Staypineapple, A Delightful Hotel, South End – A Favorite for Families in Boston
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Key details
About the Hotel
26 Chandler St, Boston, 02116,
-
Close to Copley Square
Great
8.5
9.0
/10
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/5
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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Staypineapple, A Delightful Hotel, South End - A Boutique Hotel on the border of Back Bay and South End in Boston
The Staypineapple Experience
Staypineapple, A Delightful Hotel, South End offers the exclusive Naked Experience with European-style individual duvets in every room. The hotel charges a daily Amenity Fee that covers high-speed Wi-Fi, a reusable water bottle with access to a Water Bar offering still, sparkling, and hot water, and Daily Afternoon Delights featuring signature pineapple treats and coffee. Complimentary bicycles are available for guests to explore the city, and the hotel's genuine vintage fittings enhance the character of the property.
Accommodations
Guest rooms feature a flat-screen TV with streaming capabilities and an iPod docking station. Each private bathroom includes a walk-in marble shower with Tommy Bahama products. The room also provides a work desk and a telephone with access to the 24-hour front desk.
Dining and Entertainment
The on-site restaurant, Trophy Room, provides a lively dining scene with an all-American menu and a full bar. The hotel offers two complimentary drink coupons per guest for beer, wine, or non-alcoholic beverages from the lobby fridge. The Trophy Room operates as a bar open to the public, creating a neighborhood atmosphere.
Location and Neighborhood
Staypineapple is located on the border of Back Bay and the South End, within walking distance to popular restaurants and attractions. Guests are a 10-minute walk from the scenic Back Bay area, the unique shops and gourmet restaurants of Newbury Street, and the Back Bay station. Nearby attractions include Fenway Park, Boston Center for the Arts, and the Prudential Center.
Pet-Friendly Policies
The hotel is pet-friendly and offers specialized dog amenities, including a pet basket and pet bowls for guest use. The general manager's dog, Goofy, a Bernedoodle, is frequently present in the lobby, adding to the hotel's character. A partnership with a local dog rescue organization underscores the hotel's commitment to animal welfare.
Highlights
Location: On the border of Back Bay and South End, 10 min walk to Newbury Street
Rooms: European-style boutique rooms with Naked Experience duvets
Dining: Trophy Room restaurant with an all-American menu
Pet Policy: Offers specialized dog amenities and pet bowls
Amenities: Complimentary bicycles and a Water Bar with multiple options
Fee: Daily Amenity Fee covers Wi-Fi, water, and afternoon treats
“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
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
Bay view
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!
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Check-in/ Check-out
Facilities
Each family-friendly hotel provides top-notch amenities for an unforgettable stay with your loved ones
Facilities: Great
8.4/10Review 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
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 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,
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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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
Family-focused reviews and ratings
Read feedback from other families who have stayed to ensure you make the right choice.
Review score
Based on 732 verified reviews
8.6 /10
Great
84 %
Recommend
Breakfast
8.3/10
Cleanliness
8.9/10
Comfort
8.8/10
Facilities
8.4/10
Free WiFi
7.4/10
Location
9.1/10
Paid Wi-Fi
8.6/10
Staff
9.1/10
Value for money
8.1/10
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 857 reviews
8.5/10
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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FAQs
About Staypineapple, A Delightful Hotel, South End
What are the check-in and check-out times at Staypineapple, A Delightful Hotel, South End?
Check-in is at 16:00 and check-out is at 12:00.
How far is Staypineapple, A Delightful Hotel, South End from Fenway Park?
The hotel is approximately 2 km from Fenway Park.
What dining options are available at Staypineapple, A Delightful Hotel, South End?
The on-site restaurant, Trophy Room, offers an all-American menu.
What are some nearby restaurants to 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).
What room amenities can guests expect at Staypineapple, A Delightful Hotel, South End?
Rooms include air conditioning, a flat-screen TV, high-speed Wi-Fi, and designer bath products.
Is there a bar available at Staypineapple, A Delightful Hotel, South End?
Yes, the bar is open until 2:00 AM every night.
What facilities for business travelers are available at Staypineapple, A Delightful Hotel, South End?
The hotel provides a work desk and 24-hour front desk access for business needs.
How far is Staypineapple, A Delightful Hotel, South End from Boston South station?
The hotel is 2 km from Boston South station.
What recreational activities can guests enjoy at Staypineapple, A Delightful Hotel, South End?
Guests can take advantage of complimentary bicycle rentals for exploring the city.
Does Staypineapple, A Delightful Hotel, South End provide any food and beverage services throughout the day?
Yes, guests can enjoy daily Afternoon Delights featuring signature pineapple treats and coffee.