** COVID-19 Travel Updates: Learn about our sanitation protocols and flexible cancellation policies. **

A Delightful Hotel
Boston South End
Map Attractions 26 Chandler Street
Boston, MA, 02116
(857) 444-6111

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A "Wicked Smaht" Choice in South End

Staypineapple Boston

Staypineapple Boston is the perfect launching point for your Boston experience whether you’re taking a walk along the Freedom Trail, in town on business, or looking to catch a game with one of Boston’s storied teams. Our location is in one of Boston’s finest neighborhoods, the South End, just steps away from Back Bay and many of the city’s famous historical sites, stylish stores, and great restaurants. Staypineapple Boston will help you relax while working on your accent in private with all the elements and comfort of The Naked Experience and Staypineapple amenities, giving you a modern hotel experience in one of our country’s most historic cities.



Great Staypineapple Road Trip

Bring the whole family, great perks, and savings await you. Who doesn’t want free parking or food?


Work From Staypineapple

Your office (your guestroom) offers 30 Mbps Wi-Fi, streaming, unlimited coffee, tea, & bottled water


What's nearby

Staypineapple Boston
26 Chandler Street, Boston 02116, United States Entrance of Staypineapple Boston
Phone: (857) 444-6111
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