A Conversation with Cobblestones: A Beacon Hill Eatery

cobblestones sandwich boston

If Sweetgreen and Panera had a baby (but that baby could actually cook) then you would have Cobblestones.

We sat down with Jennifer, the owner of Cobblestones, to learn more about her journey and how she already has such a devoted following after having only been open since the Fall of 2021.

The Best Fast Casual in Boston

Jennifer is a Boston native who has lived in the area all her life. She began her career in the catering industry, and after leaving many years ago she is back in the business. While working around the corner from where Cobblestone is currently located, she realized that the neighborhood was missing a fast casual spot where locals could get quality food on-the-go, at a fair price.

If Cobblestones looks new to you, that’s because it was a complete gut job. The prior occupants had been in the location since the 70’s, and it looked like they hadn’t updated it since then. If you walk into Cobblestones now, there are large windows which fill the room with light, inviting you to sit and enjoy one of their delicious salads or sandwiches.

Jennifer’s goal with the establishment is to bring homemade cooking and quality ingredients to the fast casual environment. This eye for quality can be seen at every turn, from the black beans, which are made every morning for their breakfast burritos, to making all of their salad dressings in house.

Salads & Sandwiches: Trying All of The Hits

We got to try all of the hits. The first course was a breakfast burrito, which is something fairly hard to find in Boston. It was loaded with egg, sausage, and fresh veggies, and on the side was a creamy guac– which we used every last drop of.

It was hard to decide which sandwich we wanted to try because they all sounded so good. Jennifer recommended the Colonial, and we were happy she did! This is not your average turkey sandwich. Every carefully picked ingredient elevates this into a different stratosphere of sandwich goodness. The bread here is a mix of a ciabatta and focaccia. It is crunchy on the outside, while light and fluffy on the inside, with a touch of rosemary and sea salt. The turkey is super juicy and had tons of flavor, but the real star is the thick cut bacon. This is a far cry from the microwave bacon you get at Subway. The pesto aioli brings the entire sandwich together and gives it that extra POW. Last but not least is the pickle. It’s that kind of thick cut pickle that you would expect from any reputable deli.

Although it may not seem like we get our greens, we do love a good salad. Cobblestones salads are far above and beyond those from any of the chains you know and love. We tried the Southwest salad, which featured the homemade beans, super tender sous vide chicken, avocado, and an addicting cilantro lemon dressing. This is the type of salad that you feel good after eating, while still feeling like you enjoyed a full meal. And side note– we would buy Jennifer’s dressing by the gallon if she would sell it to us (maybe one day she will).

To Wrap It All Up…

The food at Cobblestones is top class, but what really sets this eatery apart is Jennifer and her love for her customers. While sitting down at Cobblestones, it felt like she was on a first name basis with everyone who walked in. When there is that much care and love for the customer it shines through in the food.

Only a few blocks away from Boston Common, this is an ideal spot to grab a bite.

Check out Cobblestones on their website or on Facebook!

2 Comments on “A Conversation with Cobblestones: A Beacon Hill Eatery

  1. Jennifer is the best! Wish I lived in Boston because I would eat atCobblestones every day.

  2. First time today having lunch with a friend.love this place!
    The staff was so nice helping with the menu since it was our first time.
    The food was great,just what we wanted for a casual lunch.
    The place is great looking and the owner Jennifer was there,making us feel so welcome!
    We can’t wait to go back and sit with a window seat to watch the goings on on Charles st.
    You really have to try Cobblestones!
    Janet, Boston

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