14 Best Italian Restaurants in Winchester

Carrabba's Italian Grill Italian • $$
231 Kernstown Commons Blvd, Winchester

Customers` Favorites

Mama Mandola's Sicilian Chicken Soup
Tomato Caprese with Fresh Burrata
Filet and Shrimp on Alfredo
Carrabba's Italian Classics
Lentil and Sausage Soup
Parmesan Truffle Fries
Cannoli Cake for Two
Fettuccine Alfredo
Johnny Rocco Salad
Stuffed Mushrooms

“Had Easter dinner at Carrabba's/ 0226. Food was delicious and server (Janette C) did an outstanding job. She hustles and is focused on service, glad we were seated in her section.“

4.6 Superb371 Reviews
Antica Trattoria Italian • $$
25 S Indian Alley, Winchester

Customers` Favorites

Branzino Alla Puttanesca with Vegetables Instead of Pasta to Make It Gluten Free
Lasagna Bolognese
Chicken Piccatta
Puttanesca Sauce
Alla Pescatora
Caprese Salad
Caesar Salad
Grilled Fish
Nutella Pie
Baked Clams

“Went today for lunch here with a friend -it was quite quaint and cozy - extremely clean - Had an upscale feel (without the upscale prices) with white table cloths and linen white napkins - got crab cake for appetizer and lasagna for lunch of which all were delicious! Espresso was one of the best I’ve ever had - my friend got the veal in a lemon sauce which also was really tasty- the lady who greeted us (sorry forgot her name) she was one of the chef’s wife -‘was really nice and helpful and made suggestions which was appreciated! All in all was a wonderful experience - will definitely make this place one of my go to’s - will let others know about it as well - thank you chefs for a wonderful and delightful culinary experience!“

4.6 Superb118 Reviews
Violino Ristorante Italiano Italian • $$$
181 N Loudoun St, Winchester

Customers` Favorites

Vegetarian Pasta Primavera
Lobster Ravioli and Tail
Lobster Bisque Soup
Prosciutto Plate
Cold Peach Soup
Ravioli Agnulot
Fried Calamari
Garden Salad
Caesar Salad
Apple Strudel

“amazing food and even more amazing people! an absolute must try here in Winchester“

4.6 Superb112 Reviews
Paisano's Pizza Italian • $
1533 S Pleasant Valley Rd #3G, Winchester

Customers` Favorites

Original Philly Cheesesteak
Chicken Fettuccini Alfredo
Chicken Alfredo Pasta
Double Cheeseburger
Mozzarella Sticks
Garlic Spaghetti
Square Cut Pizza
Grilled Chicken
Hawaiian Pizza
Steak & Cheese

“I came across this place while on my lunch break from my firearm training classes nearby. I was feeling hungry but didn't wanna spend too much, so I did the two slice and drink combo with a salad.

The service was good, and the food was delicious. My only suggestion that they might want to do a unique and different under $10.00 combo for each day of the week. Doing so might attract more customers, especially if the combo for that day appeals to them.“

4.4 Superb78 Reviews
Olive Garden Italian Restaurant Italian • $
2590 S Pleasant Valley Rd, Winchester

Customers` Favorites

Zuppa Toscana Dine in: Yes Outdoor seating: No Takeout: Yes Curbside pickup: Yes
Chicken Parmigiana a Classic with Our Homemade Marinara and a Side of Spaghetti
Shrimp Alfredo Fettuccine Alfredo Tossed with Sautéed Shrimp
Never Ending Dipping Sauces for Breadsticks
Fettuccine Alfredo with Chicken
Strawberry Limoncello Margaita
Shrimp and Chicken Carbonara
Chicken & Shrimp Carbonara
Spaghetti with Meat Sauce
Chicken and Gnocchi Soup

“Always reliable and as close to "Good Italian" as you can get for the price!
Yes, Foodie Snubs may balk at my comment but the truth is that I'd rather take the OG "Italian options" than many of the overrated, and supposedly "real Italian" joints that end up being nothing but overpriced less than!“

4.2 Good139 Reviews
Nino’s Pizzarama (Winchester) Pizza • $
2957 Northwestern Pike, Winchester

Customers` Favorites

Sicilian Meat Lovers Pizza
Ham and Cheese Calzone
Asian Spiced Wings
Cheese Steak 10
Gourmet Pizza
Cheese Pizza
Cheesesteak
Pizza Roll
Chef Salad
Lamb Gyro

“This Anthony's has the best food ever....especially their Steak & Cheese, it is so full of goodness!!!“

