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Best Historic Restaurants in Ossington

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36 restaurants available nearby

A photo of DaNico restaurant
1. DaNico
4.9
Exceptional(346)
Price: Very Expensive
• Italian • Little Italy / College St.
Booked 20 times today
Toronto's highly anticipated dining destination, open in the historic landmark bank building at the heart of the vibrant Palmerston-Little Italy neighborhood.A collaboration between renowned hospitality entrepreneur Nick Di Donato of Liberty Entertainment Group and celebrated Executive Chef and partner Daniele Corona, DaNico redefines the Italian dining experience. Here, contemporary Italian culinary traditions meet exceptional service, unparalleled hospitality, and a bespoke design that sets the stage for a truly unforgettable experience.
A photo of Enigma Yorkville restaurant
2. Enigma Yorkville
4.8
Exceptional(555)
Price: Very Expensive
• International • Yorkville
Booked 3 times today
Enigma Yorkville is a modern international restaurant nestled on the picturesque St. Thomas Street in Toronto’s historic Yorkville. Under the leadership of Chef Quinton Bennett, whose international resume and well-traveled kitchen team bring a wealth of global influences—from the Nordics to Nihon—Enigma crafts dishes that are delicate, poised, and intricately detailed. Enigma offers a dynamic, seasonal blind tasting menu that seamlessly blends the finest local and international ingredients, delivering a dining experience that is both refined and globally inspired.
A photo of Harbour Sixty restaurant
3. Harbour Sixty
4.4
Awesome(2252)
Price: Very Expensive
• Steakhouse • Harbourfront
Booked 78 times today
Harbour Sixty - The quintessential Toronto steakhouse located in the historic Harbour Commission Building. In 2024, Harbour Sixty completed a major redesign with timeless and elegant decor and modern, luxurious features. Harbour Sixty embodies a legacy of excellence, where tradition and luxury harmoniously share common ground within an iconic dining experience. Each dish is a signature creation of our talented Culinary team led by Chef Solomon Mason, meticulously crafted to delight all the senses, with every detail initiating engagement and igniting genuine connection.
A photo of Joni Restaurant restaurant
4. Joni Restaurant
4.5
Awesome(330)
Price: Expensive
• Farm-to-table • Yorkville
Booked 16 times today
Inspired by the farm-to-table ethos, our restaurant offers a refined culinary experience that celebrates the best of each season, guided by the vision of Chef Jonathan Williams. Paying tribute to the bounty of our region, our dishes are crafted from locally-sourced, sustainable ingredients, highlighting the freshest produce, meats, and seafood—all of which are prepared in house.Chef Williams’ thoughtfully curated menu evolves with the seasons, delivering exceptional flavor combinations that reflect a deep connection to the land. Each plate is a celebration of both simplicity and sophistication, thoughtfully prepared using contemporary techniques that honor the integrity of every ingredient—spanning culinary traditions and techniques from various regions.
A photo of Old Mill Toronto restaurant
5. Old Mill Toronto
4.5
Awesome(3059)
Price: Very Expensive
• Continental • Etobicoke
Booked 20 times today
Welcome to Old Mill Toronto Dining Room! Join us in our renowned Dining Room at the historic Old Mill Toronto for a memorable dining experience in the west end of the city for fun cocktails and delicious food.If you are looking to reserve Afternoon Tea please follow this link: https://www.opentable.ca/r/afternoon-tea-at-old-mill-toronto-etobicoke.At this time our Hostess desk is closed on Monday Tuesday and Wednesday. We are open Thursday through to Sunday only. We will be returning all calls from Thursday through to Sunday.
A photo of Zitto Zitto Taverna restaurant
6. Zitto Zitto Taverna
4.7
Exceptional(190)
Price: Expensive
• Italian • Little Italy / College St.
Booked 10 times today
Zitto Zitto Taverna is located in the heart of Toronto’s popular and historic neighbourhood- Little Italy. Upon entering our family owned Taverna, you and your guests will be met by our warm, friendly and fun staff of professionals that will put you at ease and make you feel right at home. Wether you are at the Bar, with its list of Classic Cocktails or in one of our two unique dining rooms, the focus is on providing you with memorable experience, not soon to be forgotten. Accompanied by a fine selection of old and new world wines, Chef Alessandro Militello brings his Sicilian flair to our grill focused menu of fine Italian cuisine that will satisfy a variety of pallets and diets.Make no mistake, owners Anita and Alan's hands on approach will assure all of their guests feel welcome and appreciated. Remember, last reservations for dining may be at 10 PM, but the vibes go on in the Bar!
A photo of Sassafraz restaurant
7. Sassafraz
4.7
Exceptional(3617)
Price: Expensive
• Contemporary Canadian • Yorkville
Booked 29 times today
A beloved local landmark, Sassafraz has welcomed guests to enjoy its contemporary Canadian cuisine, warm hospitality, and unparalleled service for over two decades. Chef Geoff Webb's ever-evolving seasonal menu showcases our relationships with local farms and purveyors. Set in an array of Victorian rowhouses, Sassafraz has evolved through the decades to become a magical space in the heart of historic Yorkville. The iconic little house and its romantic interior make it one of the most stunning restaurants in Toronto.
A photo of El Catrin restaurant
8. El Catrin
4.5
Awesome(5699)
Price: Expensive
• Mexican • Distillery District
Booked 70 times today
Situated in the vibrant Distillery Historic District, El Catrin Destileria combines an exciting, tapas-style menu with Canada’s largest collection of mezcal and tequila. Celebrated as one of Toronto’s top dining spots, we offer a fun and lively atmosphere where traditional and modern Mexican cuisine come together for a truly transportive experience. Whether you're celebrating a birthday or enjoying a delightful brunch with friends, our local ingredients and vibrant flavours promise a transportive dining experience. Join us for delicious food, expertly crafted cocktails, and unforgettable moments!
A photo of Cluny restaurant
9. Cluny
4.5
Awesome(5588)
Price: Expensive
• French • Distillery District
Booked 41 times today
Experience the vibrant charm of Cluny, where modern French cuisine meets unparalleled ambiance in the heart of the Distillery Historic District.Our exciting, unpretentious menus are inspired by France's modern food movement and paired with lively music and breathtaking design. Complement your meal with a selection from our carefully curated wine list, recognized by Wine Spectator and featuring nearly 200 exquisite bottles.For those on the go, our adjacent café offers a delightful array of pastries, macarons, and housemade terrines, perfect for taking a piece of Cluny home. Whether it's freshly brewed coffee or a made-to-order crêpes, our café has something to satisfy every craving.Join us at Cluny for an unforgettable dining experience that blends refined cuisine, personalized service, and an energetic atmosphere. For inquiries or to secure your spot, please call 1-416-203-2632 or email us at reservation@thedistillery.ca.
A photo of The Keg Steakhouse + Bar - Mansion restaurant
10. The Keg Steakhouse + Bar - Mansion
4.6
Exceptional(4990)
Price: Expensive
• Steakhouse • Cabbagetown
Booked 117 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'll 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 hand crafted cocktails. Please note: Bathrooms for this location are located on the second floor with no elevator access.

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