Best Contemporary Italian Restaurants in Winchester

Great food and absolutely beautiful! The perfect place for an amazing meal and a little romance.

I’m from NYC, and I can honestly say this is the best restaurant I’ve ever been to in Boston. I still can’t believe how lucky I was to stumble upon this place and start the new year with such an incredible meal. Every single dish blew me away. We started with the arancini, Caesar salad, Sicilian mussels, and Maplebrook burrata. The focaccia was amazing too—it’s not a must since the starters already come with an assortment of breads, but if you pair it with the burrata, trust me, it’s worth it. We were so caught up in how good everything tasted that we practically forgot to breathe. Every bite was pure magic. For the main dishes, we had lasagna, bucatini, gnocchi, and shrimp carbonara. The shrimp carbonara? Absolute perfection. I can’t stop thinking about it—it was hands down my favorite. Also, don’t forget to get their tiramisu. I’m still thinking about that one. On top of the incredible food, the service was so warm and attentive, which just made the whole experience even more special. I left feeling so grateful and honestly moved. This place is something truly special.

I had a truly delightful dinner at Terra Eataly, and I can’t wait to return! My server, Cristhian, was exceptional. He was not only incredibly friendly but also very knowledgeable about the menu. As it was my first visit to Terra, I appreciated his recommendations. To start, I tried the Burrata e Funghi. Despite not being a big fan of cheese, I found it absolutely delicious – a surprising and memorable choice for me! For my main course, I opted for the cod, which exceeded all expectations. Cod can often be overcooked at restaurants, but this dish was perfectly prepared, tender, and flavorful. The entire dining experience was excellent, from the attentive service to the thoughtfully crafted dishes. I highly recommend Terra to anyone looking for a wonderful meal and can confidently say I’ll be back soon!

The food and drinks were good as was the overall atmosphere. The service was great as well, the server was very attentive and knowledgeable. The tables are very close together, so we could hear the conversations from the tables next to us, and viceversa. That ruined the mood of an otherwise good experience.

Always my favorite place to go to! Had friends visiting from Toronto and just had to bring them here. Fun vibe and great food! Mushroom risotto, pizza, kale Cesare salad, roasted chicken all amazing!!! Great service too:)