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50-100 Rooms
1 Restaurant
26 Chandler St, Boston, MA 02116, USA

About this Property

Staypineapple Boston, A Delightful Hotel, gives you a modern hotel experience in one of our country's most historic cities. This award-winning hotel sits 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 Signature Staypineapple amenities.

Why We Like It For Groups

From

$220/night

Book this hotel

Visit the property’s booking site to check availability and get more information on the property.

Amenities

WiFiWiFi
Coffee StationCoffee Station

Location

Boston, MA

26 Chandler St, Boston, MA 02116, USA

About the neighborhood

Staypineapple Boston is perfectly nestled in the charming South End, a trendy neighborhood filled with art galleries, hip cafes and beautiful Victorian brownstones. Just a short ride to Fenway Park and the city's historic sites, you’re in the heart of Boston’s vibrant mix of culture, history and modern flair — ready for adventure around every corner. So, slip on your Red Sox cap, explore like a local, and when you’re done, kick back and get wicked comfortable in our Naked Experience double duvets (no baseball mitt required).

Frequently Asked Questions

Is Staypineapple Boston pet-friendly?

Staypineapple Boston is more than pet-friendly, we're pet-obsessed! Dogs, cats, pigs — you name it — we roll out the red carpet so your furry (or feathery) travel companion can enjoy the stay too. We also make it easy to save on your pet’s stay with our Pineapple Pup Package! Get 50% off the pet fee plus fun treats and goodies for your cuddly pal.

Is there a restaurant or bar on-site?

Our in-house bar and restaurant, Trophy Room, located on the first floor of Staypineapple Boston, is a local favorite, serving all-American classics and inventive cocktails in a lively, welcoming atmosphere. Trophy Room is open Monday-Thursday from 4:00 PM to 11:00 PM and on Fridays from 4:00 PM to 1:00 AM. Weekend breakfast is served from 8:00 AM to 12:00 PM, and the restaurant stays open until 1:00 AM on Saturdays and 10:00 PM on Sundays. For the full menu and more information, visit Trophy Room's website.

Do you offer group booking rates?

Whether it’s a wedding, family reunion, business event or any reason to gather, Staypineapple Boston offers group rates that make it easy for everyone to stay together. To book your group, email sales@staypineapple.com or call 1-866-866-7977. For more information, visit our Groups page.