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Best Italian Restaurants in Headingley

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16 restaurants available nearby

A photo of Alena Rustic Italian restaurant
1. Alena Rustic Italian
4.8
Exceptional(621)
Price: Expensive
• Italian • Winnipeg
Booked 11 times today
Coming Soon!
A photo of Boston Pizza - Birchwood restaurant
2. 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 Pizzeria Gusto restaurant
3. 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 Cibo Waterfront Cafe restaurant
4. Cibo Waterfront Cafe
4.7
Exceptional(2100)
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 Cafe Carlo restaurant
5. Cafe Carlo
4.7
Exceptional(2585)
Price: Expensive
• Italian • Little Italy/Corydon Village
Booked 15 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 Gusto North restaurant
6. Gusto North
4.3
Awesome(449)
Price: Moderate
• Italian • South Portage
Booked 9 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.
A photo of Nicolino's Restaurant restaurant
7. 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 Vida Cucina Italia at The Fort Garry Hotel restaurant
8. Vida Cucina Italia at The Fort Garry Hotel
4.7
Exceptional(191)
Price: Very Expensive
• Italian • Winnipeg
Booked 2 times today
Vida Cucina Italia at The Fort Garry Hotel in Winnipeg is a beacon of Contemporary Italian cuisine, where culinary master Chef Rosanna Marziale and Chef Fabrizio Rossi blend traditional flavors with innovative twists. Praised for its "quiet, intimate, classy" ambiance and "elevated dining experiences," this restaurant is celebrated for using "the finest ingredients from Italy" to create dishes that excite and delight. Reviews consistently highlight the exceptional service and the "amazing experience" diners have, from the expertly paired wines by the sommelier to the "perfectly prepared and presented" meals. Patrons leave raving about the "phenomenal service" and "delicious food," making Vida Cucina Italia a must-visit for anyone seeking authentic and contemporary Italian dining in Winnipeg.
A photo of Pasquale’s Ristorante Italiano restaurant
9. Pasquale’s Ristorante Italiano
4.7
Exceptional(900)
Price: Moderate
• Italian • St. Boniface
Booked 5 times today
Pasquale’s Ristorante Italiano in St. Boniface, Winnipeg, is a haven for Vegetarian and Vegan Italian cuisine enthusiasts. Since 1977, this restaurant has been celebrated for its dedication to authentic and high-quality Italian food, including an extensive selection of vegetarian and vegan options. Diners have raved about the diverse and delicious choices, highlighting dishes such as the Eggplant Parmesan and a variety of vegan pizzas. One reviewer ecstatically noted the “amazing service - fantastic food and LOVE the rooftop patio!” Pasquale’s commitment to fresh, in-house made ingredients ensures that every dish caters excellently to special diets, making it a must-visit for those who cherish plant-based Italian cuisine.
A photo of Santa Lucia Pizza - 4 St Mary's Rd restaurant
10. Santa Lucia Pizza - 4 St Mary's Rd
4.6
Exceptional(181)
Price: Moderate
• Italian • St. Boniface
Booked 6 times today
At Santa Lucia Pizza on 4 St Mary's Rd in St. Boniface, Winnipeg, diners are treated to an authentic Greek experience that is as delightful as it is genuine. Since 1971, the Simeonidis family has committed to homemade, traditional Greek fare that shines through in every dish. Patrons rave about the "amazing" food, with standout reviews praising the "delicious pizza" and the "perfectly salted, juicy" salt and pepper ribs. One customer joyfully shared that their dining experience was "the best dinner I have ever had there" and lauded the impressive portion sizes. The restaurant’s commitment to quality and authenticity, combined with a cozy atmosphere and consistent praise for its attentive service, makes Santa Lucia Pizza a must-visit for anyone craving a taste of Greece in Winnipeg.
‘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.

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