WTF? Where's the Food?!

Staypineapple Boston

We love Boston because it’s a city that is alive at all times of the day, and we’ll help you stay energized so you can enjoy the best of it. Afternoon delights offer coffee and cupcakes in the lobby, or you can binge on the in-room snack box any time of day for when those random cravings strike. Trophy Room features a tasty dinner and cocktail menu as well as a lively weekend brunch with American classics, original favorites, and colorful performances.

Boston has incredible food options ranging from Little Italy to fresh seafood across the city, and we hope you have the opportunity to experience some of it. Just know that for moments big and small, Staypineapple Boston has what you need.


Waking up is hard. Having coffee in your room is easy. Our in-room Keurigs will help you get that early fix to start your day. If a quick cup in your room is not your style, head next door to Berkeley Perk and have Jimmy make your favorite enhanced cup of Joe.


A favorite of locals, The Trophy Room is the epicenter of fun for the South End neighborhood. With nightly dinner specials, an original cocktail menu, and lively brunch on the weekends, the superb food and drink options match Trophy Room’s colorful atmosphere. After your first visit, you’ll want to become a local too!

More Details