Best Historic Restaurants in Yorkville, Toronto / Ontario

Price

$$
$$$
$$$$

Cuisine

AmericanItalianSteakhouseSeafoodFrenchIndian

Regions

Old TorontoToronto

Neighborhoods

CabbagetownDanforth / Greek TownDistillery DistrictEntertainment DistrictFinancial DistrictHarbord Village

Top Rated

CharmingFancyGood for business mealsGood for groupsGood for special occasionsGreat for brunch

Dining Options

All dining options

Delivery only

Takeout only

Seating Options

BarCounterStandardHigh TopOutdoor

Award-winning

MICHELIN

Accessibility

Wheelchair access

42 restaurants available nearby

How are Featured results ranked

1. Sassafraz

4.6

Exceptional(3819)

$$$$

• Contemporary Canadian • Yorkville

Booked 34 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. Our chef'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.

2. The Frederick

4.8

Exceptional(325)

$$$$

• Contemporary Canadian • Financial District

Booked 28 times today

The Frederick is downtown Toronto’s new bar and grill, offering confident cooking, genuine hospitality, and a space designed for good company. Located on the first floor of the historic Dineen Building in the Financial District, the restaurant pairs timeless charm with a modern touch, with chestnut leather banquettes, brass accents, and a warm atmosphere that encourages you to settle in. The all-day menu reimagines classic dishes with fresh detail, from signature pastas to an iconic house burger, making it a welcoming yet elevated destination for martinis over lunch, drawn-out dinners, and every moment in between.

3. Terroni Adelaide

4.5

Awesome(7343)

$$$$

• Italian • Financial District

Booked 73 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 the 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 & Letters Club where Canadian landscape painters “The Group of Seven” ate and drank in 1909.For private parties and 16+ guest reservations, visit terroni.com to contact our events team.

A photo of The Keg Steakhouse + Bar - Mansion restaurant

4. The Keg Steakhouse + Bar - Mansion

4.6

Exceptional(5625)

$$$$

• Steakhouse • Cabbagetown

Booked 86 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.

5. Maison Selby

4.5

Awesome(2195)

$$$$

• French • The Village

Booked 27 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.

6. Harbour Sixty

4.7

Exceptional(2498)

$$$$

• Steakhouse • Harbourfront

Booked 39 times today

Harbour Sixty - The quintessential downtown 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, meticulously crafted to delight all the senses, with every detail initiating engagement and igniting genuine connection.

A photo of The Tea Room - Windsor Arms Hotel restaurant

7. The Tea Room - Windsor Arms Hotel

4.5

Awesome(1668)

$$$$

• Afternoon Tea • Yorkville

Booked 12 times today

Since 1927, Tea at the Windsor Arms has been synonymous with elegant, afternoon indulgence. Relax in our French-style lobby tea room or our majestic purple room with its original working fireplace.Peruse a selection of teas from Russian Caravan to Sencha; our staff will happily guide you through the myriad of tastes and aromas. Reserve the Tea Room for intimate gatherings such as corporate functions, bridal and baby showers, or get-togethers with friends. All Tea Rooms are available for either full or partial bookings.** Please note that for the month of December, we will be offering a Holiday Afternoon Ta Menu $95/pp. **Please note that for the month of February, we will be offering our third annual Pink Tea menu$80/pp Monday - Thursday $95/pp Friday- Sunday

8. Gallery Grill

4.7

Exceptional(402)

$$$$

• Contemporary Canadian • The Village

Booked 8 times today

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.

9. Cluny

4.5

Awesome(5853)

$$$$

• 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.Join us at Cluny for an unforgettable dining experience that blends refined cuisine, personalized service, and an energetic atmosphere. For inquiries email us at eventsadmin@thedistillery.ca.

10. Oretta Midtown

4.4

Awesome(2179)

$$$$

• Italian • Yonge and Eglinton

Booked 87 times today

Oretta exemplifies the elegance and simplicity of modern-day Italian cuisine and lifestyle. Our newest location, situated in the vibrant midtown district, continues the tradition of delivering an authentic Italian experience. With a commitment to intuitive, thoughtful, and genuine service, our knowledgeable and personable staff provide a hospitality experience that is second to none.The stunning interior design serves as a backdrop to our carefully curated menu, featuring passionately crafted dishes inspired by Italian tradition. Complemented by an exceptional selection of Italian wines and signature cocktails, Oretta offers an unforgettable dining experience, where every detail reflects the finest that Italy has to offer.

See what locals rave about

From verified diners like you

E
Erica
Toronto / Ontario •1 review
5.0
Dined today
We had an amazing experience at The Keg Mansion! We ordered several menu items that aren’t available at other Keg locations, and everything was outstanding. The food was excellent, the atmosphere was beautiful, and the service was top-notch.A special thank you to Brandon, our server, who was absolutely fantastic, friendly, attentive, and made the evening even more enjoyable. No complaints at all. Food, service, and atmosphere 12/10. We will definitely be back! The mushroom risotto was bomb.
More info
The Keg Steakhouse + Bar - Mansion$$$$• Steakhouse• Cabbagetown
•
4.6
B
Brian
Toronto / Ontario •11 reviews
5.0
Dined 2 days ago
This lunch was for our 45th wedding anniversary and lived up to expectations and then some.
More info
Maison Selby$$$$• French• The Village
•
4.5
M
MikeGold
Toronto / Ontario •16 reviews
5.0
Dined 4 days ago
First time at Fredrick’s. Excellent food and service. Our waitress was extremely helpful in choosing our supper and drinks. We are definitely coming back
More info
The Frederick$$$$• Contemporary Canadian• Financial District
•
4.8
OT
OpenTable Diner
Toronto / Ontario •1 review
5.0
Dined 5 days ago
The team and food are ALWAYS wonderful. Bernard is amazing, and let me know as I arrived that the delectable lemon posset with raspberry coulis was back on the menu for the summer; if that isn't true customer service, I don't know what is!
More info
Gallery Grill$$$$• Contemporary Canadian• The Village
•
4.7
C
Claire
Toronto / Ontario •15 reviews
5.0
Dined on May 22, 2026
Excellent! You can always count on this restaurant!
More info
Sassafraz$$$$• Contemporary Canadian• Yorkville
•
4.6

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Neighborhood
Historic

Yorkville

Markham
Dufferin County
Baldwin Village
London
Queen West
Yorkdale
Danforth / Greek Town
Rosedale / Summerhill
Vaughan
Cambridge
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Toronto / Ontario
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