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Best Restaurants for Outdoor Dining in The Annex

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29 restaurants available nearby

How are Featured results ranked

A photo of Terroni Price restaurant
1. Terroni Price
4.5
Awesome(4578)
Price: Expensive
• Italian • Rosedale / Summerhill
Booked 145 times today
Summer 2025 patio season is here! Terroni Price St. patio is now open for walk-ins and can be requested upon arrival (weather permitting). Located in the heart of Summerhill, Terroni Price is our mid-town restaurant offering three floors with private or non-private or cocktail dining options. Whether it’s a family night, a lunch meeting, or dinner before a night out, everyone feels comfortable at Terroni Price with its vibrant and welcoming atmosphere.
A photo of BlueBlood Steakhouse restaurant
2. BlueBlood Steakhouse
4.7
Exceptional(4489)
Price: Very Expensive
• Steakhouse • Midtown / Uptown
Booked 41 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.
A photo of Sofia restaurant
3. Sofia
4.6
Exceptional(1664)
Price: Very Expensive
• Italian • Yorkville
Booked 27 times today
Tapping into true Italian tastes, the menu starts with a selection of antipasti including a citrus salad and grilled octopus, and a plentiful selection of crudo. Mains feature fresh pasta, pesce and locally sourced carne, with a traditional, Italian heritage Chianina florentine steak. The cocktail program is a refreshing medley of signature drinks with an Italian twist. Expertly crafted by mixologist Nishan Nepulangoda, cocktails are enhanced by regional herbs and fresh in-house cordials, and named in tribute to the country’s vast geography and pop culture history. The wine list features many vintages and an extensive selection of true Italian wines rare to the local dining scene.
A photo of Kellys Landing - Front Street restaurant
4. Kellys Landing - Front Street
4.4
Awesome(2888)
Price: Moderate
• Contemporary Canadian • Entertainment District
Booked 149 times today
Located in downtown Toronto, Ontario on Front Street, Kellys Landing is a vibrant restaurant offering a unique culinary experience for those looking to enjoy delicious food and crafted cocktails or beer. Our carefully curated menu features an array of dishes, from our AAA 40-day aged steak program, to a diverse selection of appetizers, mains, pizzas, vegetarian and gluten friendly options, to our weekend brunch, perfect for any occasion. Whether you are planning a night out with friends or a corporate event, our inviting atmosphere makes your experience one to remember. Indulge in our extensive wine list while dining in our dining room, open concept lounge or on our beautiful three-season patio. At Kellys Landing, we specialize in group dining experiences with tailored event packages that cater to your needs. Join us for our late night happy hour and discover why we are the go-to spot in downtown Toronto for a memorable experience.
A photo of Sassafraz restaurant
5. Sassafraz
4.6
Exceptional(3666)
Price: Expensive
• Contemporary Canadian • Yorkville
Booked 57 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.
A photo of Enoteca Sociale restaurant
6. Enoteca Sociale
4.7
Exceptional(1267)
Price: Very Expensive
• Italian • Little Italy / College St.
Booked 46 times today
Enoteca Sociale is built on passion.Passion for sharing a culture we fell in love with through the food we eat and the experiences we share. Opened in 2010, Enoteca Sociale has become a mainstay for Italian Cuisine in the Toronto, built on the philosophy of making simple & honest Roman cuisine that can be shared with friends and family.Through the years, Enoteca Sociale has evolved to offer a wider food offering comprised of traditional Roman dishes like Cacio e Pepe, l’Amatriciana and Carbonara. With Chef Kyle Rindinella at the helm the menu takes inspiration directly from Rome, remaining as true to the traditional culinary practices as possible. The Italian-focused wine list includes varietals that are rarely available elsewhere in Ontario and represent the entire country of Italy.
A photo of The Oxley restaurant
7. The Oxley
4.6
Exceptional(147)
Price: Moderate
• English • Yorkville
Booked 28 times today
The Oxley promises fantastic food served alongside a good pint or an excellent glass of wine. All our food is made from scratch, and lovingly prepared by our kitchen team overseen by the Executive Chef & Owner Andrew Carter
A photo of El Pocho Antojitos Bar restaurant
8. El Pocho Antojitos Bar
4.8
Exceptional(688)
Price: Expensive
• Mexican • The Annex
Booked 13 times today
Mexican snack bar specializing in tequila, mezcal cocktails, local craft beers, and tasty food.
A photo of Paris Texas restaurant
9. Paris Texas
4.3
Awesome(141)
Price: Moderate
• American • King West
Booked 10 times today
Paris Texas is an upscale sports and country establishment located in the heart of downtown Toronto’s King Street West neighbourhood. Both the menu and aesthetic pay homage to a decadent era of western saloons, where country ruled king. Upon entry the exposed brick and luxurious finishings invite you to a unique social experience, encouraging conversation and camaraderie. The booths along the exterior walls command intimacy between the guests, while the large bars flanking the space simulate a high energy atmosphere.
A photo of Rooftop Bar at the Broadview Hotel restaurant
10. Rooftop Bar at the Broadview Hotel
4.6
Exceptional(1751)
Price: Expensive
• Global, International • Leslieville / Riverdale
Booked 56 times today
Featuring one of the most stunning views of the Toronto skyline. A 360° glass facade, pyramidal skylight, and expansive rooftop terrace make this an unforgettable location for cocktails, gathering friends and approachable, international cuisine.

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