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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(1835)
Price: Expensive
• Italian • Academy Road
Booked 26 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(622)
Price: Expensive
• Italian • Winnipeg
Booked 34 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 23 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 3 times 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
5. Boston Pizza - Kenaston
4.3
Awesome(6)
Price: Moderate
• Italian • Southwest Winnipeg
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 Boston Pizza - Polo Park restaurant
6. Boston Pizza - Polo Park
4.4
Awesome(3)
Price: Moderate
• Italian • Polo Park
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 2 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(2101)
Price: Expensive
• Italian • Exchange District
Booked 41 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(1053)
Price: Moderate
• Italian • Pembina Strip
Booked 14 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 25 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
  • Chad
    Winnipeg / Manitoba •6 reviews
    5.0
    Dined 1 day ago
    Amazing experience, great food and drinks ! I would definitely recommend and go back for another meal !
    More info
    Alena Rustic ItalianPrice: Expensive• Italian• Winnipeg
    •
    4.8
  • Michelle
    Winnipeg / Manitoba •4 reviews
    5.0
    Dined 5 days ago
    The fantasy meal was great. The 4 course meal is the best value, Fantastic as always
    More info
    Cafe CarloPrice: Expensive• Italian• Little Italy/Corydon Village
    •
    4.7
  • Barb
    Winnipeg / Manitoba •4 reviews
    4.0
    Dined 6 days 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 7 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
  • Tammy
    Winnipeg / Manitoba •5 reviews
    4.0
    Dined on Oct 19, 2024
    We enjoyed the visit seemed they were short staffed on waitresses . Ours came by as much as she could but there was a time we sat waited for anyone to walk by to get water we found a different waitress and she got a younger girl to get us water which was warm I think they should just leave a jug of ice water in the table like they do at pancake house then u don’t have to chase anyone down as well the appt cajun shrimp should be like jumbos not little pieces for the price snd it’s an spot use bigger shrimp as well we were there for a bday and the free dessert took forever to come out overall was good just alittle slow at times maybe hire a few more people to come around with water or coffee or extra people to help
    More info
    Boston Pizza - KenastonPrice: Moderate• Pizzeria• Southwest Winnipeg
    •
    4.3

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