Bar on Ossington: A Night Out

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Discover the vibrant bar scene on Ossington Avenue, where each bar offers a unique atmosphere and an enticing menu. Whether you’re looking for craft cocktails or a cozy spot to unwind, this street has something for everyone.

Sweaty Betty’s

Sweaty Betty’s is the epitome of a good time. From the mouthwatering food to the top-notch service, every aspect shines. Don’t miss the Sweaty Pilsner, a must-try that perfectly complements the vibrant atmosphere. It’s the kind of place where you can unwind and enjoy every moment.

  • Address: 13 Ossington Ave, Toronto, ON M6J 2Y8
  • Phone: (416) 535-6861
  • Website: sweatybettysbar.com
  • Price per person: $10–20
  • Hours: Monday – Friday (3 p.m.– 2 a.m.) | Saturday – Sunday (1 p.m. – 2 p.m.)

The Gift Shop

Step into The Gift Shop, a cocktail bar that feels like home. The intimate vibe is paired with outstanding service and a killer soundtrack. The owner’s creativity shines through in every drink. Whether you’re celebrating or just hanging out, this spot will keep you coming back for more.

 An intimate cocktail bar with outstanding service and creatively crafted drinks, ideal for any celebration.
Credits: callaisfoodcraze
  • Address: 89 Ossington Ave, Toronto, ON M6J 2Z2
  • Phone: (416) 546-5432
  • Website: freehouse.co/locations/gift-shop
  • Price per person: $40–50
  • Hours: Tuesday – Sunday (7:30 p.m. – 2 a.m.)

Union

If you’re hunting for legendary breakfast, look no further than Union. The jalapeno cheese sausage will change your breakfast game and the quiche? A delight. The atmosphere is cozy but be prepared for a bit of a wait on busy days. Worth it, though, for the deliciousness that awaits.

 A cozy eatery famous for its legendary breakfast, including jalapeno cheese sausage and delightful quiches.
Credits: union_restaurant
  • Address: 72 Ossington Ave, Toronto, ON M6J 2Y7
  • Phone: (416) 850-0093
  • Website: union72.ca
  • Price per person: $50–60
  • Hours: Monday – Friday (11:30 a.m. – 10 p.m.) | Saturday – Sunday (10 a.m. – 3 p.m., 5 p.m.– 10 p.m.)

Bar Koukla

Bar Koukla serves up a feast fit for sharing, bringing Greek flavors to life in a fantastic patio setting. Don’t skip dessert; it’s a perfect ending to a delightful dining experience. Your taste buds will thank you.

A Greek-inspired bar with a vibrant patio setting and shareable dishes that highlight authentic flavors.
Credits: barkoukla
  • Address: 88 Ossington Ave Unit 2, Toronto, ON M6J 2Z4
  • Phone: (416) 901-7899
  • Website: mamakas.ca/bar-koukla
  • Price per person: $40–50
  • Hours: Monday – Sunday (5:30 p.m. – 2 a.m.)

Baby Huey

Baby Huey is a gem, loved by locals and tourists alike. The vibe is unmatched, and the music adds to the experience. This is the place to be for a memorable night out, so tip your bartenders—they deserve it.

 A popular bar with an unbeatable vibe and great music, making it a favorite among locals and tourists alike.
Credits: babyhuey_to
  • Address: 110 Ossington Ave, Toronto, ON M6J 2Z4
  • Phone: (416) 352-0870
  • Website: facebook.com/BabyHueyLovesU
  • Price per person: $40–50
  • Hours: Thursday – Sunday (9 p.m. – 2 a.m.)

Bellwoods Brewery

At Bellwoods Brewery, the beer selection is on point, and the recommended tacos are a perfect pairing. Enjoy a lively atmosphere, and be sure to ask for David M. as your server; he’ll take care of you with a warm smile.

A bustling brewery offering a fantastic beer selection and tacos in a vibrant atmosphere.
Credits: bellwoodsbeer
  • Address: 124 Ossington Ave, Toronto, ON M6J 2Z5
  • Phone: (416) 535-4586
  • Website: bellwoodsbrewery.com
  • Price per person: $90–100
  • Hours: Monday – Tuesday (5 p.m. – 12 a.m.) | Wednesday – Saturday 12 p.m. – 1 a.m.) | Sunday (12 p.m. – 12 a.m.)

