Trophy Room

26 Chandler St, Boston
(617) 482-4428

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Hamburger with French Fries

Trophy Room Nachos

Chicken Tenders

Hawaiian Pizza

Top Any Salad

Tacos Chicken

Pork Sliders

Margherita

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Trophy Room

Recent Reviews

Jonathan is that guy! The only bartender and waiter for the entire restaurant—and somehow, he’s holding it down like a pro. From the moment I walked in, he was gracious, attentive, and moving with purpose, making sure everyone felt seen, served, and taken care of.

Despite being a one-man show, drinks came out strong, food was hot, and vibes were high. He was juggling tables, mixing cocktails, taking orders, and still had time to be warm, funny, and completely...

August 2025

From the moment we arrived at Staypineapple in Boston, we were welcomed like old friends. The front desk team greeted us with the warmest smiles, and everyone seemed genuinely happy to have us there. The lobby was cozy yet modern, filled with quirky pineapple-themed decor that set a fun, welcoming tone right away.
One of the most unexpected highlights? The hotel dog! A friendly, fluffy companion named Goffy came trotting over to greet us, tail wagging and eyes sparkling....

August 2025

From the moment we arrived at Staypineapple in Boston, we were blown away by the entire experience. This boutique hotel is the perfect combination of charm, comfort, and class, and it quickly became one of our favorite stays ever.

First, the staff was incredibly warm and welcoming. Every interaction we had—from check-in to casual hallway greetings—felt genuine and friendly. They truly go above and beyond to make you feel at home. Whether it was offering...

August 2025

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Trophy Room

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Trophy Room