Loved by Staypineapple, A Delightful Hotel, South End guests
Cozy place
Clean rooms
Comfortable bed
Great location
Attentive staff
Good options
"2 sets of duvets are provided for one queen bed, that's really considerate"
Ming-chin from Australia
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"I can't even explain how delicious the dinner at Trophy Restaurant was."
Nay V
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"There are nice extras here such as a complimentary wine/beer or from the drink/snack fridge, generous channel selections on a generously sized flatscreen, delicious morning coffee or tea in the room machine."
Discover779347 from United States
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"Goofy, the adorable Bernedoodle who hangs out in the lobby, made it feel like home."
Rafaela M
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Boutique hotel in Boston's South End with complimentary bikes and a pet-friendly policy
Rooms & Amenities
Staypineapple, A Delightful Hotel, South End offers the Naked Experience bedding, a system of individual European-style duvets that prevent cover-hogging. All 56 rooms include a flat-screen TV with Chromecast streaming capability and a walk-in marble shower. A daily Amenity Fee covers high-speed Wi-Fi, use of the reusable water bottle at the Water Bar, and afternoon treats served in the lobby.
Dining & Entertainment
The on-site Trophy Room restaurant serves an all-American menu and operates as a lively neighborhood bar. Guests receive two complimentary drink coupons at check-in, redeemable for beer or wine at Trophy Room. The hotel also offers Daily Afternoon Delights, which include signature pineapple treats and fresh coffee in the lobby.
Location & Transportation
The hotel sits on the border of Back Bay and South End, within a 10-minute walk of Back Bay station and the shops of Newbury Street. Fenway Park is a 20-minute walk away, and the Boston Center for the Arts is three blocks from the front door. Complimentary bicycles are available for guests who want to explore the city on two wheels.
Pet-Friendly Policies
The hotel welcomes dogs with specialized amenities, including pet baskets, pet bowls, and a community partnership with a local dog rescue organization. The general manager's Bernedoodle, Goofy, is a regular presence in the lobby, greeting guests. There is no weight limit or breed restriction for dogs, and no additional deposit required beyond the standard Amenity Fee.
Business & Practical Details
Concierge service and luggage storage are available through the 24-hour front desk, which also provides invoice processing for business travelers. The hotel is a 15-minute walk from the Hynes Convention Center and a 5-minute walk from the Orange Line at Back Bay. The daily Amenity Fee consolidates parking coordination via SpotHero, food and drink credits, and all room-based technology into one flat charge.
Highlights
Bedding: Naked Experience with individual European duvets
Dining: Trophy Room all-American menu with complimentary drink coupons
Service: Daily Afternoon Delights with pineapple treats & coffee
Pet Policy: No weight limit, no breed restriction, free pet amenities
Location: Steps from Back Bay station, Fenway Park, Newbury Street
Transport: Complimentary bicycles for city exploration
Value: Daily Amenity Fee covers Wi-Fi, water bottle, drinks, and parking help
“What stands out is the seamless experience, from attentive staff to thoughtful extras like free-flowing coffee and chilled water. The pineapple theme is carried through with charming details and especially comfortable beds. Its Back Bay location offers a relaxed vibe with easy access to Boston, best explored using the hotel's bikes.”
Grace WhitmanContent & Editorial Director at Familyhotels
Choose from a variety of room types
Choose from a wide variety of rooms designed for families, including double rooms, family suites, and rooms with breakfast included
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
Availability and pricing for your selected dates
Book your family’s getaway in a snap with up-to-date availability and pricing!
Facilities
Each family-friendly hotel provides top-notch amenities for an unforgettable stay with your loved ones
Facilities: Great
8.2/10Review score
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, culinary experiences come alive with vibrant flavors in a modern setting. Guests can indulge in American dishes at the stylish Trophy Room, perfect for a cozy brunch or an alluring dinner.
Trophy Room
American
Ambiance
A modern restaurant that exudes a warm and inviting atmosphere, making it the perfect spot to relax and enjoy a meal.
Key Offerings
A highlight is the avocado toast topped with braised tomatoes and goat cheese, alongside a selection of carefully crafted dishes that reflect local culinary traditions.
Reservation
Reservations recommended.
Open for dinner Wednesday through Sunday, with brunch available on Sundays.
Staypineapple, A Delightful Hotel, South End 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
Parking area
Skywalk Observatory
3700 ft
Library
Boston Public Library
2900 ft
Square
Copley Square
2600 ft
Spa Centre
Newbury Street
3900 ft
Landmark
Freedom Trail walk
1.6 mi
Museum
Isabella Stewart Gardner Museum
1.6 mi
Landmark
Boston Children's Museum
1.5 mi
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 the South End
Top Attractions
Activities
Dining
Entertainment
Boston Common
15 minutes' walk
Historic park offering scenic walkways, open spaces, and a playground. Great for picnics or a leisurely stroll.
Boston Public Garden
15 minutes' walk
Beautifully landscaped gardens featuring swan boats and vibrant flower displays. A popular spot for photos and relaxing.
Museum of Fine Arts
25 minutes' walk
Renowned art museum showcasing a vast collection from ancient to contemporary art. Offers guided tours and events.
Faneuil Hall Marketplace
25 minutes' walk
A historic marketplace with shops, eateries, and entertainment. Known for its vibrant atmosphere and street performers.
Bike Rentals along the Charles River
10 minutes' walk
Bike along scenic paths with views of the river and skyline. Rentals available nearby; perfect for all skill levels.
Yoga in the Park
10 minutes' walk
Outdoor yoga classes at Boston Common. Ideal for relaxation and mindfulness; check schedules for availability.
Harbor Cruises
10 minutes' drive
Cruises offering stunning views of Boston's harbor and skyline. Great for sightseeing; tickets can be booked online.
The Trophy Room
1 minute' walk
A cozy bar with American fare and a vibrant atmosphere. Known for burgers and unique cocktails; casual and inviting.
Masa
3 minutes' walk
A lively spot offering Southwestern cuisine with a flair. Popular for its brunch and extensive tequila selection.
Bootleg Special
3 minutes' walk
A stylish bar and restaurant featuring craft cocktails and modern cuisine. Great ambiance; reservations recommended.
House of Blues
10 minutes' drive
Live music venue offering diverse performances across genres. Fun atmosphere, renowned for its Southern-inspired menu.
Laugh Boston
10 minutes' drive
Comedy club featuring local and national acts. Ideal for a night of laughs, suitable for adults and older teens.
Tips on navigating the city
City Centre
Boston 20 min · 1.0 mi
Airports
Logan (BOS) 13 min · 5.3 mi
Worcester Regional (ORH) 116 min · 47.7 mi
Train
Boston South Station 17 min · 4600 ft
Underground
Back Bay Metro Station 5 min · 1400 ft
Bus
Bus stop 2 min · 400 ft
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Book now and enjoy exclusive rates on your family vacation!
Check Rates
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
Family-focused reviews and ratings
Read feedback from other families who have stayed to ensure you make the right choice.
Cleanliness
8.8/10
Comfort
8.7/10
Facilities
8.2/10
Free Wi-Fi
7.7/10
Location
9.0/10
Staff
9.0/10
Value for money
7.8/10
Pros
Helpful staff
Clean rooms
Walkable location
Darling decor
Cozy place
Cons
Extra charges
Small room
Guest reviews
based on 61 reviews
3.5/5
based on 808 reviews
8.4/10
No reviews yet on our siteUnfortunately, our guests have not yet left any reviews for this hotel, but you can read reviews from Booking.com.
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