Staypineapple, A Delightful Hotel, South End – Hotel near airport in Boston
Key details
Hotel overview and key features
26 Chandler St, Boston, 02116,
- Close to the Freedom Trail
Great
8.4
9.0
4.2
4.3
Staypineapple, A Delightful Hotel, South End is a 4-star hotel located 2 mi from
Comfortable & Stylish Rooms
Each room at Staypineapple Boston features plush pillow-top beds with European-style double duvets, high-speed Wi-Fi, and designer bath products.
On-Site Dining Options
Local Attractions & Activities
Guests can explore the
Convenient Guest Services
Staypineapple, A Delightful Hotel offers high-speed Wi-Fi, streaming-capable HDTVs, and reusable
“What stands out here is the South End location, near Back Bay but with its own distinct vibe. It's a boutique experience, to be sure, with fun pineapple accents and the brand's signature bedding. Plus, the pet-friendly policy and on-site Trophy Room add genuine appeal.”
Choose your ideal room style
Choose from family rooms, suites, flexible cancellation & more
Back Bay King
2 persons
195 sq. feet
1 King-size bed
Coffee machine
Shower
room details
South End Corner King
2 persons
195 sq. feet
1 King-size bed
Coffee machine
Shower
room details
Prices and Availability
Check availability and prices for your travel dates right now!
Facilities
Stay relaxed and refreshed just minutes from the airport
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
Dining
- Restaurant
- Bar/ Lounge area
Room features
- Air conditioning
- Heating
- Tea and coffee facilities
Media
- Flat-screen TV
Show more
Dining Onsite
At Staypineapple, A Delightful Hotel, South End, guests can indulge in tantalizing American cuisine amidst a modern and inviting setting. From brunch delights to intimate dinners, the dining options promise a flavorful experience that reflects the charm of the vibrant South End neighborhood.
Location
26 Chandler St, Boston, 02116,
Map view
City landmarks
Stadium
Fenway Park
1.4 mi
Landmark
Boston Common
3900 ft
Market
Faneuil Hall Marketplace
1.4 mi
Park
Boston Public Garden
4100 ft
Landmark
Freedom Trail
4200 ft
Museum
Museum of Fine Arts
1.3 mi
Aquarium
New England Aquarium
1.4 mi
Museum
Museum of Science
1.4 mi
Museum
Boston Tea Party Ships & Museum
1.3 mi
Library
Boston Public Library
2900 ft
Parking area
Skywalk Observatory
3700 ft
Square
Copley Square
2600 ft
Landmark
North End
1.5 mi
Landmark
Freedom Trail walk
1.6 mi
Spa Centre
Newbury Street
3900 ft
Church
Trinity Church
2200 ft
Landmark
Boston Children's Museum
1.5 mi
Cemetery
Granary Burying Ground
5100 ft
Monument
Bunker Hill Monument
2.1 mi
Museum
Isabella Stewart Gardner Museum
1.6 mi
Landmark
Beacon Hill
1.2 mi
Monument
New England Holocaust Memorial
1.3 mi
Museum
The Paul Revere House
1.4 mi
Tower
John Hancock Tower
2100 ft
Landmark
Quincy Market
1.3 mi
Museum
USS Constitution Museum
2.0 mi
Museum
The Institute of Contemporary Art
1.5 mi
Public Building
Old State House
1.2 mi
Theatre
Boston Symphony Hall
5100 ft
Landmark
Back Bay
3100 ft
Nearby
Boston Public Garden Facing the Arlington Street Entrance
George Washington Statue
1400 ft
Arlington Street Boston Public Garden
Ether Monument
1400 ft
Church
Arlington Street Church
1400 ft
Restaurants
The Trophy Room
26 Chandler Street
Wink & Nod
500 ft
3 Appleton St
Masa
600 ft
439 Tremont Street
Cosmica
600 ft
40 Berkeley St Located in the Revolution Hotel
Bootleg Special
700 ft
400 Tremont St
Club Cafe
1000 ft
209 Columbus Ave
Flour Bakery & Cafe
1300 ft
131 Clarendon St
Barcelona Wine Bar
1100 ft
525 Tremont Street
Citrus & Salt
900 ft
142 Berkeley St
The Beehive
1300 ft
541 Tremont St
Explore Boston
Explore South End Attractions
Boston Public Garden
15 minutes' walk
Public park known for its beautiful swan boats and vibrant flower beds. Ideal for leisurely strolls and photography.
Fenway Park
25 minutes' walk
Historic baseball stadium, home of the Boston Red Sox. Offers guided tours showcasing its iconic memorabilia.