4.2 Good57 Reviews
Donato's Touch of Italy Italian • $
1361 N Frederick Pike, Winchester

Customers` Favorites

Spaghetti with Meatballs and Meat Sauce
Chicken Parmigiana 12 Sub
Fettuccine Alfredo Sauce
Italian Wedding Soup
Oysters Rockefeller
Meat Lovers Pizza
Pasta Fagioli Soup
Mozzarella Sticks
Chicken Piccata
Chicken Parmesan

“Everything is always delicious!“

4.1 Good91 Reviews
Umberto's Pizza & Pasta Italian • $
170-4 Delco Plaza, Winchester

Customers` Favorites

Chicken Fettuccine Alfredo
Chicken Parmesan Dinner
Meatball Sandwich
Eggplant Parmesan
Pepperoni Pizza
Antipasto Salad
Marinara Sauce
Chicken Picata
Combo Pizza
Bruschetta

“You guys are the real deal. True MVP on good and customer service. You listen to what the people want and the food is AMAZING. I’m picky but you guys pull through. You have earned a forever customer and deserve great reviews ❤️“

4 Good63 Reviews
Italian Touch Italian • $
229 S Loudoun St, Winchester

Customers` Favorites

Steak Submarine Sandwich
Fat Boy with Pepperoni
Buffalo Chicken
Steak & Cheese
Stuffed Shells
Italian Salad
Garlic Bread
Cheese Pizza
Garlic Knots
Onion Rings

“The atmosphere is comfortable and friendly and we were treated like old friends even though we are new customers. Whether we eat in or order home delivery, the food is always consistent and really, really tasty. We can see that there are lots of changes coming with the new management. Thank you to Brian for the awesome dessert, John for the timely delivery and Able for the great service. Although there are several choices in the area, this one is our favorite for all the many good reasons that count when you are looking for good food at good prices!“

3.9 Good55 Reviews
Roma Old Town Wood Fired Pizzeria Pizza • $
21 N Loudoun St, Winchester

Customers` Favorites

Primo Pepperoni Pizza
Cast Iron Crab Dip
Mozzarella Sticks
Napoletana Pizza
Neapolitan Pizza
Carbonara Pizza
Trifecta Pizza
Fried Calamari
Old Town Pizza
Creme Brulee

“Went their for daughter's birthday food was very good. The waiter we had was absolutely wonderful his name was Mason very attentive to everything we asked for. This is our second time their mozzarella sticks are so good so are the bada bang shrimp.“

4.6 Superb150 Reviews
Claudio's Pizzeria Pizza • $
2644 Valley Ave, Winchester

Customers` Favorites

Chicken Parmigiana with Spaghetti
Philly Cheese Steak
Fettuccine Alfredo
Flat Bread Pizza
Cheeseburger Sub
Pizza Special
Gourmet Pizza
Chicken Wings
Garlic Bread
French Fries

“I have been to Claudios often lately. The staff are so kind and on the ball. Clearly they are treated well. And it shows in their personalities. It's clean! Bathrooms clean!! Love! The food is delish! I've had the pizza, Stromboli, subs, eggplant parm. (It was little bites of heaven) I've loved it!! And they are reasonably priced!! And absolutely local favorite!!! Thank you Claudios! ?“

4.5 Superb93 Reviews
Roma On the Go Pizza • $
2444 Valley Ave, Winchester

Customers` Favorites

Spinach and Artichoke Dip
Cheese Steak Sandwich
Side Ceaser Salad
Mozzarella Sticks
Margherita Pizza
Side Caesar Salad
BBQ Shrimp Salad
Chicken Tenders
Cheese Pizza
Roma Pizza

“I order from Roma On The Go all of the time because I know my food will be AMAZING, hot, fresh and delivered on time if not before. I have never had a bad experience with Roma and I pretty much only order from there because I know my meal will not disappoint! The delivery drivers are so nice, they are super fast too!“

4.5 Superb45 Reviews
13

Sbarro

Sbarro Pizza • $
1850 Apple Blossom Dr, Winchester

Customers` Favorites

Pepperoni NY Pizza Slice

“Best pizza ever 😍 I eat here all the time because I work at the mall!“

3.8 Good5 Reviews
Ledo Pizza Pizza • $
419 Gateway Dr, Winchester

Customers` Favorites

Chicken & Broccoli Fettuccini Alfredo
Mike's Hot Honey Pepperoni Pizza
Ledo Steak & Cheese
Caesar Side Salad
Meatlovers Pizza
18 Ledo Pizza
Lunch Deal
Wings

“Ledo’s is our Friday night ritual—pizza and a movie, every week without fail. The pizza’s always on point, and the team somehow manages to stay friendly even when I do things like accidentally order a sauceless pizza (which, yes, tastes exactly as sad as it sounds). They remade it right away, no eye rolls, just good vibes and great pizza. Consistently solid. Always hits the spot.“

3.8 Good42 Reviews

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