Kennedy's On The Square

Beautiful Boston: Kennedy’s on the Square

Disclosure of Material Connection: I received one or more of the products or services mentioned above for free in the hope that I would mention it on my blog. Regardless, I only recommend products or services I use personally and believe will be good for my readers. I am disclosing this in accordance with the Federal Trade Commission's 16 CFR, Part 255: "Guides Concerning the Use of Endorsements and Testimonials in Advertising."

As you know from reading this, I love all things beauty. Makeup, skin care, nail polish, clothing … the list goes on. But you know what I think is equally, if not more, beautiful? A well-crafted cocktail and food I just can’t stop eating even if I’m bursting at the seams. I’m sure you know what I’m talking about.

So imagine my delight when I was invited with some of the other lovely Boston bloggers to enjoy a complimentary night of drinks, tasty treats and laughs at Kennedy’s on the Square. Located in historic Harvard Square, KOTS coins itself as a “gastropub with tantalizing cocktails & craft beers.” The interior is filled with rich leather booths and cozy, dim lighting. It’s the perfect setting in which to share gossip with your friends over a plate of grass-fed sliders and a couple of Vault martinis.

Kennedy's On The Square

Kennedy's On The Square

Over a couple of hours, we downed cocktails and gorged ourselves on a mix of apps, entrees and desserts. Before we get in to the food, I wanted to apologize for the lack of corresponding pictures. My camera died because I forgot to charge my battery and all the phone pictures I took turned out blurry. Once the other bloggers post their articles, I’ll link them here.

My favorite app was hands-down the grass-fed sliders, which were served on potato buns. The meat was tender, juicy and perfectly seasoned. For an entree, I enjoyed the Sausage pizza, which was equally as delicious. The crust was a bit too thin for my personal preference, but it was still amazing. The combination of lamb sausage, feta cheese, pomegranate, molasses and mint was perfection.

Kennedy's On The Square

Kennedy's On The Square

Kennedy's On The Square

To round out the night, I had a bite of three desserts – the bread pudding, Nutella creme brûlée and flourless chocolate cake. All were enjoyable, but my favorite was the bread pudding. I just went back to look for a description of the bread pudding, but didn’t see it on the dessert menu, so I guess the menu changes regularly? Regardless, if you go and they are offering the bread pudding, make sure to put in an order … and then bring it to me 😉

Kennedy's On The Square

kennedy's on the square

If you can’t tell from my post, I had an amazing time and I would definitely go back. It strikes me as more of a place to go with friends for drinks and a shared meal than a place for an formal dinner, but to each their own. And you know what’s even better? There is a sister restaurant, Kennedy’s Public House, in Norwood out near me. I can go any night I please. Win, win!

If you do happen to spend some time at KOTS, come back to let me know what you thought!

Photos: Kennedy’s on the Square; Disclosure


  • Lola Seicento

    The atmosphere looks perfect, and the food and drinks sound just up my alley!

    • Kristin Bassett

      It is such a cozy spot – a must-go if you’re ever in Boston 🙂

  • honeygirlsworld

    This looks and sounds like my kind of place. My husband and I love visiting places like these to just sit down and wind down the day.

    • Kristin Bassett

      This is the spot to wind down at, for sure. The drinks are delish!

  • Brooke

    This place looks gorgeous! I love the atmosphere!

    • Kristin Bassett

      I especially love the vault room.

  • Destany

    That looks like a nice place!

    • Kristin Bassett

      It is a great spot. If you’re ever in Boston, check it out!

  • mybeautyjunction

    I love looking at pub signs and decor and the ambiance here looks great!

    • Kristin Bassett

      The decor is so cozy! You just melt into the booths.

  • Betzy Carmona

    What a gorgeous location !

    • Kristin Bassett

      It really is gorgeous. Lovely ambiance for a night out.

  • Kath TheFabZilla

    Yes to bread pudding. You just made me crave for it

    • Kristin Bassett

      Isn’t bread pudding AMAZING?! One of my favorite desserts.

  • all_the_words

    It looks like a great place! I could totally go for some bread pudding 😀

    • Kristin Bassett

      I could go for bread pudding any time, any place 😉

  • phyrra

    This sounds like a great restaurant for a girl's night of eating and sipping cocktails

    • Kristin Bassett

      YES! The drinks are amazing – perfect for having one (or two … or three) with friends.

  • neversaydiebeauty

    This past October on a nice warm night, I ate at Kennedy's for the first time. I got together with a friend I hadn't seen in 20 years who was in town for a conference. We had a lovely time!

    • Kristin Bassett

      Glad to hear someone else enjoys it here. We’ll have to go together sometime soon!