Faneuil Hall Marketplace
25 minutes' walk
Lively marketplace with a variety of eateries and shops. Features street performances and events throughout the year.
Boston Common
15 minutes' walk
America's oldest public park, perfect for picnics and relaxation. Hosts seasonal events like free movie nights.
Bike Rentals Along the Charles River
15 minutes' walk
Biking along the scenic Charles River esplanade offers stunning views of the city. Rentals available nearby.
Spa at the Mandarin Oriental
10 minutes' walk
Luxurious spa experience with a variety of treatments. Ideal for relaxation after a busy day exploring Boston.
Yoga Classes at Back Bay
8 minutes' walk
Daily yoga classes for all levels in a serene atmosphere. Perfect for recharging during your stay.
Boston Duck Tours
15 minutes' walk
Unique land and water tour of Boston in an amphibious vehicle. Family-friendly and fun for all ages.
The Trophy Room
1 minute' walk
Casual spot known for gourmet burgers and craft cocktails. Vibrant atmosphere ideal for groups.
Wink & Nod
2 minutes' walk
Innovative cocktail bar with a seasonal small plates menu. Reservations recommended for peak hours.
Masa
3 minutes' walk
Mexican cuisine hotspot famous for its tapas and margaritas. Bright decor creates a lively dining experience.
Bootleg Special
3 minutes' walk
Southern-inspired eatery with a fun, relaxed vibe. Great for brunch and diverse dietary options available.
The Wilbur Theatre
20 minutes' walk
Historic theater showcasing live performances and comedy shows. Check schedule for family-friendly events.
House of Blues
25 minutes' walk
Live music venue featuring performances from various artists. Offers a vibrant atmosphere and great food.
Laugh Boston
20 minutes' walk
Comedy club presenting local and national acts. Enjoy a fun night out with friends or family in a cozy environment.
Lansdowne Street Nightlife
25 minutes' walk
Popular nightlife district with bars and clubs. Great for those looking to experience Boston's vibrant nightlife scene.
Getting around
Looking for early discounts?
Get airport hotel deals before everyone else
Property information and rules
Check-in
from 16:00-23:59
Check-out
until 12 pm
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
Guest scores and detailed hotel feedback
Past guest experiences and opinions
Show more
Pros
Cute theme
Friendly staff
Good location
Clean rooms
Cons
Shabby entrance
Extra charges
Uncomfortable bed
Guest reviewsbased on 3 reviews
Georgia from United States
Single
Back Bay King
4 nights in November 2025
|
Reviewed: January 31, 2026
9.0/10
Pineapple Perfection!
complimentary beverage clean hallway reusable bottle kind service
The front desk offered a complimentary beverage upon arrival. I chose a refreshing non-alcoholic option! The halls always smelled fresh and clean, which I really appreciated. I loved that they provide reusable water bottles and have refill stations readily available. Staff offered kind service!
The elevator seemed a bit old. it always worked efficiently.
Service
9/10
The staff was helpful with everything, offering information and assistance. They provided a warm welcome and always seemed happy to assist guests with any needs, always smiling!
Dining
10/10
A welcome drink at the bar upon check-in was available and was complimentary! Nearby, I found Barcelona, a tapas bar, and it was AMAZING!!! This tapas bar is a great spot!
Location
9/10
The location offers convenient access to the Public Garden and Boston Common. Many restaurants are close. It is a safe area for walking, even late at night. I walked everywhere!!!
Facilities
8/10
A Keurig coffee maker was in my room. Refilling stations for water are available in the lobby, which helps reduce plastic waste! The hotel offers bicycles for rent, so getting around the city is easy.
0 Helpful
|
Christina from Canada
Couple
Back Bay King
4 nights in November 2025
|
Reviewed: January 01, 2026
7/10
comfortable bed pineapple lotion great location high price hidden taxes
The bed was wonderfully comfortable the bedding felt so soft. I adored all the pineapple scented lotion and body wash. The location makes dining out easy shopping in boutiques is simple just a few blocks away.
They charged my card more than indicated they said this was a deposit.
0 Helpful
Luke from United Kingdom
Business traveller
South End Corner King
3 nights in June 2026
|
Reviewed: August 11, 2025
7/10
convenient location subway station small room limited space
the location was convenient. i could easily walk to several points of interest, and a subway station was nearby (it was great for exploring!).
the room i had was quite small. moving around with luggage was a bit challenging (i wished there was more space).
0 Helpful
Show more reviews
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