Contessa - Boston: Upscale Cocktail Bar with a Stunning Italian Brunch Experience

The restaurant has an impeccable atmosphere and service. The spicy lobster capellini has such a creamy and a hint of spicy flavor. Chicken francese was so juicy and not oily at all. Their drinks are also very well made, great cocktails and not overwhelming. View is awesome, especially during sunset

Great overall experience. Food was very good and the atmosphere and drinks were great. Highlight of the meal was the oysters and the squash carpaccio. My girlfriend loved her spicy lobster pasta I had the veal.

We came here to celebrate my birthday, and wow, it completely exceeded my expectations. I’ve had my fair share of pricey Italian spots, so honestly, I came in thinking the food would be just okay, and the view and atmosphere would make up for it. I was so wrong. The food was absolutely incredible, super fresh, flavorful, and beautifully prepared. You have to try the squash carpaccio, it was unlike anything I’ve ever had: light, refreshing, and full of layered flavors. On top of that, the service was outstanding. Honestly, I couldn’t have picked a better place to celebrate. It really does live up to the hype. Tip: Make sure to book a reservation at least two weeks in advance, this place fills up fast!

Service was AMAZING. Everybody was so friendly and sweet. The food was incredible. The lobster pasta was the best pasta dish I’ve ever eaten in my life. The veal cutlet was crazy good too. This is definitely now a top 3 favorite Boston restaurant!!

Contessa was one of the best choices I’ve ever made for spending a rainy, foggy night celebrating my husband’s birthday! We loved the view, and the interior atmosphere was amazing. Reserve in advance! All the food we ordered was delicious, fresh, and perfectly cooked. The portions were just right.

Overall, we may try the restaurant again. We went to meet up with a colleague for dinner on a Tuesday night and it was packed. I ended up getting the Shrimp main, with Prawns. Id say this was their best dish of the night. It was slightly dry but at the suggestion of our waiter we got the peppercini butter sauce which was awesome. We got the squash starter which was really good and buttery. We tried the tuna starter but the combination with the artichokes was overpowering. The experience was great however their ambiance is top notch and our waiter was superb. Dinner was expensive at almost $500 for three.

Interior is stunning and the food is good enough to make it worth the effort to make a reservation, especially for celebrating something. Our waiter could’ve been warmer, but the rest of the staff I interacted with were all great. - Tonnato crudo: tuna felt fresh and the addition of artichoke hearts + crisps on top made it a well rounded dish - Fettuccini bolognese: great quality pasta + perfectly cooked. The serving was kindly split between my friend and I to share - the Spritz Contessa was very solid

Tried Contessa Boston rooftop and it was such a lovely experience. The vibe in the evening is cozy and chic, definitely makes the atmosphere enjoyable. The food was delicious and well-prepared. It was my first time trying lobster – super fresh and tasty. I also had the salmon, which was grilled perfectly. Personally, I didn’t enjoy it with the pesto sauce, as I felt the pesto overpowered the salmon’s flavor. Maybe a different sauce would pair better, especially since we also ordered a salad that came with pesto, so it felt a bit repetitive. Overall, though, it was a great experience – I’d recommend it for both the food and the beautiful rooftop setting.