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Staypineapple, A Delightful Hotel, South End Boston

Vibrant Heritage Stay in South End Boston

Staypineapple, A Delightful Hotel, South End Boston logo

Discover bustling markets, storied sporting grounds, renowned restaurants and revolutionary history from the heart of Boston's charming 'Southie' or "SoBo' neighbourhood with a stay at the Staypineapple, A Delightful Hotel, South End Boston. This boutique, art-inspired property is an easy walk from iconic landmarks including the Freedom Trail, Boston Common, Chinatown and Newbury Street.

The whimsical Staypineapple Hotels are built as 'celebrations of the living arts'. The lobby and guest rooms are dotted with beautiful abstract pieces and decorative tiling, with Staypineapple's signature yellow accents and pineapple logo making a frequent appearance. The chic Trophy Room restaurant and bar is an understated tribute to the city's sporting prowess and the perfect place to enjoy Sunday brunch or evening cocktails. Combining South Bostonian charm and vibrance with modern chic, thoughtful features and gracious service, all wrapped in the stylish package of a historic building, the Staypineapple, A Delightful Hotel, South End Boston is your inner-city sanctuary.

Luxury Escapes inclusions (select packages):
  • Black Friday discount applied (valid only on bookings made between 24 Nov 21 and 5 Dec 21). Valid for UK and US markets only.
  • Make the most of US$10 food and drink credit per person to use at the Trophy Room Restaurant and Bar
  • With waived hotel amenity fee, you can enjoy a wide range of benefits including high-speed Wi-Fi, in-room streaming services, beach cruisers and more
1 to 30 Nights packages available

package Options

Select duration
Back Bay King
Back Bay King
Enjoy your city stay in the Back Bay King room, boasting a king bed, thoughtful amenities, a spacious walk-in shower and Boston city views
Size: 21
Members get access to exclusive rates
Option 1
Flexible Rate (inclusions valid for all guests)
  • Black Friday 25% discount applied (valid only on bookings made between 24 Nov 21 and 5 Dec 21. See fine print for more details)
  • Waived amenity fee (Wi-Fi, STREAMPINEAPPLE streaming service, in-room tea and coffee, unlimited bottled water and access to the hotel's beach cruisers)
  • USD$10 food and drink credit per person, per stay
*Price is indicative and based on sample return fares (inclusive of booking fees on Low Cost Carriers). To view live pricing, conduct a full search. Luxury Escapes full Terms and Conditions apply
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