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Boston, Massachusetts • view map

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.

1 to 31 Nights packages available
Select duration
1 / 7
Back Bay King
Make this stylish abode your Boston home away from home, perfect for relaxing after a day's exploration with a plush king bed and a modern ensuite
21m²
Option 1
Stay and Save Rate
Waived amenity fee (Wi-Fi, STREAMPINEAPPLE streaming service, in-room tea and coffee, unlimited bottled water and access to the hotel's beach cruisers)
Welcome beverage per person, per stay
1 / 5
South End Corner King
Stay in absolute comfort between days of Boston exploration in this light-filled corner room complete with a plush king bed, a roomy walk-in shower and partial city vistas
17m²
Option 1
Stay and Save Rate
Waived amenity fee (Wi-Fi, STREAMPINEAPPLE streaming service, in-room tea and coffee, unlimited bottled water and access to the hotel's beach cruisers)
Welcome beverage per person, per stay
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8.6
Excellent
From online reviews
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