Bar Hop Itinerary: Your Bloor-Yorkville Guide

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Spring is on the horizon, which means we’re all the more inclined to start making plans to head out and enjoy the best bars, wine bars, and pubs in the Bloor-Yorkville. From casual rooftops to intimate wine bars, or more extravagant spaces, there’s a go-to option for every preference. If a memorable experience is what you’re looking for, a Bloor-Yorkville bar hop should top your list of social outings. Plus, once the warmer nights hit, you can find the best patios in Toronto here.

Best Bars in Bloor-Yorkville for Your Upcoming Bar Hop

La Société 

La Société offering daily cocktail and oyster specials in Toronto
La Société

No stranger to the Bloor-Yorkville culinary scene, La Société brings a sophisticated Parisian aesthetic to the heart of Toronto. With European-inspired terraces overlooking Bloor Street and a custom 20 by 30 foot illuminated stained glass ceiling, La Société is as breathtaking in its design as it is in its culinary offerings.

The restaurant features rich mahogany wood throughout while the elongated bar flooring is comprised of thousands of mosaic tiles, making one’s cocktail hour all the more exquisite.

There are daily specials Wednesday through Sunday including everything from half-priced bottles of champagne (paired with $1 oysters!), $7 cocktails, and bottomless weekend mimosas.

131 Bloor Street West





Sofia restaurant and bar features contemporary art and weekday happy hour

JLo on your mind? If you want to lounge where the queen of TIFF 2019 celebrated, Sofia can make your dreams come true. The decore is a reason to visit on its own, featuring artwork from Banksy, Basquiat, Dine, Mr. Brainwash and Andy Warhol. Located next to Tagliatella Galleries, the artwork found on the walls of Sofia are constantly refreshed with pieces available next door at the gallery.

Aside from the aesthetic experience and the lingering glamour of JLo, Sofia offers Happy Hour Monday-Friday! From 5 pm – 8 pm you can enjoy half-price cocktails and select wine, at both the bar and courtyard patio.

99 Yorkville Avenue

The Oxley Public House

The Oxley



Set in a gorgeous Yorkville Avenue townhouse, The Oxley is an inviting environment reminiscent of a welcoming British home. With plenty of space inside, as well as two patios and a bar area, you can choose between more secluded environments or those overlooking the streets of Bloor-Yorkville.

Priding themselves on an extensive beer and wine list, The Oxley also offers a well-curated list of house cocktails and, of course, traditional British dishes.

121 Yorkville Avenue




Alobar image c/o Toronto Life

Tucked along a quintessential Bloor-Yorkville alleyway is the somewhat fabled Alobar Yorkville. One of three “Alo-sister,” restaurants, Alobar offers a variety of ways to unwind: the lounge area, open dining room, traditional bar for walk-ins, or the outside terrace seating, which is surrounded by lush greenery and overhead fairytale lights.

Not only does Alobar offer curated wine lists and cocktails, but also an exquisite menu created by renowned chef, Patrick Kriss. Plates are designed to share and also include a variety of deserts.

Thursday to Saturday Alobar offers extended cocktail and wine hours from 4:30 pm – midnight.

57a 162 Cumberland Street

The Pilot

The Pilot offers three floors and a rooftop
The Pilot


An institution in itself, The Pilot will soon be celebrating 75 years in Bloor-Yorkville! It’s a multi-level venue with a genuine and relaxed atmosphere, creating a welcome escape from the outside world. The rooftop, otherwise known as The Flight Deck, is open March to December and features a full food and drink menu.

With space for 185 people, The Flight Deck is perfect for larger groups. There’s also the main-floor bar which hosts live jazz every Saturday from 2:30 pm – 5:30 pm. This space has a lot of history and a friendly atmosphere, making it a repeat choice among locals.

22 Cumberland St




Brothers Food & Wine

Image result for brothers food and wine
Brothers Food and Wine

This one is for the wine lovers! With no other options on the menu, vino enthusiasts will have a world of options. Brothers offers a change of pace with its intimate setting, which is often described more as like a dinner party than that of a bar. The intimate space has bar seating, a few tables, and a promise of a unique experience.

There’s food available, but the menu is never released as it changes frequently. Based on local, seasonal ingredients, the paired down menu compliments the unique space, and rest assured it is curated to complement the wine options! Its location right above the Bay Subway station makes for a simplified commute home.

1240 Bay Street


d|bar at the Four Seasons

D Bar at the four seasons offers craft cocktails with seasonal ingredients

The velvet couches and plush oversized lounge chairs make d|bar at the Four Seasons immediately feel like home (a very well decorated home). The comfort level makes d|bar a great end-of-evening stop, but the cheese boards and charcuterie also make the case for a great starting point.

Led by Melissa Hart, the cocktails at d|bar are a fusion of her culinary background and passion for mixology. The ingredients in the craft cocktails are focussed on seasonal, high-quality offerings.

For anyone wanting to fend off the Sunday Scaries, stop by on Sunday’s from 9 pm – close for a live DJ night.

60 Yorkville Avenue


The One Eighty

The One Eighty offers a panoramic view of Toronto
The One Eighty


If views (perhaps of the 180-degree variety) are on your priority list, The One Eighty is a must-visit. Located on the 51st floor of the Manulife Centre, The One Eighty offers an incredible view of the city, an extensive seasonal cocktail menu, signature cocktails, wine lists, and bottle service options.

The space features 21-foot ceilings, contemporary furniture, and north and south-facing patios with seamless glass panels. The unobstructed views are the perfect backdrop to a glamorous night out.

Manulife Centre, 55 Bloor Street West,  51st Floor






Hemingway’s Restaurant & Bar

Hemingway's has four all-season patios and three bars

Another Bloor-Yorkville classic, this year marks Hemingways’ 39th year in the neighbourhood! The space features three bars, restaurant seating, and four patios (including heated, covered patios during the winter), along with daily specials and 24 draught beers on tap!

Complete with screens for game nights and a variety of weekly events, Hemingways is a gateway to community engagement. Events include Silent Disco Night, Themed Trivia, Live Music, and both local and international sports nights. Whatever night of the week you choose, it’s certainly a must-visit for a well-executed bar hop.

142 Cumberland Street

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