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Best Romantic Restaurants in Headingley

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10 restaurants available nearby

A photo of Alena Rustic Italian restaurant
4.8
Exceptional(610)
Price: Expensive
• Italian • Winnipeg
Booked 12 times today
Coming Soon!
A photo of Gather Craft Kitchen & Bar at Assiniboine Park restaurant
4.6
Exceptional(1237)
Price: Expensive
• Contemporary Canadian • Winnipeg
Booked 31 times today
Welcome to Gather Craft Kitchen & Bar –Globally Inspired Modern Prairie CuisineAround the world, people gather with food for celebration, ceremony, and connection. Gather Craft Kitchen & Bar, located in The Leaf at Assiniboine Park, explores food from across cultures, incorporating fresh, locally-sourced, and seasonal ingredients from our gardens. Craveable dishes incorporate traditional flavours and techniques from around the world, inspired by the nature that surrounds us all. Pickled, preserved, fermented or straight off the vine, local ingredients are creatively prepared to highlight the amazing growers and farmers in Manitoba. Inventive, botanical cocktails made with herbs grown in-house, seasonal fruits, and house-made syrups will delight the senses.
A photo of Oval Room Brasserie – Fort Garry Hotel restaurant
4.5
Awesome(414)
Price: Very Expensive
• French • Winnipeg
Booked 24 times today
Under the creative direction of Chef de Cuisine Kyle Lew, Oval Room Brasserie offers a wide selection of classic brasserie and bistro dishes for breakfast, lunch and dinner.With menu options ranging from sharing plates to dinners for two and everything in between, plus an extensive cocktail and wine selection curated by our Wine Director, Christopher Sprague, Oval Room Brasserie is the perfect spot to start your day or wrap up your day with family, friends or colleagues.Our philosophy is simple: we combine the BEST ingredients with the most traditional methods to produce OUTSTANDING quality food.
A photo of The Keg Steakhouse + Bar - Southside restaurant
4.6
Exceptional(4192)
Price: Expensive
• Steakhouse • Southwest Winnipeg
Booked 49 times today
The Keg Steakhouse and Bar serves the finest cuts of succulent steak, aged for tenderness and grilled to perfection. Prime rib is a Keg specialty, slow roasted, hand carved and perfectly seasoned with special Keg spices. The restaurant also serves delicious seafood, memorable appetizers, crisp salads and decadent desserts. A casual ambiance and friendly, very knowledgeable staff are proud and reliable trademarks of The Keg Steakhouse and Bar. You will find a truly comfortable and satisfying dining atmosphere accompanied by a fun and up-scale bar setting where guests can enjoy an excellent wine list, signature Keg martinis, and fresh squeezed juice cocktails.
A photo of Cibo Waterfront Cafe restaurant
4.7
Exceptional(2088)
Price: Expensive
• Italian • Exchange District
Booked 27 times today
Take your tastebuds on a trip to the Mediterranean at Cibo Waterfront!Inspired by our historic waterfront location, Cibo pairs a quality all-day menu with craft cocktails and upscale wines. Menu highlights from our scratch kitchen include hand stretched pizzas, several unique takes on bruschetta, and an eclectic compilation of modern and classic Mediterranean cuisine. Our chic, brick building lights up in the day time sunshine or provides a warm atmosphere in the evening, with unique and stunning views of Winnipeg’s iconic Red River and Esplanade Riel. A comfortable ambiance to celebrate life.
A photo of The Keg Steakhouse + Bar - Garry Street restaurant
4.6
Exceptional(3236)
Price: Expensive
• Steakhouse • South Portage
Booked 50 times today
The Keg Steakhouse & Bar serves the finest cuts of succulent steak, aged for tenderness and grilled to perfection. Prime rib is a Keg specialty, slow roasted, hand carved and perfectly seasoned with special Keg spices. The restaurant also serves delicious seafood, memorable appetizers, crisp salads and decadent desserts. A casual ambiance and friendly, very knowledgeable staff are proud and reliable trademarks of The Keg Steakhouse & Bar. You will find a truly comfortable and satisfying dining atmosphere accompanied by a fun and up-scale bar setting where guests can enjoy an excellent wine list, signature Keg martinis, and fresh squeezed juice cocktails.
