip
10/10 Excellent
Aug 5, 2025
Super cute boutique hotel, staff were incredibly friendly and helpful. Rooms were small but cozy, the separate duvets were a great touch. Would definitely return!
Laura
Laura, 3-night trip
8/10 Good
Jul 1, 2025
Great option within walking distance to downtown
Walter
Walter, 3-night trip
10/10 Excellent
Jul 30, 2025
Our stay at the Staypineapple was great, the hotel was clean and quaint, the staff was friendly and welcoming. The property itself was easy to find and was close to the T train. The area was walkable and had alot of options for food and drinks. The room was beautiful and clean. We really enjoyed our stay
Claudia
Claudia, 5-night trip
8/10 Good
Jun 18, 2025
This is very cute hotel nestled in a quiet residential area next to everything.
Fullando
Fullando, 3-night trip
10/10 Excellent
Jul 22, 2025
It’s in a nice location and the hotel is really cute. Severe able to walk to our event at the Wang and felt safe. The staff was very nice and there was a cute dog in residence.
Brigid
Brigid, 1-night trip
8/10 Good
Jul 12, 2025
Great staff and great location, convenient to trains and subway. Fun bar in the lobby connected to the hotel. Very comfy beds.
Karen
Karen, 3-night trip
10/10 Excellent
May 31, 2025
We loved our stay here! The hotel is great & the bar was super fun! The location was great, an easy walk to wherever you want go!
Melissa
Melissa, 2-night trip
10/10 Excellent
Jul 19, 2025
Very quaint, fun hotel. Staff was very friendly, accomodating, and helpful. The room was compact, but comfortable, very European design. The pineapple theme throughout was fantastic. The towels, linens, etc were great quality. I would definitely stay again.
Shannon
Shannon, 2-night trip
10/10 Excellent
May 28, 2025
Fun hotel with unique decor. Would stay there again
Lisa
Lisa, 2-night trip
10/10 Excellent
Jun 13, 2025
My first Staypineapple hotel and now I’m in love!
Raven
Raven, 3-night trip
10/10 Excellent
May 25, 2025
We loved this place close and convenient to most things in Boston all the little extras
And the bed!
Tara
Tara, 3-night trip
10/10 Excellent
Jul 5, 2025
Friendly, knowledgeable and accommodating staff. A very cute room!!
Jill
Jill, 3-night trip
10/10 Excellent
May 28, 2025
Great area.
Patrick
Patrick, 3-night trip
10/10 Excellent
Jun 19, 2025
had a wonderful experience. Very cozy and comfortable love the ambience like The Restaurant was attached to it totally recommend.
Carrie
Carrie, 4-night trip
10/10 Excellent
May 13, 2025
This hotel is so cute! It was a great location to everything!
Caitlin
Caitlin, 3-night trip
8/10 Good
Jul 16, 2025
Rooms are small. People are nice .
Justin
Justin, 3-night trip
10/10 Excellent
Jul 24, 2025
It was cute and quirky. Many extra touches. I wish the on-site bar/restaurant was open for lunch. But overall delightful!!
Alison
Alison, 2-night trip
10/10 Excellent
Mar 2, 2025
Great stay!
Hayden
Hayden, 1-night trip
10/10 Excellent
May 20, 2025
Loved this quirky boutique hotel. It has great character, very clean, great walkable location. In south end - convenient to shopping and Fenway!