A Hotel for Huskies just minutes from UW campus. Check out our serious style, colorful motif, and a range of upscale amenities.

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72-hour flash sale

25% off your stay during our National Plan for Vacation sale

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In the heart of Boston's South End

Discover all the iconic attractions waiting just outside our doors

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).

26 Chandler Street
Boston, MA, 02116
(857) 444-6111

Fenway Park
Fenway Park
1.58 Miles Away

Stadium

Fenway Park

Fenway Park, America’s most beloved ballpark, in the very heart of one of the country’s most historic cities. Our Boston hotel near Fenway is perfectly situated in the South End neighborhood, just steps away from a direct train to the ballpark, making us the ideal choice for baseball fans and city explorers alike.

TD Garden
TD Garden
2.4 Miles Away

Stadium

TD Garden

TD Garden, the legendary home of the Boston Celtics and Bruins, is the epicenter of sports and entertainment in the city. Our Boston hotel near TD Garden is nestled in the vibrant South End neighborhood, with easy access to a direct train to the arena—making us the perfect spot for sports fans, concertgoers, and city adventurers alike.

South End Boston
South End Boston
.5 Miles Away

Neighborhood

South End Boston

The South End is known for its stunning Victorian brownstones, rich cultural heritage and thriving arts scene. As one of the best hotels in the South End of Boston, Staypineapple Boston places you within walking distance of the area's many attractions. Explore the unique boutiques, trendy restaurants and lively cafes that line the streets.