Best Historic Restaurants in The Annex

37 restaurants available nearby

1. Enigma Yorkville

4.9

Exceptional(491)

Price: Very Expensive

• International • Yorkville

Booked 10 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.

2. Sassafraz

4.6

Exceptional(3504)

Price: Expensive

• Contemporary Canadian • Yorkville

Booked 31 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.

3. Danico

4.8

Exceptional(193)

Price: Very Expensive

• Italian • Little Italy / College St.

Booked 169 times today

Toronto’s highly awaited DaNico has opened its doors in the historic landmark bank building in the heart of the Palmerston-Little Italy neighbourhood. Created in partnership between hospitality giant Liberty Entertainment Group, Don Alfonso and Executive Chef Daniele Corona, DaNico offers the modern Italian culinary traditions accompanied by exceptional service and uniquely bespoke design. Michelin star Chef Daniele Corona brings his exceptional talent to this fine-dining destination restaurant. As executive chef, his signature menu focuses on the modern Italian culinary traditions he is regarded for, combined with Asian influences, utilizing the very finest, local, and sustainable ingredients available in the country.For private events please contact us at:events@danicotoronto.com

A photo of BlueBlood Steakhouse restaurant

4. BlueBlood Steakhouse

4.6

Exceptional(4219)

Price: Very Expensive

• Steakhouse • Midtown / Uptown

Booked 51 times today

Located inside Toronto’s majestic castle, Casa Loma, BlueBlood Steakhouse offers a refined dining experience in an upscale environment. A truly world class experience, BlueBlood Steakhouse was recently named the #1 Steakhouse in Toronto, by USA Today's 10 Best. The one of a kind space offers a modern and edgy feel with a juxtaposition of classic heritage architecture, unique heirloom antiques and modern art pieces by Warhol, Mr. Brainwash and Salvador Dali. Offering a modern twist on the classic steakhouse, the menu highlights various cuts of the finest beef from around the world, as well as fresh seafood and an extensive international wine and spirit list. BlueBlood Steakhouse is the most recent concept from the Liberty Entertainment Group.

5. St Thomas

4.5

Awesome(52)

Price: Expensive

• Tapas / Small Plates • Yorkville

Booked 4 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.

6. Joni Restaurant

4.7

Exceptional(245)

Price: Expensive

• Farm-to-table • Yorkville

Booked 6 times today

In harmony with the season, and inspired by the region, we are focused on fostering the finest ingredients and products of our land. Through thoughtful sourcing, a focus on sustainability, and careful intent behind every dish, Joni Restaurant exemplifies the best of Canadian Farm-to-Table cuisine.Situated in the heart of the iconic Park Hyatt Toronto, Joni will offer breakfast, lunch, and dinner, featuring recognizable yet elevated fare, with reinterpreted classic cocktails and a thoughtfully curated selection of wine to complement the menu.

7. Gallery Grill

4.4

Awesome(304)

Price: Moderate

• Contemporary Canadian • The Village

Booked 17 times today

Hart House's passenger elevator is out of commission until the end of September. Gallery Grill guests will have to access the 2nd floor restaurant using the stairs. 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.

8. Terroni Adelaide

4.6

Exceptional(6831)

Price: Expensive

• Italian • Financial District

Booked 146 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.

A photo of Her Father's Cider Bar + Kitchen restaurant

9. Her Father's Cider Bar + Kitchen

4.7

Exceptional(779)

Price: Moderate

• Canadian • Harbord Village

Booked 10 times today

CANADA'S PREMIER CIDER DESTINATIONLocated in the heart of downtown Toronto in the historic Harbord Village, Her Father's Cider Bar &; Kitchen offers a selection of 100 ciders from Ontario and the world, making it Toronto's premier destination for cider lovers! Dinner, lunch & brunch menus offer refined, local, and seasonal selections drawing from Ontario's rich culinary traditions.Steps away of from the University of Toronto at Harbord and Spadina. We offer not only cider, but a full bar with curated wines, craft beer, and signature cocktails. Her Father's offers a unique Toronto experience not found anywhere else cider flights and bottles that compliment our many gluten free dishes, as well as our famous crispy brussel sprouts, gluten free fried chicken, salads, and more!

10. Maison Selby

4.5

Awesome(1749)

Price: Expensive

• French • The Village

Booked 28 times today

Largely inspired by the bistro and café genre, Maison Selby celebrates timeless French cooking with a modern accent, and offers an impressive list of hand-crafted cocktails. Tucked away downstairs, guests will discover Sous Sol, an underground speakeasy and cocktail bar featuring a curated list of original cocktails.

37 restaurants available nearby

1. Enigma Yorkville

2. Sassafraz

3. Danico

4. BlueBlood Steakhouse

5. St Thomas

6. Joni Restaurant

7. Gallery Grill

8. Terroni Adelaide

9. Her Father's Cider Bar + Kitchen

10. Maison Selby

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