Bar Habana

Dive into Happy Hour at Bar Habana, where Classic Cuban Cocktails are just $10. The shrimp and pork belly are highlighted, paired with fantastic service that makes you feel right at home in Leslieville.

A lively spot featuring Classic Cuban Cocktails and a delicious menu, perfect for Happy Hour enjoyment.
Credits: barhabana.to
  • Address: 92 Ossington Ave, Toronto, ON M6J 2Z4
  • Phone: (416) 537-0134
  • Website: barhabana.ca
  • Price per person: $40–50
  • Hours: Thursday (6 p.m. – 10 p.m.) | Friday – Saturday (6 p.m. – 1 a.m.)

Reposado Bar & Lounge

Reposado is a cozy spot perfect for a spontaneous night out. The Paloma is refreshing, and the original lime margarita is a crowd favorite. Enjoy live music on the lovely backyard patio.

A cozy bar known for its refreshing Paloma cocktails and live music on the patio.
Credits: reposadobar
  • Address: 136 Ossington Ave, Toronto, ON M6J 1R5
  • Phone: (416) 535-4586
  • Website: reposadobar.ca
  • Price per person: $20–30
  • Hours: Tuesday – Friday (6 p.m. – 01:30 a.m.)| Saturday (1 p.m. – 2 a.m.) | Sunday (3 p.m. – 12 a.m.)

Bar Shozan

Bar Shozan is a cute little gem on the Ossington strip with a stellar sake selection. The sushi may be limited, but each dish is crafted to perfection. Be sure to try the eggplant miso dengaku—it’s a crowd-pleaser.

A quaint bar specializing in sake and expertly crafted sushi, with a must-try eggplant miso dengaku.
Credits: barshozan
  • Address: 164 Ossington Ave, Toronto, ON M6J 2Z7
  • Phone: (647) 478-6164
  • Website: barshozan.com
  • Price per person: $30–40
  • Hours: Wednesday ( 5 p.m.–11 p.m.) | Thursday (5 p.m.–11 p.m.) | Friday (5 p.m.–11:30 a.m.) | Saturday (12:30 p.m.–4 p.m.), (5 p.m. – 11:30 p.m.) | Sunday (12:30 p.m.– 4 p.m.), ( 5 p.m. –10 p.m.)

Salt Wine Bar Ltd

Salt Wine Bar is a personal favorite. It consistently delivers amazing food in a variety of flavors. The laid-back yet classy atmosphere sets the stage for memorable evenings. A 10/10 recommendation from a loyal patron.

A classy wine bar delivering exceptional food in a laid-back atmosphere, perfect for memorable evenings.
Credits: saltwinebar
  • Address: 225 Ossington Ave, Toronto, ON M6J 2Z8
  • Phone: (416) 533-7258
  • Website: saltrestaurant.ca
  • Price per person: $90–100
  • Hours: Monday – Sunday (5 p.m. – 10 p.m.)

Bar Banane

Bar Banane delivers an incredible experience with its tasting menu. The canapés are a treat, and the cocktails are expertly crafted. The ambiance is cozy and inviting, making it a must-visit for any food lover.

An inviting bar featuring an exquisite tasting menu and expertly crafted cocktails for food lovers.
Credits: bar_banane
  • Address: 227A Ossington Ave, Toronto, ON M6J 2Z8
  • Phone: (647) 693-1103
  • Website: barbanane.ca
  • Price per person: $100+
  • Hours: Wednesday – Thursday (6 p.m. – 1 a.m.), Friday – Saturday (6 p.m. – 2 a.m.)

Bowie

Bowie is a hidden treasure, offering stunning decor and a lively atmosphere. The mac and cheese will blow your mind, and while the cocktails are mostly on point, the margarita could use a little more finesse. Overall, it’s a fantastic bar experience.

A stylish bar with stunning decor, offering mind-blowing mac and cheese and an impressive cocktail menu.
Credits: barbowie
  • Address: 180R Ossington Ave, Toronto, ON M6J 2Z7
  • Phone: (416) 535-4586
  • Website: instagram.com/barbowie
  • Price per person: $40–50
  • Hours: Monday – Sunday (6 p.m. – 2 a.m.)

Rhapsody

RHAPSODY is the spot to be, with a welcoming host and a talented bartender who crafts amazing drinks. The cheeseburger is a highlight, ranking among the best in the city. It is a perfect place for a date night or a fun evening out with friends.