A photo of Cafe Carlo restaurant
4.7
Exceptional(2575)
Price: Expensive
• Italian • Little Italy/Corydon Village
Booked 28 times today
One of Winnipeg’s most loved and consistent neighbourhood restaurants, Cafe Carlo’s warm, unpretentious atmosphere has been a staple since 1989. Cafe Carlo’s food and drinks are a big hello to the full flavours of the world with a flirtatious wink to Italy. Created to be craved with delicious dishes like Fett Chile, sometimes classic, sometimes modern and always fresh. Cafe Carlo’s sharing plates, pastas, seafood and daily specials offer something to be savoured with a big glass of wine or a cocktail.Join us for a satisfying experience as you run in to friends or make new ones.
A photo of Vida Cucina Italia at The Fort Garry Hotel restaurant
4.6
Exceptional(180)
Price: Very Expensive
• Italian • Winnipeg
Booked 6 times today
Traditional Italian cuisine with a modern twist - Vida Cucina Italia by Italy's culinary master, Chef Rosanna Marziale and Resident Chef Fabrizio Rossi combines passion, attention to detail and the finest ingredients from Italy together with a flawless execution. Located in the historical Fort Garry Hotel - adding a touch of both modern dining and old-world charm.
A photo of Gusto North restaurant
4.2
Awesome(444)
Price: Moderate
• Italian • South Portage
Booked 14 times today
Gusto NorthThe first outpost of local favourite Pizzeria Gusto, Gusto North is an extension of the flavours and feeling of being at an Italian family dinner table. Inspired by its original location on Academy Road, the Gusto team have brought a meticulously designed original menu and space to Hargrave St. Market's only full service sit down restaurant. Visit, and you’ll feel right at home in the heart of downtown.
A photo of Pasquale’s Ristorante Italiano restaurant
4.7
Exceptional(894)
Price: Moderate
• Italian • St. Boniface
Booked 9 times today
Proudly serving Winnipeg Classic Italian cuisine since 1977 . How do we stay in business that long? Easy its our product. lasagna , Cheese Cannelloni, Eggplant Parmesan, Veal and Chicken Parmesan Our Marinara and Bolognese sauce to our breads and dressings. All made in house from scratch by our chefs. Special diets we got you covered we serve Gluten free, Vegan and Vegetarian items. table for 2 or 40 Pasquale's private Dining is great for the whole la famiglia. And Our 50 seat roof top Patio is a must in our hot Winnipeg summers Can't get to us call for our city wide catering and delivery service and New Online Ordering system and App. Quick and convenient. Please advise for handicapped or elderly customers request main floor dining.

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Discover best romantic restaurants in Headingley

Discover the enchanting world of romantic dining in Winnipeg and Headingley, where culinary experiences are tailored to create unforgettable evenings. Nestled in the scenic landscapes of Manitoba, these locations boast an array of restaurants that specialize in providing a cozy, intimate setting ideal for those special moments with a loved one. From the soft glow of candlelight to the exquisite culinary offerings, each establishment is dedicated to crafting an atmosphere that enhances the romance of your meal. Patrons can expect top-notch service, beautifully presented dishes, and a selection of fine wines that perfectly complement the flavors of your dinner. The dining scene in this area is renowned for its commitment to quality and attention to detail, ensuring every dining experience is both delightful and memorable. Whether you’re celebrating an anniversary or planning a quiet evening out, Winnipeg and Headingley offer the perfect backdrop for romance. Indulge in the charm and elegance of these dining spots and make your next dinner date truly spectacular.

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