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Best Italian Restaurants in Charleswood

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19 restaurants available nearby

A photo of Pizzeria Gusto restaurant
1. Pizzeria Gusto
4.6
Exceptional(1834)
Price: Expensive
• Italian • Academy Road
Booked 8 times today
At Pizzeria Gusto on Academy Road in Winnipeg, you can expect a slice of Italy with every bite! Celebrated for its authentic Pizzeria cuisine, this gem embodies the spirit and tradition of Italian dining. With its Valoriani wood-burning oven, hand-crafted by artisans from Reggelo near Florence, the pizzas boast a perfect crust with a delightful char, described by patrons as "Bellissimo!" Enthusiastic reviews consistently praise its "delicious pizza" and "great cocktails," ensuring a culinary experience that's both traditional and innovative. The use of fresh, local produce alongside genuine Italian ingredients elevates each dish, making Pizzeria Gusto a must-visit for any pizza connoisseur in Winnipeg.
A photo of Alena Rustic Italian restaurant
2. Alena Rustic Italian
4.8
Exceptional(620)
Price: Expensive
• Italian • Winnipeg
Booked 12 times today
Coming Soon!
A photo of Cafe Carlo restaurant
3. Cafe Carlo
4.7
Exceptional(2585)
Price: Expensive
• Italian • Little Italy/Corydon Village
Booked 14 times today
Nestled in the heart of Little Italy/Corydon Village in Winnipeg, Cafe Carlo is a cherished gem known for its exceptional Comfort Food cuisine. Since 1989, this neighborhood favorite has been crafting dishes that are both classic and modern, always highlighting fresh, full flavors with a delightful Italian twist. Patrons rave about the Fett Chile and the Fantasy dinner, describing them as "spicy and delicious" and "the best value for the food." Another standout, the seafood cannelloni, was praised as "superior," ensuring that every dish promises a comforting, satisfying experience. With consistently glowing reviews, Cafe Carlo remains a top choice for those seeking authentic and heartwarming meals. Whether it's the excellent service, the warm ambiance, or the mouthwatering food, Cafe Carlo proves time and again why it's a culinary staple in Winnipeg's dining scene.
A photo of Boston Pizza - Birchwood restaurant
4. Boston Pizza - Birchwood
4.4
Awesome(5)
Price: Moderate
• Italian • Birchwood/Silver Heights
Booked 1 time today
Boston Pizza is a family restaurant and sports bar with great food, like pizza, pasta, wings, and more!
A photo of Boston Pizza - Polo Park restaurant
5. Boston Pizza - Polo Park
4.4
Awesome(3)
Price: Moderate
• Italian • Polo Park
Booked 1 time today
Boston Pizza is a family restaurant and sports bar with great food, like pizza, pasta, wings, and more!
A photo of Boston Pizza - Kenaston restaurant
6. Boston Pizza - Kenaston
4.3
Awesome(6)
Price: Moderate
• Italian • Southwest Winnipeg
Booked 1 time today
Boston Pizza is a family restaurant and sports bar with great food, like pizza, pasta, wings, and more!
A photo of Boston Pizza - Grant Park restaurant
7. Boston Pizza - Grant Park
4.3
Awesome(6)
Price: Moderate
• Italian • Grant Park
Booked 3 times today
Boston Pizza is a family restaurant and sports bar with great food, like pizza, pasta, wings, and more!
A photo of Cibo Waterfront Cafe restaurant
8. Cibo Waterfront Cafe
4.7
Exceptional(2099)
Price: Expensive
• Italian • Exchange District
Booked 28 times today
Embark on a delightful Italian culinary journey at Cibo Waterfront Cafe, nestled in Winnipeg's scenic Exchange District. Praised as a gem for its "absolutely amazing food and service," Cibo offers an enticing menu featuring hand-stretched pizzas and creatively crafted bruschetta, drawing rave reviews like "Best pizza in the city!" and "The Arancini is a must and the best in the city!" The chic ambiance, combined with stunning views of the Red River, sets the stage for an unforgettable dining experience. As one diner celebrated, "The food really is among the very best we've enjoyed in Winnipeg, perhaps anywhere... beautiful presentation and especially delicious flavour!" Cibo Waterfront Cafe is your go-to destination for authentic Italian cuisine with a modern Mediterranean twist.
A photo of Nicolino's Restaurant restaurant
9. Nicolino's Restaurant
4.7
Exceptional(1052)
Price: Moderate
• Italian • Pembina Strip
Booked 5 times today
Nicolino's Cucina Italiana continues to serve Winnipeg's finest Italian cuisine using the highest quality ingredients and traditional recipes. Everything here is made from scratch and made to order, you'll taste the difference that homemade food offers in every bite! Whether you sit in our beautiful dining room, lounge or spacious patio, each offers you the dining experience of your choice. Be it a date night, a family dinner, a business meeting, or a get together with friends we know it will be over great food, wine, signature cocktails, and service. We are excited to serve you and have you here as our special guest.Our customers and our customer service are our top priorities. We know life gets busy so please call us if you need to cancel or reschedule your reservation. We do allow a 15 minute grace period for your reservation. In wanting to look after all of our guests we allow 1.5 hours for our tables of 2 and 2 hours for our larger groups. Buon Appetito!
A photo of Gusto North restaurant
10. Gusto North
4.3
Awesome(449)
Price: Moderate
• Italian • South Portage
Booked 7 times today
Gusto North, located in the vibrant South Portage neighborhood of Winnipeg, is a gem for those seeking authentic Pizza Bar cuisine. As a proud extension of Pizzeria Gusto, Gusto North carries on the tradition of delivering exceptional Italian flavors in a welcoming environment reminiscent of a family dinner table. Diners consistently rave about the quality and taste of their pizzas, highlighting the "excellent pizza crust" and noting that the pizza is "so good that we got it twice!" The atmosphere is described as having a "great vibe," complemented by "attentive" service and "creative dishes." Whether you're in for a casual meal or celebrating a special occasion, Gusto North promises an outstanding dining experience, making it a must-visit for pizza lovers.
‘About the restaurant’ descriptions have been generated using an artificial intelligence model comprised of OpenTable proprietary data that has not been independently verified by OpenTable. The content is presented as-is, for informational purposes only.

