Roxy's Grilled Cheese

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292 Massachusetts Ave
Cambridge, MA 02139

Roxy's Grilled Cheese is a beloved establishment in Cambridge, MA, founded by James DiSabatino. The journey of Roxy's began as a serendipitous adventure born out of a passion for simple yet delicious food. Inspired by surviving on bread and cheese during travels with his brother's punk band, James decided to pursue his culinary dream.

Starting with a food truck purchased off Craigslist, Roxy's faced initial challenges due to food trucks not being legal in Boston. Undeterred, James tirelessly pursued the necessary permits, eventually becoming the first food truck to operate legally on a city street. This unconventional beginning set the stage for a unique dining experience that prioritizes direct interactions with guests.

Roxy's commitment to quality ingredients and handcrafted recipes remains unwavering. From slicing their own cheeses to making guacamole from scratch, every detail is meticulously attended to. What started as a humble grilled cheese concept has evolved into a diverse menu that continues to captivate taste buds while staying true to its roots of creating fun, delicious, and innovative dishes that foster connections with the community.

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Reviews

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4.0176 reviews
Photo of Catalina G.
Catalina G.
11/20/2025

This burger was literally to die for. It was so cheesy and juicy. The service was fast. The ambiance was upbeat, there were a bunch of people in there for lunch and there's an arcade directly in...

Photo of Sophie T.
Sophie T.
3/11/2025

100% will be back! I got the LTO Burger with no onions and it was DELICIOUS. The key? Chipotle Mayo as the sauce - under Dippers on the menu. It's the perfect pairing for the grilled cheese,...

Photo of Meg B.
Meg B.
7/25/2025

10/10 recommend. It was worth re-ordering this from door dash because someone stole my first order. I ordered the Buffalo tofu melt, & the truffle fries with a side of Roxy's sauce. The melt was...

Photo of Kelly C.
Kelly C.
5/24/2024

Love the burgers & grilled cheeses! This location also includes an arcade with drinks & games. The arcade also includes a few additional items on the menu. The chicken tenders are really good as...

Photo of Victoria T.
Victoria T.
10/28/2024

I got the chicken tenders and truffle fries, they were both really good! The chicken tenders was a "side" but it was big enough to be a full dinner meal. I thought they were great, I didn't expect...

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