 A welcoming bar with talented bartenders serving delicious cheeseburgers and innovative drinks.
Credits: rhapsody_to
  • Address: 214 Ossington Ave, Toronto, ON M6J 2Z9
  • Phone: (647) 980-0214
  • Website: rhapsodytoronto.com
  • Price per person: CA$30–40
  • Hours: Wednesday – Saturday (5 p.m. – 2 a.m.)

The Painted Lady

At The Painted Lady, good vibes abound. The DJ knows how to set the mood, and the drinks are reasonably priced. Be mindful of the noise level; it can get loud near the DJ console. Overall, it is a lively spot to enjoy a night out.

  • Address: 218 Ossington Ave, Toronto, ON M6J 2Z9
  • Email: info@thepaintedlady.ca
  • Website: thepaintedlady.ca
  • Price per person: CA$10–20
  • Hours: Monday – Friday (5 p.m.– 2 a.m.), Saturday- Sunday (3 p.m. – 2 a.m.)

Man of Kent

Man of Kent offers a cozy atmosphere with a great selection of beers and classic pub fare. The friendly service and laid-back vibe make it a perfect spot for a casual hangout.

A cozy pub offering a great selection of beers and classic fare in a friendly, laid-back atmosphere.
Credits: manofkentpub:
  • Address:  202 Ossington Ave, Toronto, ON M6J 2Z7
  • Phone: (647) 231-2312
  • Website: https://manofkentpub.com/
  • Price per person: $30–40
  • Hours: Monday – Friday (2:00 p.m. – 02:00 a.m.), Saturday – Sunday (12:00 p.m. – 02:00 a.m.)

The 222 Bar

At 222 Bar, enjoy a vibrant atmosphere that’s perfect for catching up with friends. This intimate spot offers a comfortable patio setting and a diverse selection of drinks. The laid-back vibe makes it easy to relax and enjoy the night.

An intimate pub with a diverse drink selection and comfortable patio, perfect for casual hangouts.
Credits: the222bar
  • Address: 222 Ossington Ave, Toronto, ON M6J 2Z9
  • Price per person: $30–540
  • Hours: Monday – Sunday (5:00 p,m. – 2:00 a.m.)

Downtown Winery

Downtown Winery is a charming urban spot offering a great selection of locally crafted wines. With its relaxed ambiance and knowledgeable staff, it’s the perfect place to unwind and enjoy a tasting flight or a glass of your favorite vintage.

A charming urban winery with a relaxed ambiance, ideal for wine tastings and enjoying local selections.
Credits: downtownwineryto
  • Address: 30 Ossington Ave, Toronto, ON M6J 2Y7
  • Phone:  (416) 537-0416
  • Price per person: $15–25
  • Hours: Tuesday – Wednesday (12:00 p.m. – 8:00 p.m.), Thursday – Saturday (12:00 p.m.- 11:00 p.m.)

Bar Roma

The drinks are perfectly balanced, especially the amaretto sour. Fresh, delicious food—you can’t go wrong with anything on the menu. Plus, top-notch service. If Johann’s your bartender, you’re in for a treat.

A pub known for its perfectly balanced drinks and delicious food, providing top-notch service in a welcoming setting.
Credits: barromatoronto
  • Address: 229 Ossington Ave, Toronto, ON M6J 2Z8
  • Phone: (416) 534-8828
  • Website: https://www.instagram.com/barromatoronto/
  • Price per person: $40–50
  • Hours: Wednesday – Thursday (5:00 p.m. – 12:00 a.m.), Friday – Saturday (5:00 p.m.- 2:00 a.m.)

The Dakota Tavern

The Dakota Tavern specializes in wood-fired Argentine-style grilling, offering rich, smoky flavors that elevate their meat dishes. The ribeye and empanadas are particularly popular. The intimate, rustic setting enhances the overall experience for a memorable dinner out.

  • Address:  249 Ossington Ave, Toronto, ON M6J 3A1
  • Phone: (416) 850-4579
  • Price per person: $10–20
  • Hours: Monday – Saturday (6:30 p.m. – 2:00 a.m.)

With its diverse selection of bars, Ossington Avenue promises an unforgettable night out. Each bar provides a unique blend of ambiance and flavor, making it the perfect destination for your next adventure in Toronto.

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