Best Historic Restaurants in Rosedale / Summerhill

38 restaurants available nearby

1. Enigma Yorkville

4.8

Exceptional(521)

Price: Very Expensive

• International • Yorkville

Booked 7 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(3536)

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.

3. DaNico

4.8

Exceptional(253)

Price: Very Expensive

• Italian • Little Italy / College St.

Booked 24 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.

4. El Catrin

4.6

Exceptional(5577)

Price: Expensive

• Mexican • Distillery District

Booked 150 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!

5. Joni Restaurant

4.6

Exceptional(274)

Price: Expensive

• Farm-to-table • Yorkville

Booked 9 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.

6. St Thomas

4.0

Excellent(62)

Price: Expensive

• Tapas / Small Plates • Yorkville

Booked 1 time 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.

7. Terroni Adelaide

4.5

Awesome(6919)

Price: Expensive

• Italian • Financial District

Booked 208 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.

8. Maison Selby

4.6

Exceptional(1791)

Price: Expensive

• French • The Village

Booked 41 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.

9. Gallery Grill

4.5

Awesome(312)

Price: Expensive

• Contemporary Canadian • The Village

Booked 34 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.

10. Cluny

4.5

Awesome(5430)

Price: Expensive

• French • Distillery District

Booked 166 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.

See what locals rave about

From verified diners like you

W
Wan Yin
Toronto / Ontario •3 reviews
5.0
Dined 2 days ago
First time Italian cuisine. Wine tasting is a bonus. I learmed a lot tonight. First tasting menu I tired ever with different groups of wine pairing on each dish by a certified wine specialist explaining how the pairing works and how they interwined. Thank you.
More info
DaNicoPrice: Very Expensive• Italian• Little Italy / College St.
•
4.8
C
Codyvip
Jacksonville / Northeast Florida •1 review
5.0
Dined 3 days ago
I cannot say enough good things about this evening’s dinner. We absolutely loved chef Bennett. The hospitality was unmatched and the food was even better. 5 out of 5 stars. We will 100% be back!
More info
Enigma YorkvillePrice: Very Expensive• International• Yorkville
•
4.8
D
Donvip
Toronto / Ontario •13 reviews
5.0
Dined 4 days ago
The finest dining experience you will ever experience.
More info
Joni RestaurantPrice: Expensive• Farm-to-table• Yorkville
•
4.6
A
Andrew
Toronto / Ontario •1 review
5.0
Dined 7 days ago
Another awesome dinner. Always top level food and service.
More info
SassafrazPrice: Expensive• Contemporary Canadian• Yorkville
•
4.6
R
Ron
Toronto / Ontario •29 reviews
5.0
Dined 7 days ago
We had a fantastic evening. Celebrated my wife’s birthday and we were very impressed with the service and food. We had a flight of margaritas ( four flavours ) Each was unique and delicious. The ceviche was so fresh and my main was absolutely delicious. Looking forward to returning for another great evening.
More info
El CatrinPrice: Expensive• Mexican• Distillery District
•
4.6

Best Historic Restaurants in Rosedale / Summerhill

Price

Cuisine

Regions

Neighborhoods

Top Rated

Dining Options

Seating Options

Award-winning

Accessibility

38 restaurants available nearby

1. Enigma Yorkville

2. Sassafraz

3. DaNico

4. El Catrin

5. Joni Restaurant

6. St Thomas

7. Terroni Adelaide

8. Maison Selby

9. Gallery Grill

10. Cluny

See what locals rave about

Explore OpenTable