Plan Your Ossington Bar Crawl

Ossington is the ideal destination for a night out on the town when you want to keep your costs low but your cool-factor high.

Weather permitting, start your night at Bellwoods with a relaxed picnic. Enjoy the weather amongst the local hipsters, French bulldogs and young families. It’s the perfect casual start to a long night ahead.

Next, hit up Baby Huey, an Ossington institution that’s recently moved up the road. With great drinks, a fun vibe, and a BYOF (bring your own food) rule, you can order up some UberEATS or grab something from a neighbouring resto.

If craft beer is more your thing, then Bellwoods Brewery is an absolute must. There’s a rotating beer list and an incredible dinner and snack menu to match.  Take in the flickering candles, string lights, and communal tables, all on the bast patio in the west end. Bellwoods is basically the best backyard chill but the food is gourmet, the beer is one-of-a-kind, and the other guests are just friends you haven’t met yet.

Next, the Dakota Tavern is the perfect place to take in some live music and get your mid-evening dance on. The crowd is eclectic and with no cell phone service, you can really focus in on the music. See first-hand how the Dakota lives up to its slogan:“Beer Music Whiskey”.

Finally, take a left turn and cap your night off at Ballet, a burlesque club and event venue. Their shows are sassy-yet-classy, and when paired with their VIP bottle service, it makes for a truly fantastic finale to any night out on Ossington.


Check out our Local Guide to Toronto. Make this big city feel small and start exploring.

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