Staypineapple, A Delightful Hotel, South End - Boston

$$$$||View on mapBoston, United States26 Chandler St, Boston, Massachusetts, United States, 02116|
8.4
Great
|75 photos
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Rooms and Guests2 Guests, 1 room
Staypineapple, A Delightful Hotel, South End - Boston
26 Chandler St, Boston, Massachusetts, United States, 02116·View on map
$$$$
Overall Score
Great
8.4Great
Highest Rated
Location9.0
Staff9.0
Cleanliness8.8
Comfort8.7
Lowest Rated
Value for money7.8
Free WiFi7.7
Who stays here
Couples53%
Solo19%
Families14%
Groups8%

Overview

Overall Score
Great
8.4Great
Highest Rated
Location9.0
Staff9.0
Cleanliness8.8
Comfort8.7
Lowest Rated
Value for money7.8
Free WiFi7.7
Who stays here
Couples53%
Solo19%
Families14%
Groups8%

Boutique hotel in Boston's South End with exclusive Naked Experience bedding and complimentary bicycles

Amenities & Unique Touches

Staypineapple, A Delightful Hotel, South End Boston offers the exclusive Naked Experience, with European-style individual duvets for each guest. Complimentary bicycles are available for exploring the city, and a Water Bar in the lobby provides still, sparkling, and hot water refills. Daily Afternoon Delights include signature pineapple treats and fresh coffee, included in the Daily Amenity Fee.

Dining

The on-site restaurant, Trophy Room, serves an all-American menu in a lively setting. Guests receive complimentary drink tokens at check-in, redeemable at the bar for beer and wine. The bar attracts a mix of hotel guests and locals, creating a welcoming neighborhood atmosphere.

Rooms & Accommodations

Each room at Staypineapple South End is outfitted with the Naked Experience bedding, plush robes, and genuine vintage fittings. Pineapple-themed decor adds a quirky touch, while flat-screen TVs with streaming capabilities and a work desk meet practical needs. Rooms are compact but well-designed, with storage under the bed and hooks on the walls.

Location

Staypineapple hotel Boston sits on the border of Back Bay and South End, a 10-minute walk from Back Bay station and Newbury Street shops. Fenway Park is reachable in a 30-minute walk, and the Boston Center for the Arts is minutes away. The hotel is located on a quiet dead-end street, offering a peaceful retreat close to city attractions.

Pet-Friendly Policies

Staypineapple, A Delightful Hotel, South End Boston is pet-friendly and provides specialized dog amenities, including pet baskets and pet bowls in the room. The lobby often features a resident dog that greets guests, and the hotel supports animal charities through optional stuffed animal purchases. Dogs are welcomed with treats and water bowls, making travel with pets easy.

  • Location: Border of Back Bay and South End, walking distance to Back Bay station and Fenway Park
  • Rooms: Exclusive Naked Experience bedding with European-style individual duvets
  • Dining: Trophy Room with all-American menu and lively bar
  • Pet-friendly: Specialized dog amenities including pet baskets and bowls
  • Amenity Fee: Covers Daily Afternoon Delights, complimentary bicycles, and Water Bar refills
Good to know
Check-in/Check-out
from 16:00-23:59
until 12:00
Amenities
Wireless internet is available in the entire hotel for free.
Other information
Children & extra beds
There are no cots provided in a room. 
Pets
Pets are allowed on request.
Building
Year renovated:2011
Number of floors:8
Number of rooms:56
Former name
Chandler Inn Hotel
Price calendar
Check availability and prices for your dates now!

