What time is check-in and check-out at Staypineapple, A Delightful Hotel, South End?
Check-in is from 16:00 and check-out is by 12:00.
74 photos
Staypineapple, A Delightful Hotel, South End
97US$
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Key details
About the Hotel
26 Chandler St,
Boston,
Massachusetts,
United States,
02116,
Massachusetts
- Close to Copley Square
Great
8.5
9.0
4.1
4.2
Loved by Staypineapple, A Delightful Hotel, South End guests
"Loved the filtered water and sparkling water on tap in the lobby."
"The bed was very large with separate duvets for each person."
"The loaner bikes are a nice touch and come in handy for a quick ride along the River Charles."
Staypineapple, A Delightful Hotel, South End Boston offers 56 rooms in the vicinity of The Lagoon, a 10-minute walk away. A coffee bar as well as a shared lounge and various recreational opportunities can be enjoyed at this hotel, boasting the setting within 700 metres of the Trinity Church.
Location
The comfortable hotel is situated in a fashionable district, within easy reach of the restaurant Wink & Nod. The baseball stadium "Fenway Park" is also located a 5-minute drive from the Staypineapple, A Delightful Hotel, South End.
This property is also in proximity to Back Bay. Its' prime location gives access to sports attractions like the multi-purpose TD Banknorth Garden Arena, which is 2.2 km away.
The 4-star Staypineapple, A Delightful Hotel, South End is walking distance from Back Bay underground station and a 20-minute walk from Boston South train station.
Rooms
The rooms at this Boston hotel provide guests with a flat-screen TV with satellite channels, as well as comforts such as ironing equipment.
“Staypineapple charms with its playful pineapple theme and thoughtful perks like complimentary bikes; its location on the Back Bay-South End border puts much of Boston within easy reach. I especially appreciate the pet-friendly vibe and the unique 'Naked Experience' bedding, promising a cozy night's sleep. It's a fun, well-situated base for exploring the city.”
View all
Select your room type
The hotel provides many room choices—family rooms, doubles, and pet-friendly suites—with breakfast, free cancellation, and special offers
South End Corner King
2 persons
18 m²
1 King-size bed
Shower
Coffee machine
room details
Back Bay King
2 persons
18 m²
1 King-size bed
Bay view
Shower
Coffee machine
room details
Rates & availability calendar
See current prices and availability for your chosen dates!
Facilities
Hotels feature amenities designed to keep both you and your pet comfortable
General
- No smoking on site
- Wi-Fi
- 24-hour reception
- Pets allowed
- Luggage storage
- Lift
- Smoke detectors
- Fire extinguishers
- Key card access
Services
- Pet amenities available
- Housekeeping
Dining
- Restaurant
- Bar/ Lounge area
Room features
- Air conditioning
- Heating
- Tea and coffee facilities
- Ironing facilities
Media
- Flat-screen TV
Show more
Dining Onsite
At Staypineapple, A Delightful Hotel, South End, dining is a charming exploration of modern American flavors. Guests can indulge in a vibrant atmosphere with locally-inspired dishes and the warmth of the South End neighborhood, making every meal a memorable experience.
Hotel location
26 Chandler St,
Boston,
Massachusetts,
United States,
02116,
Massachusetts
Map view
26 Chandler St,
Boston,
Massachusetts,
United States,
02116,
Massachusetts
City landmarks
Stadium
Fenway Park
2.2
km
Landmark
Boston Common
1.2
km
Market
Faneuil Hall Marketplace
2.2
km
Park
Boston Public Garden
1.2
km
Landmark
Freedom Trail
1.3
km
Museum
Museum of Fine Arts
2.1
km
Aquarium
New England Aquarium
2.2
km
Museum
Museum of Science
2.3
km
Museum
Boston Tea Party Ships & Museum
2.1
km
Library
Boston Public Library
870 m
Parking area
Skywalk Observatory
1.1
km
Square
Copley Square
780 m
Landmark
North End
2.4
km
Landmark
Freedom Trail walk
2.6
km
Spa Centre
Newbury Street
1.2
km
Church
Trinity Church
670 m
Landmark
Boston Children's Museum
2.4
km
Cemetery
Granary Burying Ground
1.5
km
Monument
Bunker Hill Monument
3.4
km
Museum
Isabella Stewart Gardner Museum
2.5
km
Landmark
Beacon Hill
1.9
km
Monument
New England Holocaust Memorial
2.1
km
Museum
The Paul Revere House
2.3
km
Tower
John Hancock Tower
610 m
Landmark
Quincy Market
2.2
km
Museum
USS Constitution Museum
3.2
km
Museum
The Institute of Contemporary Art
2.4
km
Public Building
Old State House
2.0
km
Theatre
Boston Symphony Hall
1.5
km
Landmark
Back Bay
930 m
Nearby
Boston Public Garden Facing the Arlington Street Entrance
George Washington Statue
400 m
Arlington Street Boston Public Garden
Ether Monument
400 m
Church
Arlington Street Church
400 m
Restaurants
The Trophy Room
0 m
26 Chandler Street
Wink & Nod
150 m
3 Appleton St
Masa
170 m
439 Tremont Street
Cosmica
160 m
40 Berkeley St Located in the Revolution Hotel
Bootleg Special
200 m
400 Tremont St
Club Cafe
280 m
209 Columbus Ave
Flour Bakery & Cafe
390 m
131 Clarendon St
Barcelona Wine Bar
320 m
525 Tremont Street
Citrus & Salt
270 m
142 Berkeley St
The Beehive
390 m
541 Tremont St
Explore Boston
Explore South End
Boston Common
15 minutes' walk
The oldest city park in the U.S., featuring expansive green spaces, walking paths, and historical monuments.
