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
More about this property
VISIBILITY
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
LOB_HOTELS
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
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)
STAR_OUTLINE
Special features
Dining
Trophy Room - This restaurant specializes in American cuisine and serves brunch and dinner. Guests can enjoy drinks at the bar.
MONETIZATION_ON
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
HELP_OUTLINE
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
Boutique hotel
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
Both the staff at the hotel and the Trophy Room restaurant were absolutely amazing!!
Beds were very comfortable and we liked the location
Holly
3-night trip
10/10
Food is great here... Rooms are super cute.
Cyndie
6-night trip
8/10
We had a great stay at Staypineapple Boston! The staff was truly amazing—friendly, helpful, and made us feel very welcome. The location is fantastic, perfect for exploring the city. A couple of small issues like holes in the blinds and some city noise at night, but overall, a really enjoyable experience.
Brett
4-night trip
10/10
Great little hotel. Friendly, front desk service. Great location to walk to all the sights. Clean and comfy. Small but perfect for a couples stay.
Alice
5-night trip
10/10
Love it here!
Renee
2-night trip
10/10
Great location, friendly staff, and comfortable rooms. Yes, the rooms are smaller than average, but only if you're expecting American-style hotel rooms (which waste a lot of space). It was plenty spacious, and very comfortable.
Ryan
4-night trip
8/10
I was in town for a conference.
Simon
4-night trip
10/10
Great stay!
Hayden
1-night trip
10/10
This is a cute, fun hotel. It is in a great location. Also offers a restaurant and bar. I love the bedding.
Kim
2-night trip
10/10
Simple hotel walking distance from station. Friendly basic comfortable
S
1-night trip
10/10
Great hotel with a good location..Every staff member provided us and amazing service ;)))
Melany
6/10
The surrounding area was great, however,the room was as small as a shoe box! The service was friendly and helpful.
andrew
2-night trip
10/10
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
2-night trip
10/10
This hotel was so cute! The staff was amazing everything was spotless, the bar and restaurant great.
KellyJo
1-night trip
10/10
Love love such a cute hotel
Priscilla
1-night trip
10/10
perfect stay, perfect welcome
Nathalie
1-night trip
10/10
The most comfortable hotel I’ve ever stayed in!
Carl
4-night trip
10/10
StayPineapple is a lovely quirky hotel located in downtown Boston. Very walkable with affordable dining options close by. The rooms are spic and span with modern upgrades and ever so comfortable beds. Plus, it is a phenomenal bargain in an expensive world.
Lori
2-night trip
10/10
Absolutely loved my stay easy pretty clean
Shaylia
1-night trip
10/10
We found it to be a hugely pleasant surprise in all regards. Would seek it out again.
Marc
3-night trip
10/10
cute little place in the middle of Boston. good location easy for taxi pick ups.
Verified traveller
2-night trip
10/10
Definitely a great place to stay at a great value, close to various T stations which make it really convenient if you are not driving. The rooms are gorgeous and comfortable. You get free refill of coffe and water as you please
Luisa
6-night trip
10/10
Super cute room. Definitely efficiency not much for storage so extended stays
Kristine
1-night trip
10/10
This hotel was in a great location. The town had many shopping and dining locations. The staff were very friendly and accommodating. I would stay here again when visiting the Boston area. The parking garage was less than a 10 minute walk and the property does offer a loading station to temporarily park your car so you aren’t hauling all your luggage.
Tracy
2-night trip
10/10
Free amenities, nice location close to Boston common and other restaurants. I thought customer service was great and the price was really really good.