35 Best Italian Restaurants near Winter Garden

“My favorite restaurant in Winter Garden. Decided to do Italian for Thanksgiving and it was outstanding. My favorite is their Pork Osso Bucco and they did not disappoint. Service and owners are always on point. Thank you for enjoying my first Thanksgiving being waited on. Always recommend this place, never a bad meal. Thank you Dorina“

“Huge RAVE for La Piccolina - Winter Garden. We went to celebrate my father’s birthday and everything was wonderful. The food was delicious, so flavorful and generous portions! On top of our delicious meals the service was excellent! They went above and beyond, surprised my daughter with a fun make her own pizza, which was so fun and a sweet surprise. This place is authentic and caters to hospitality! Thank you for making our dining experience so wonderful! We can’t wait to come back.“

“We went for dinner and loved the atmosphere. Very authentic Italian, especially with the accordion player Eric. Sadly we went back the following weekend and he was no longer there. We really hoped he was regular entertainment. So perfect for the Italian experience. The food was great and the servers were so friendly. Loved that they were Italian“

“The best pasta I have ever tried! On top of that it’s the customer service you receive whenever you make an order or go to the markets. A company with true customer loyalty with the best fresh pasta at its heart.“

“Sue and I have not been to this place since they converted to sit-down and order. Finally joining the real restaurant world. We have eaten here about 20 times in the last few years and have always enjoyed the food, but felt strange with the get-your-own-drink aspect of it. Anyways, we are seated at our favorite booth, Perry Como, Elvis, Dean Martin, and Sinatra (the usual suspects) crooning at a comfortable level, with decent speakers. Oscar greeted us and took our drinks order, leaving a couple of rather impressive menus with us. We spent some time looking at the menu, as the format has changed somewhat. I ordered the shrimp marsala on linguine, Sue ordered the same on some other pasta noodle (You choose). After a reasonable interval, our food arrived. 2 huge bowls of deliciousness thick enough that it could have been called a stew. Lrt me tell you, I've been to restaurants that the orders contained little meat, little mushrooms, and a LOT of broth. Not here! These bowls were crammed with a ton of food. Shrimp, portobella mushrooms and pasta that was not overcooked. I gotta tell you, Sue and I dine out a LOT...various venues all over WG/Ocoee/Windermere/Clermont. This was probably the finest meal I ever had. The improvements the restaurant made are A+ Definitely worth dropping a hundy on.“

“Local Gem We live a 15 minute stroll from Mangoni's Italian Market, but at "feels like" temps hovering around 105°, strolling to lunch hasn't been as attractive ? Sunday, hubby wanted a relaxing lunch with sangria! So, we drove (& charged our EV in the parking garage). We had the entire patio to ourselves, as diners likely expected unbearable heat. Mangoni's pergola and great ceiling fans made patio dining the experience we wanted---even when the afternoon storm blew up from the west, we were protected from rain. We enjoyed our favorite, GF goat cheese pizza, with our sangria. Unlike most places, Mangoni's GF crust is an excellent, thin cauliflower crust. And, it’s not an upcharge. We also enjoyed meeting Georgia, the regional manager, who chatted with us about the social hour (11-6pm weekdays). She made a GF garlicky cheesy Flatbread for us to try--now we have more reason to stroll (or drive) over! Oh, and take away is a frequent option. Really, Mangoni's is a local gem.“

“Great service and food😋 One of my favorite place🙌😋“

“We always enjoy lunch at this I-Drive location. The food is delicious and May, our server, is always amazing. May is extremely attentive and personable. Good job Carrabbas and May! Can’t wait to go back.“

“Great food and great service“

“Visited Orlando for the weekend golfing at Bay Hill. Fresco's was recommended by the folks at the Lodge. Glad we stopped in for dinner. The food is excellent. It will be my goto on future Orlando visits.“

“Amazing food and service! I real gem to have here in Windermere!“

“Outstanding!! Some of the BEST pizza we have ever had. Devoured by all!! The pepperoni pizza with that delicious cupping pepperoni and hot honey addition was 10/10! Don’t drive past this one… it’s a hidden gem for sure! The waitstaff was courteous and super helpful too! The young server tonight was especially sweet - excited to help us get exactly what we wanted! Very sad this restaurant is not closer to home! We would be regulars if it was… please come to palm beach gardens!!“

“Food was excellent, the atmosphere was warm and inviting, and the overall service was exceptional. Our server, Raul, was amazing—attentive, friendly, and made sure we had everything we needed. He truly made our dining experience even better. Highly recommend!“

“My husband and I ate here tonight. The service was superb, the food was delicious and authentic, the atmosphere was very welcoming. The best lasagna I’ve ever eaten! The drinks and appetizers were delicious. Our server was very helpful. We hope to come back on our trip this time, but certainly will come back the next trip. Highly recommend“

“Amazing experience at Christini's! The pasta was delicious, but the service was truly outstanding. From the moment we walked in, the hostess, bartenders, servers, and managers were all so welcoming and attentive. You can absolutely see why they've been around for 40 years. Great food, exceptional service, and a beautiful dining experience!“

“Always a good classic wherever I go“

“This is a very elegant place. Atmosphere was all Italian. They have a wonderful singer and accordion player that go to the tables. The Lasagna was delicious and I had a dish with mussels shrimp and fish that was to die for. Highly recommend it.“

