Cocktail of the Week: Cranberry Cobbler Smash | Cleveland Southside Moms



  • ½ cup brown sugar
  • ½ cup water
  • 1 cinnamon stick
  • pinch of ground cinnamon
  • ½ teaspoon vanilla extract



  • crushed ice for your glass
  • 1 to 2 ounces cinnamon simple syrup
  • 3 to 4 ounces cranberry juice 
  • 1 to 2 ounces bourbon
  • 1 to 2 ounces seltzer water 
  • cinnamon sticks for garnish
  • sugared cranberries for garnish or in your glass


Heat the sugar, water, cinnamon stick and cinnamon in a saucepan over medium-low heat. Whisk until the sugar dissolves. Bring the mixture to a simmer and then turn off the heat. Let it cool completely then stir in the vanilla extract. You can make this a day or two ahead of time and store it in the fridge!
To make the drink, fill a glass with crushed ice. Stir together the syrup, cranberry and bourbon. Or, you can shake the syrup, cranberry and bourbon in a shaker for 30 seconds or so. Pour it over the ice.

Top the drink with seltzer and garnish with a cinnamon stick and cranberries if you wish.

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