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Best Historic Restaurants in The Annex

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39 restaurants available nearby

A photo of Enigma Yorkville restaurant
4.7
Exceptional(545)
Price: Very Expensive
• International • Yorkville
Booked 5 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 DaNico restaurant
4.9
Exceptional(324)
Price: Very Expensive
• Italian • Little Italy / College St.
Booked 17 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.Michelin-starred Chef Daniele Corona, known for his innovative approach to modern Italian cuisine, blends authentic Italian flavors with subtle Asian influences and techniques, all while showcasing the finest local and sustainable ingredients from across the country. The result is a menu that is as sophisticated as it is memorable, offering guests an extraordinary journey through the best of both Italian and global culinary traditions.
A photo of Joni Restaurant restaurant
4.5
Awesome(314)
Price: Expensive
• Farm-to-table • Yorkville
Booked 27 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 Sassafraz restaurant
4.6
Exceptional(3600)
Price: Expensive
• Contemporary Canadian • Yorkville
Booked 44 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 The Keg Steakhouse + Bar - Mansion restaurant
4.6
Exceptional(4940)
Price: Expensive
• Steakhouse • Cabbagetown
Booked 109 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.
A photo of El Catrin restaurant
4.5
Awesome(5685)
Price: Expensive
• Mexican • Distillery District
Booked 56 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
4.5
Awesome(5569)
Price: Expensive
• French • Distillery District
Booked 45 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 Old Mill Toronto restaurant
4.5
Awesome(3030)
Price: Very Expensive
• Continental • Etobicoke
Booked 18 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 Gallery Grill restaurant
4.6
Exceptional(328)
Price: Expensive
• Contemporary Canadian • The Village
Booked 18 times today
Gallery Grill is closed for the holidays Dec 20 thru Jan 06 inclusive; reopens Tuesday Jan 07. Gallery Grill serves lunch weekdays upstairs in historic Hart House on the University of Toronto's downtown St George campus. The restaurant is also a stunning setting for private events and receptions. Drop by for a quick bite, unwind over a cocktail, or celebrate a special occasion in one of the city's iconic spaces.
A photo of Terroni Adelaide restaurant
4.4
Awesome(7041)
Price: Expensive
• Italian • Financial District
Booked 158 times today
Terroni Adelaide, formerly the York County Courthouse, is a multi-level heritage structure built in 1852. Just inside the doors is the Enoteca with its towering columns, a great spot for cocktails. Beyond is the main dining room, with a sunlit atrium, fireplaces on each end and private rooms all serviced by an open kitchen where our chefs prepare traditional Italian fare. In summer, the secret garden patio opens for al fresco dining in the heart of the city.Head down to the Cantina Wine Cellar where you will see the original courthouse cells now used to store our Italian wine. The second floor houses the grand Sala da Pranzo and Bar delle Carceri, named after the cells below. Il Covo degli Artisti, our third-floor space is a cosy lounge once home to The Arts and Letters Club where Canadian landscape painters “The Group of Seven” ate and drank in 1909.For information about private parties and reservations for 16+ guests please visit terroni.com to connect with our events team.

See what locals rave about

From verified diners like you
From verified diners like you
  • ReenaVIP
    New York City •1 review
    5.0
    Dined 3 days ago
    Excellent experience at Joni. Service was impecable! They treated us to complimentary champagne and dessert for bday celebration as well.
    More info
    Joni RestaurantPrice: Expensive• Farm-to-table• Yorkville
    4.5
  • Margaret
    Toronto / Ontario •10 reviews
    5.0
    Dined 5 days ago
    Every dish was truly delicious. Full of flavour and perfectly cooked. The sauces were particularly brilliant - not an easy goal to achieve. Congrats to the Chef Daniele Corona for the meal and to the staff for looking after us so well. I highly recommend the going for the Signature tasting menu combined with the premium wine pairings - well worth the step up in price. Decor designed by owner Nick Di Donato's wife Nadia is gorgeous and eye catching. My best friend Deborah Scott was the original architect on the renovation when it was a bank building and she opened up three floors to allow the drama of a very high ceiling which has been kept to full effect.
    More info
    DaNicoPrice: Very Expensive• Italian• Little Italy / College St.
    4.9
  • Jane
    Toronto / Ontario •3 reviews
    5.0
    Dined 5 days ago
    The food was excellent, though we had to send our veggies back as they were not warm. They came back hot. Our waiter Michael was attentive and very professional and eager to please. It was a great place to have a birthday dinner. I would’ve liked to have known that parking is free after 5 o’clock as I spent $10 needlessly.
    More info
    The Keg Steakhouse + Bar - MansionPrice: Expensive• Steakhouse• Cabbagetown
    4.6
  • Moira
    Toronto / Ontario •23 reviews
    5.0
    Dined on Feb 4, 2025
    As always, Sassafras delivered. We did not try the Winterllcious menu as we were looking for a lighter lunch. However, both our dishes were excellent. Sassafras remains my go to restaurant for delicious meals, great atmosphere and excellent service.
    More info
    SassafrazPrice: Expensive• Contemporary Canadian• Yorkville
    4.6
  • randomspotter
    Toronto / Ontario •2 reviews
    5.0
    Dined on Jan 2, 2025
    It was great having Chef Bennet come out and introduce us to a dish. U can feel that the tasting menu is coming from Chef Bennett's Root (South Africa). The menu was very earthy and exciting from dish to dish. The Juice pairing that was offered was great as well.
    More info
    Enigma YorkvillePrice: Very Expensive• International• Yorkville
    4.7
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