14 Best Italian Restaurants in Winter Park

“Love Prato! So much fun! Great food! ❤️🍷“

“Just left there for my first visit and I found it to be slightful. My windiw seat was perfect, the jazz music , the cheese playecwas lovelybandvour waiter Leah was so carefulbtokeep us hapoy and cared for. I will be back very soon“

“We wanted to compare this place to what we experienced in Rome. It’s not Rome but it captures the essence. Enjoy.“

“Opening night at Grappolo Cucina Italiana, an authentic Italian restaurant. The food was a-mazing! I’ll be dreaming about it. The atmosphere was welcoming and vibrant! A beautiful evening to enjoy a great meal with family and friends!“

“Our server Destiny was absolutely AMAZING! We came in with a party of 7, and she handled everything flawlessly. She was attentive, funny, and so personable. She truly made the whole experience better. Our drinks and food were always taken care of, she kept us laughing, and never once made us feel rushed or overlooked despite our large group. This was hands-down some of the best service we’ve had at Olive Garden. Destiny deserves major recognition, and we’ll definitely be asking for her again next time we come!“

“Thanks so much for accommodating our large party of 25 during a very busy lunch hour. Fabulous food Great service…“

“My husband and I popped in for dinner after he arrived home from a family event. We wanted a date night after being away from one another for several days/nights. It was our first time. I sent him the menu as he boarded his plane and he was looking forward to a “new spot”. It did not disappoint. We were attended to from the time we sat down until after we tabbed out. We tried several dishes to get an idea of their style of cooking. The prosciutto melted in our mouths.. the ricotta was extremely creamy and bread from Breadsmith? DELISH. The Italian wedding soup was delicious, the pig n’ fig pizza was excellent (kudos on the dough and crust!), the spicy vodka rigate was on point! Not too spicy.. just that perfect amount of crushed red pepper in the sauce. The wine list was an extensive and our servers (we love to sit at the bar) was top notch! (Forgive me because I’m bad with names but I believe they were Alyssa and Jackie?) it is now on our list of must return spots. They were jamming for a Wednesday night. We initially sat at the rail bar but a couple waved in our direction to let us know they were leaving in a few minutes. If you’re looking for a quiet, romantic spot, it’s not quiet but it doesn’t echo, either. The details are beautiful, the artwork is pleasant to the eye and it was a perfect romantic date night spot for us. One of the better Italian spots in the area. Kudos and thank you for a great evening! Oh. P.S. the 12 month prosciutto with ricotta “primi” is definitely enough to share with 4 people. lol. So good!“

“Celebrated my 65th birthday lunch with some good friends - our serviced was amazing and the food was fresh and delicious!“

“This place is a hidden gem. Excellent service and delicious food served in perfect proportions. My daughter insisted on going there for her birthday dinner because she loves the Filet Al Gorgonzola, which is divine. You can cut it with a fork, and melts in your mouth like butter 🤤. It’s going to coast you a little more than Outback or Olive Garden, but prices are reasonable considering the food & service quality they deliver, and they also have an excellent wine selection 🍷“

“Great food and great service“

“Great food and service. Feels like stepping into Italy. Everything is fresh and tastes amazing. Highly recommend!“

“The food tasted awesome and in my opinion it's the best place to eat out with family and friends. The service and staff is great!“

“Daughter had blood work yesterday and wanted to get pizza afterwards found Pizzeria Valdiano, and it did not disappoint. The pizza tasted amazing. I had to get some slices to go. Will definitely be back and highly recommend this place if you’re in the winter park area“

“Very few Chicago style pizza places in Florida. This was a good one.“