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Best Historic Restaurants in The Annex

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37 restaurants available nearby

A photo of Enigma Yorkville restaurant
1. Enigma Yorkville
4.8
Exceptional(538)
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 DaNico restaurant
2. DaNico
4.8
Exceptional(275)
Price: Very Expensive
• Italian • Little Italy / College St.
Booked 21 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 Sassafraz restaurant
3. Sassafraz
4.6
Exceptional(3555)
Price: Expensive
• Contemporary Canadian • Yorkville
Booked 33 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 Joni Restaurant restaurant
4. Joni Restaurant
4.6
Exceptional(293)
Price: Expensive
• Farm-to-table • Yorkville
Booked 17 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 El Catrin restaurant
5. El Catrin
4.5
Awesome(5651)
Price: Expensive
• Mexican • Distillery District
Booked 140 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 Gallery Grill restaurant
6. Gallery Grill
4.6
Exceptional(324)
Price: Expensive
• Contemporary Canadian • The Village
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 Cluny restaurant
7. Cluny
4.5
Awesome(5530)
Price: Expensive
• French • Distillery District
Booked 113 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 St Thomas restaurant
8. St Thomas
4.1
Excellent(65)
Price: Expensive
• Tapas / Small Plates • Yorkville
Booked 5 times today
St Thomas is an intimate Spanish inspired restaurant and wine bar by Michelin Stared Chef Quinton Bennett, located in the heart of Toronto’s historic Yorkville neighbourhood, nestled on picturesque St. Thomas Street and surrounded by mid-century and modern architecture. We celebrate the best of Basque Country cuisine and international wine by serving Pintxos and carefully curated small plates. We aim to offer a unique, cheerful wine experience by educating and informing our guests through guided tastings.
A photo of Old Mill Toronto restaurant
9. Old Mill Toronto
4.4
Awesome(2985)
Price: Very Expensive
• Continental • Etobicoke
Booked 26 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 Terroni Adelaide restaurant
10. Terroni Adelaide
4.4
Awesome(6974)
Price: Expensive
• Italian • Financial District
Booked 163 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
  • Christian
    San Antonio •2 reviews
    5.0
    Dined 1 day ago
    This was a wonderful experience. My wife and I went for our honeymoon, and the team at Enigma made a great effort to make it special. The food was amazing, the pairings were great, and the staff was probably the best part. The service was attentive, friendly, and knowledgeable. The food was a wonderful expression of a combination of techniques and flavors that made this an all around fantastic meal. We have been to many Michelin starred restaurants, and they don’t always deliver. However I am dumbfounded that Enigma Yorkville only has one star. An absolute must visit, and for us an absolute must revisit.
    More info
    Enigma YorkvillePrice: Very Expensive• International• Yorkville
    •
    4.8
  • Sean
    Toronto / Ontario •4 reviews
    5.0
    Dined 2 days ago
    Delicious and authentic Mexican food. Service was attentive. Ambidence was colourful and vibe was perfect for a Saturday night out.
    More info
    El CatrinPrice: Expensive• Mexican• Distillery District
    •
    4.5
  • EkaterinaVIP
    Toronto / Ontario •5 reviews
    5.0
    Dined 3 days ago
    I had the pleasure of dining at Joni Restaurant yesterday for a Christmas dinner with my son, and it was truly a memorable experience. From start to finish, everything was exceptional. The service was impeccable, with the staff being attentive, warm, and professional. The chef’s menu was outstanding, featuring creative dishes that were both beautifully presented and absolutely delicious. The ambiance of the restaurant was cozy and festive, but I couldn't help but feel that a touch of Christmas music—perhaps soft background tunes or even a live band or singer—would have elevated the holiday spirit even further. It was the only element missing from an otherwise perfect evening. Thank you to the entire team at Joni Restaurant for making our Christmas dinner special. We will definitely be back
    More info
    Joni RestaurantPrice: Expensive• Farm-to-table• Yorkville
    •
    4.6
  • Dancersmom
    Toronto / Ontario •4 reviews
    4.0
    Dined 4 days ago
    What a lovely way to spend Christmas Eve lunch. Good cocktails & great service.
    More info
    SassafrazPrice: Expensive• Contemporary Canadian• Yorkville
    •
    4.6
  • OpenTable DinerVIP
    Toronto / Ontario •3 reviews
    5.0
    Dined 4 days ago
    Wow.. This restaurant left me and my partner absolutely at a loss for words. Before I begin HUGE shout out to the most amazing server I've ever met, Graham. He really curated our experience and brought a personal yet professional level of excitement to our dining experience. Every dish was crafted with immense care and quality. The story behind the dishes and the flavour profile was nothing short of a immaculate dining experiences. Huge thank you to Chef Daniele for exceptional food and a wonderful conversation. We will absolutely be back again soon to go through this culinary journey again. - Eric & Stefania
    More info
    DaNicoPrice: Very Expensive• Italian• Little Italy / College St.
    •
    4.8

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