Toronto’s Best Urban Cowboy Bars

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    Boots & Bourbon

    725 Queen E, Toronto, Ontario M4M 2H5

    A bit of the Wild West in the tame east, half down-home family restaurant (deep fried pickles, chili and Buffalo shrimp in a can, anyone?) and half country music venue. Cocktails like Grandma’s Texas Lemonade (vodka, blue curaçao, salty vanilla, lemon and peach) and slushy watermelon-cucumber margaritas (both $10) are fruity fuel for a night of line dancing, boot stomping and trying to go for more than 10 seconds on the mean mechanical bull.

    Hours Wednesday to Saturday 5 pm to 2 am, Sunday noon to midnight. 

    Access Barrier-free entrance, washrooms downstairs.

  • 2

    Dakota Tavern

    249 Ossington, Toronto, Ontario M6J 3A1

    This rustic, old-timey saloon and beloved dive bar, which attracts serious music lovers and west-end hipsters alike, is one of the city’s premier venues to catch a solid set by homegrown talent. It’s got all the soul of a country bar with little of the typical kitsch. Check out the crazy-popular Bluegrass Brunch on weekends, which pairs live tunes with bottomless breakfasts.  

    Hours Tuesday to Sunday 8 pm to 2 am brunch Saturday and Sunday 10 am to 2 pm.

    Access Steps at entrance, washrooms on main floor.

  • 3

    Rock N’ Horse Saloon

    250 Adelaide W, Toronto, Ontario M5H1X6

    Take a novelty trip to the country without having to leave the Entertainment District. There’s achy-breaky (my eardrums) new country (including karaoke every Wednesday) and enough bourbon to make you scream “Yee haw!” There’s pulled pork and potato skins and beans cooked in a can over a desert campfire (okay, I made up that last one). Best of all, you don’t need to be a cowboy to climb aboard the mechanical bull. 

    Hours Monday to Friday 4:30 pm to 2 am, Saturday 5:30 pm to 2 am, Sunday noon to 2 am. 

    Access Stairs to the second floor, washrooms on main floor.

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