See what locals rave about

From verified diners like you
From verified diners like you
  • Barb
    Winnipeg / Manitoba •4 reviews
    4.0
    Dined 1 day ago
    Food and service was great! It was very busy and the noise level was really high. Had trouble hearing the people at my table.
    More info
    Boston Pizza - BirchwoodPrice: Moderate• Pizzeria• Birchwood/Silver Heights
    •
    4.4
  • KarenVIP
    Phoenix / Arizona •13 reviews
    5.0
    Dined 2 days ago
    Incredible teamwork shown by all to ensure smooth, timely, and friendly service during a full capacity setting. Super impressive! The changing cocktail options are always innovative and delicious, and they capture the season in a glass. The food consistently offers interesting combinations whose profiles work beautifully through each bite. Ending it all with the most perfect Affogato, you have yourself a most enjoyable meal in a lively and most welcoming atmosphere. Thank you all at PG!
    More info
    Pizzeria GustoPrice: Expensive• Pizzeria• Academy Road
    •
    4.6
  • Lia
    Winnipeg / Manitoba •1 review
    5.0
    Dined 5 days ago
    Food was fantastic, we had the Caesar salad, fish tacos and the Wagyu beef gnocchi! It was all so delicious! We went out for my birthday, and service was great friendly and attentive. She a candle on my cake 😭 it’s the little things. There’s no question I will be coming back to eat!
    More info
    Cafe CarloPrice: Expensive• Italian• Little Italy/Corydon Village
    •
    4.7
  • Audrey
    Winnipeg / Manitoba •2 reviews
    5.0
    Dined 6 days ago
    We had the special of steak, shrimp and scallops and the plate was presented beautifully and it tasted great. Also had the spaghetti carbonara and it was very good. Great service very attentive. Will definitely go back again.
    More info
    Alena Rustic ItalianPrice: Expensive• Italian• Winnipeg
    •
    4.8
  • OpenTable DinerVIP
    San Francisco Bay Area •3 reviews
    4.0
    Dined on 8 Jan 2020
    Great food , great price Highly recommend
    More info
    Boston Pizza - Polo ParkPrice: Moderate• Pizzeria• Polo Park
    •
    4.4

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