What is the check-in and check-out policy at Staypineapple, A Delightful Hotel, South End?
Check-in is from 16:00 and check-out is by 12:00.
75 photos
Staypineapple, A Delightful Hotel, South End, Boston
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Key details
About the Hotel
26 Chandler St, Boston, 02116,
- Close to Downtown Boston
Great
8.5
9.0
4.2
4.3
4-star hotel in historic Boston
Amenities
Staypineapple Boston, A Delightful Hotel, offers a collection of unique amenities including
Rooms
The hotel provides various room types including the
Location
Situated in the
Dining
At
Pet Policy
Staypineapple Boston is dog-friendly with its
Highlights
Location: steps away from Back Bay
Rooms: Back Bay King with plush bedding
Dining: Trophy Room serving American classics
Pet Policy: Pineapple Pup Package available
Must-do experiences
- Savor clam chowder at Legal Sea Foods for an iconic treat.
- Stroll through the Boston Public Market for local flavors and crafts.
- Visit the Isabella Stewart Gardner Museum for art and beautiful gardens.
- Catch a Red Sox game at Fenway Park for an unforgettable experience.
- Explore the vibrant street art in the South End for colorful snapshots.
Select your room type
Staypineapple, A Delightful Hotel, South End offers a variety of rooms including double rooms, family rooms, and suites with breakfast, free cancelations, and special deals
South End Corner King
2 persons
18 sq. feet
1 King-size bed
Coffee machine
Shower
room details
Back Bay King
2 persons
18 sq. feet
1 King-size bed
Coffee machine
Shower
room details
Price and Room Availability Calendar
Check availability and prices for your dates now!
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Check-in/ Check-out
Facilities
Staypineapple, A Delightful Hotel, South End offers amenities for your comfortable stay and unforgettable experiences
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, culinary adventures await within the inviting Trophy Room. With a focus on modern American flavors, guests can indulge in a delightful brunch or a cozy dinner in a stylish atmosphere, all just steps from the charm of the South End.
Staypineapple, A Delightful Hotel, South End Location
26 Chandler St, Boston, 02116,
Explore Boston
Explore South End
Boston Common
15 minutes' walk
Historic park offers lush greenery, walking trails, and the perfect spot for picnics and relaxation in the heart of Boston.
Boston Public Garden
15 minutes' walk
Iconic gardens featuring the famous swan boats and vibrant floral displays, ideal for leisurely strolls and enjoying nature.
Faneuil Hall Marketplace
25 minutes' walk
Vibrant shopping and dining hub with historical significance, offering diverse food options and unique shops.
Freedom Trail
16 minutes' walk
National Historic Trail running through Boston's iconic sites, showcasing the city's rich Revolutionary history.
Bike Rentals along the Charles River
15 minutes' walk
Biking along the scenic Charles River Esplanade takes you through beautiful parks; rentals available nearby.
Spa Day at Bliss Spa
10 minutes' drive
Indulge in relaxation with massages and treatments at Bliss Spa, providing a serene escape just a short drive away.
Boston Duck Tours
25 minutes' walk
Unique amphibious vehicle tours highlighting Boston's landmarks, providing a fun and thrilling sightseeing experience.
The Trophy Room
1 minute' walk
Casual eatery known for American comfort food, featuring a lively atmosphere and classic burgers.
Masa
3 minutes' walk
Mexican cuisine blends tradition with modern flair in a vibrant setting; famous for their creative cocktails.
Wink & Nod
2 minutes' walk
Eclectic cocktail bar with a hidden lounge, offering artisanal drinks and a cozy atmosphere perfect for couples.
House of Blues
20 minutes' walk
Live music venue hosting a range of genres; known for its vibrant atmosphere and Southern-inspired menu.
The Wilbur Theater
20 minutes' walk
Historic theater featuring comedy shows and concerts, known for its charming interior and engaging events.
Laugh Boston
10 minutes' drive
Comedy club specializing in stand-up; offers a fun night out with local and renowned comedians performing regularly.
Getting around
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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 the entire hotel 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.
Guest reviewsbased on 764 reviews
Nathaniel from United States
Couple
Back Bay King
3 nights in November 2025
|
Reviewed: January 29, 2026
8.7/10
convenient stay
great location excellent staff cute decoration nice neighborhood
the location was really close to many cafes. the staff was really good to me during check in. i really love the cute decorations in the room and the bedding. the neighborhood also had several brunch spots at a walking distance.
there was no mini fridge in the room, i wish there had been one.
Location
9/10
the hotel is near many breakfast and brunch spots. it also allows easy access to various transit options, providing convenient connectivity to move around.
Dining
8/10
the on site bar is super easy for dining and drinking.
Facilities
9/10
the hotel has a refill station in the lobby, it's helpful to have water. they allow pets and offer plush doggo in the rooms you can adopt.
0 Helpful
|
Hudson from Canada
Single
Back Bay King
3 nights in October 2025
|
Reviewed: December 15, 2025
7/10
prime location arrival beverage comfy bed limited space insufficient space mini fridge
The location was prime I walked everywhere with ease. A complimentary beverage greeted me upon arrival what a treat. The shower had great water pressure and the bed was super comfy I slept like a log.
The room was a bit small there was limited space to walk around. The bathroom lacked sufficient space for toiletries I found it inconvenient. The absence of a mini fridge in the room was also a downside.
0 Helpful
Elliot from United Kingdom
Single
Back Bay King
3 nights in November 2025
|
Reviewed: December 09, 2025
7/10
a stay with some minor drawbacks
convenient location comfy bed small room small bathroom
i found the location to be really convenient for seeing the area. it was nice i could easily walk to different places. the bed was super comfy and i slept very well. i liked there was free coffee in the lobby during the afternoon, it was really useful.
the room felt a little small and there wasn't any closet space. i only had a few hangers on the wall to put my clothes. the bathroom was also quite small. i felt the sink was so tiny that water splashed everywhere when i washed my face.
0 Helpful
Show more reviews
FAQs
About Staypineapple, A Delightful Hotel, South End
What are the distances to nearby attractions from Staypineapple, A Delightful Hotel, South End?
Popular attractions include Fenway Park (1 km), the Museum of Fine Arts (2 km), and the Freedom Trail (1 km).
Is there on-site dining available at Staypineapple, A Delightful Hotel, South End?
The hotel's on-site restaurant, Trophy Room, serves an all-American menu for brunch, dinner, and late drinks.
Does Staypineapple, A Delightful Hotel, South End offer free Wi-Fi?
Guests can enjoy complimentary high-speed Wi-Fi throughout the hotel.
What amenities are available in the rooms at Staypineapple, A Delightful Hotel, South End?
Rooms feature air conditioning, a flat-screen TV, coffee maker, and designer bath products.
Which restaurants are located near Staypineapple, A Delightful Hotel, South End?
Nearby dining options include Berkeley Perk Café (0.5 km), Masa (0.5 km), and Grill 23 & Bar (0.5 km).
Are there any recreational activities offered at Staypineapple, A Delightful Hotel, South End?
Bicycles are available for rent, allowing guests to explore the city with ease.
Does Staypineapple, A Delightful Hotel, South End have any notable features?
The hotel features the unique Naked Experience, which includes European-style individual duvets and cozy robes.
What are the hotel highlights of Staypineapple, A Delightful Hotel, South End?
Highlights include a bar/lounge area, 24-hour reception, luggage storage, and vintage fittings throughout.
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