Boston Public Garden
15 minutes' walk
Famous for its swan boats and vibrant flowerbeds, this tranquil garden offers picturesque views and relaxation spots.
Museum of Fine Arts
25 minutes' walk
Home to a vast collection of artistic masterpieces, with free admission days available for visitors. Worth a visit.
Freedom Trail
16 minutes' walk
A 2.5-mile-long path through historic Boston, featuring 16 significant sites that tell America's Revolutionary history.
The Trophy Room
1 minute' walk
Casual eatery with an eclectic menu. Famous for its burgers and craft cocktails. Reservations recommended.
Masa
3 minutes' walk
New Mexican cuisine in a vibrant setting. Signature dishes include enchiladas and tacos. Great for families.
Wink & Nod
2 minutes' walk
Innovative cocktails and unique dishes in a cozy vibe. Ideal for couples' nights out. Reservations suggested.
Local transport and travel tips
Want access to early-bird pet-friendly hotel deals?
Access exclusive discounts today!
Property information and rules
Check-in
from 16:00-23:59
Check-out
until 12 pm
Guest Parking
No parking available.
Internet
Wireless internet is available in for free.
Children & extra beds
There are no cots provided in a room.
Pets
Pets are allowed on request.
Year renovated:
2011
Number of floors:
8
Number of rooms:
56
Former name
Chandler Inn Hotel
Reviews and Ratings
Feedback about Staypineapple, A Delightful Hotel, South End from previous guests about their experience.
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Pros
Clean rooms
Comfortable beds
Good location
Friendly staff
Free drink
Cons
Non-working TV
Guest reviewsbased on 923 reviews
Michael from United Kingdom
Couple
Back Bay King
4 nights in November 2025
|
Reviewed: January 27, 2026
7/10
helpful staffbag storagesmall roomsnoisy window
The bar onsite provided food. This was really nice. We had food there on a rainy night, so we didn't have to go out. The front desk staff was helpful. They answered all my questions. They allow you to store your bags if you arrive early. I would stay there again.
Rooms at this hotel are very small, and that includes the bathroom. I found my room quite noisy. The window did not close properly. It didn't lock. I could hear the train all hours.
0 Helpful
William from United Kingdom
Family with children
south end corner king
3 nights in November 2025
|
Reviewed: January 12, 2026
6/10
acceptable locationcramped roomoutside noise
the location was acceptable for my needs, close to public transport.
I was disappointed by the room size. It felt cramped and barely had space to move around. also, the noise from outside was a constant annoyance. I could hear street traffic all night. the window seemed to offer little sound insulation. I expected better for the price.
0 Helpful
Riley from Australia
Couple
South End Corner King
3 nights in November 2025
|
Reviewed: December 22, 2025
7/10
helpful staffspacious showercomfy bedold air conditioningundone stitchingsnapped whiskers
this place did impress. the staff was friendly and helpful, always willing to help with directions. i loved that the room had a large, spacious shower. the bed was super comfy, i slept soundly.
our air conditioning was very old. i found it difficult to use without a rattling sound. our dash, the dog, stitching was coming undone at his belly. i noticed his whiskers were snapped.
0 Helpful
FAQs
About Staypineapple, A Delightful Hotel, South End
How far is Staypineapple, A Delightful Hotel, South End from Boston Logan International Airport?
The hotel is approximately 7 km from Boston Logan International Airport, which takes about 15 minutes by car.
What dining options are available at Staypineapple, A Delightful Hotel, South End?
The on-site Trophy Room offers a lively dining scene with an all-American menu.
Are there any notable attractions near Staypineapple, A Delightful Hotel, South End?
Nearby attractions include Fenway Park (1 km), Museum of Fine Arts (2 km), and the Freedom Trail (1 km).
Does Staypineapple, A Delightful Hotel, South End offer parking facilities?
The hotel provides limited on-site parking for a fee.
What amenities can guests expect in the rooms at Staypineapple, A Delightful Hotel, South End?
Rooms feature a flat-screen TV, free Wi-Fi, air conditioning, a work desk, and upscale designer bath products.
Does Staypineapple, A Delightful Hotel, South End provide any business services?
The hotel has a 24-hour front desk and offers free Wi-Fi throughout the property.
Are there recreational activities available at Staypineapple, A Delightful Hotel, South End?
Guests can use the complimentary bicycles provided by the hotel to explore the city.
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