Bar on Ossington: A Night Out
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.

- 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.

- 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.

- 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.

- 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.

- 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.

- 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.

- 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.

- 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.

- 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.

- 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.

- 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.

- 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.

- 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.

- 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.

- 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.

- 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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