“I recently had the pleasure of dining at Maggiano's Little Italy in Orlando on International Drive and it was an experience worth sharing. From the moment we walked in, we were greeted warmly by the hostess, who promptly seated us at a cozy table that perfectly set the tone for the evening. The waitstaff was exceptional—attentive, friendly, and knowledgeable. They made sure our glasses were never empty and checked in just the right amount to ensure we had everything we needed without being intrusive. For the main course, we chose the Chicken Parmesan, which was cooked to perfection with a crispy exterior and tender, juicy chicken inside. The pasta was al dente, and the meat sauce was rich and savory. It was really enough for two people to share. To top it all off, they brought two plates of their famous lemon cookies to our table, to celebrate our third anniversary. Overall, our experience at Maggiano's was nothing short of excellent. The combination of outstanding service, a welcoming atmosphere, and delicious food made for a memorable evening. I highly recommend Maggiano's for anyone looking to enjoy a wonderful Italian meal with top-notch service.“

“We had a wonderful experience at Olive Garden! The food was delicious, the atmosphere was warm and welcoming, and everything exceeded our expectations.

A special thank you to our server, Gabe, who made our visit even better. He was incredibly polite, attentive, friendly, and professional throughout the entire meal. He made sure we had everything we needed and always served us with a smile. His customer service was truly outstanding - 10/10!

Thank you, Gabe, for making our family feel so welcome. We will definitely be coming back.“

“Really good Pizza, location could use an update.“

“Peperoncino’s was absolutely amazing! The menu offered such a fantastic variety, and every dish was cooked to perfection. The desserts were a true delight, and the service couldn’t have been better. Our server, Daniel, was a joy—his menu descriptions were spot on and made the experience even more enjoyable. We can’t wait to come back, and I highly recommend you visit too!“

“Best eggplant parm I've ever had. Castello's is my new favorite restaurant. The young man who waited on us and the female chef were very polite and thanked us for coming in.“

“Tonight was our first time eating here. I love how close by it is to where we live. We split an "Antipasto" salad and ordered a 16" "Mediterranean Chicken" pizza. The place was not busy in-house, but they were dealing with a good number of takeout orders. The pizza and salad came out quickly. The pizza was "oven hot", but eating the salad first allowed it to cool a bit. Excellent pizza... thin crust that had a nice chewy texture without being tough. They told us that the crust is "aged" for 72 hours after being mixed to develop flavor. Toppings were freshly prepared and tasty. Our pizza had a pesto base... really good. Very happy with our meal here... we'll definitely be back!!“

“A must try! So many options and all of the sandwiches are tasty. The bread is light, the ingredients are fresh and the combinations are delicious. 😋“

“fast service, excellent sauce, pleasant atmosphere and friendly staff. A+++“

“Food is good BUT there’s nothing more frustrating than trying to enjoy a quiet dinner with my husband only to have it interrupted by one of your servers loudly sharing her entire life story with the guests at the table next to us. Throughout our meal, we couldn’t help but overhear her talking about being a stay-at-home mom, her breakup, living with her mother, receiving an allowance, and even details about her father in Tennessee. These are not topics diners should be exposed to while trying to enjoy a meal. By the time I realized the conversation wasn’t ending anytime soon, I asked for my food to be boxed just so I could leave and have some peace. It was disappointing and unprofessional. I hope management addresses this, as staff should remain attentive and discreet so guests can enjoy their dining experience without hearing personal stories from the next table.“

“Piesanos provided pizza and delivered it to our church for a youth event recently. They were super friendly and the pizza was a huge hit with our teens! Thank you for the awesome service and delicious food!“

“Their pizza is absolutely amazing! Loved every stinking bite! 🍕 the best pizza I have ever had! 😍“

“Amazing setting, music, and food. Everything is very presentable, and fresh.“

“That was my first visit here. The food was amazing to the point that I ate something that I usually don't eat, and I finished everything. The servers were very attentive in the food was very well seasoned and portioned. My mother was happy for her Mother's Day, we will be back!!!“

“First time there today and loved it! ❤️“

“Their are clearly mark take out and delivery. Do you feel the same way when you go papa johns or Dominos and there is no sitting.“

“Trattoria del Porto was a wonderful dining experience and easily our favorite restaurant of the trip. The restaurant has recently been remodeled, and it is absolutely worth checking out.

We visited several nice restaurants, but this one stood out for all the right reasons. From the thoughtful accommodations for my food restrictions to the attentive and friendly staff, everything was handled beautifully. The cocktails were also amazing.

We all left happy and impressed, and I would gladly return.“

“Absolutely great food. Had pizza one night that was very good and the BBQ burger was AMAZING! Good drinks and the staff was phenomenal. Ray and Manny are the best! Highly recommend it. Tons of choices and the bar area is great for socializing or watching the game.“

“I had such a wonderful experience at Fiorenzo during my stay at the Hyatt Regency Orlando. I was in town for a conference and dining alone most evenings, but Gokhan Yilhan, the restaurant manager, and his staff made me feel completely at home.
Gokhan was charming, welcoming, and incredibly attentive. Sasha, who served me most nights, was also wonderful, and one evening the chef even came out to visit.
The steak was excellent, and I especially enjoyed the wine. Gokhan let me taste a few different selections until I found just the right one, which was such a thoughtful touch.
I genuinely looked forward to dinner at Fiorenzo every evening. Great food, wonderful wine, and exceptional hospitality. Gokhan and his team made my stay especially memorable. Highly recommend!“