Rooms and availability

Corner King Room
  • Max:
    2 persons
  • Bed options:
    1 King-size bed
Deluxe King Room
  • Max:
    2 persons
  • Bed options:
    1 King-size bed1 Double bed
King Room
  • Max:
    2 persons
  • Bed options:
    1 King-size bed
  • Bay view
  • Shower
  • Non-smoking

Facilities

Main facilities

Wi-Fi
Parking
Luggage storage
24-hour services

24-hour reception

Food/ Drinks

Bar/ Lounge area

Restaurant

TV

Flat-screen TV

Lift
Pets allowed

Services

  • Pet amenities available

Dining

  • Restaurant
  • Bar/ Lounge area

Room view

  • Bay view

Room features

  • Air conditioning
  • Heating
  • Tea and coffee facilities

Media

  • Flat-screen TV
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Essential information about Staypineapple, A Delightful Hotel, South End

💵 Lowest room price 72 £
📏 Distance to centre 1.6 km
✈️ Distance to airport 8.6 km
🧳 Nearest airport Logan, BOS

Location

26 Chandler St, Boston, Massachusetts, United States, 02116
Address
The address has been copied.
26 Chandler St, Boston, Massachusetts, United States, 02116
Map view
26 Chandler St, Boston, Massachusetts, United States, 02116
  • City landmarks
  • Nearby
  • Restaurants
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
Restaurant
The Trophy Room
0 m
Restaurant
Wink & Nod
150 m
Restaurant
Masa
170 m
Restaurant
Cosmica
160 m
Restaurant
Bootleg Special
200 m
Restaurant
Club Cafe
280 m
Restaurant
Flour Bakery & Cafe
390 m
Restaurant
Barcelona Wine Bar
320 m
Restaurant
Citrus & Salt
270 m
Restaurant
The Beehive
390 m

Reviews of Staypineapple, A Delightful Hotel, South End

The essence·from guest reviews·past 2 years

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One honest summary, pulled from every verified stay – no scrolling through hundreds of reviews.

Guests say: solid choice
rated 8+
4.2/ 5
161 reviews
8.4/ 10
808 reviews
4.3/ 5
204 reviews
8.9/ 10
328 reviews

FAQ about Staypineapple, A Delightful Hotel, South End

What are the top attractions to visit while staying at the comfortable Staypineapple, A Delightful Hotel, South End?
Attractions that are worth your attention include Boston Children's Museum, situated 2.4 km away as well as Museum of Fine Arts, located nearly 25 minutes on foot from the comfortable Staypineapple, A Delightful Hotel, South End.
What interesting sites can I visit not far from Staypineapple, A Delightful Hotel, South End hotel?
Guests of Staypineapple, A Delightful Hotel, South End hotel can visit Blue Man Group (a few minutes' drive from the accommodation), or Trinity Church placed 8 minutes' walk away.
What are our dining options during the stay at Staypineapple, A Delightful Hotel, South End?
Guests of Staypineapple, A Delightful Hotel, South End can dine just outside the property in a highly rated-9/10 according to reviews-restaurant Grill 23 & Bar offering American cuisine.
Can I have breakfast at Staypineapple, A Delightful Hotel, South End hotel?
Yes, guests can enjoy breakfast, served daily in the restaurant of Staypineapple, A Delightful Hotel, South End hotel.
What time is check-in and check-out at Staypineapple, A Delightful Hotel, South End?
Guests of Staypineapple, A Delightful Hotel, South End can check in from 16:00 to 23:59 and check out from 12:00.
How much does it cost to stay at the inn?
The price for a room in the inn starts at $99.
What payment methods are available in Staypineapple, A Delightful Hotel, South End?
At Staypineapple, A Delightful Hotel, South End, you can pay using American Express, Visa, and Mastercard.
What room types are available at Staypineapple, A Delightful Hotel, South End hotel?
Corner King Room and Deluxe Room are among the room types available at Staypineapple, A Delightful Hotel, South End hotel.
Which amenities are included in the rooms at Staypineapple, A Delightful Hotel, South End?
Every room at Staypineapple, A Delightful Hotel, South End includes a flat-screen TV with satellite channels for guests' entertainment.
Is free internet provided in the inn?
Yes, the inn provides Wi-Fi available throughout the property for free.
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Rooms and Guests2 Guests, 1 room