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Step 1
Pour the apple cider into a big pot, and bring to a boil. Lower heat to medium/ medium-low. Simmer, occasionally skimming the solids off the top if you feel like it, until the cider is reduced by three fourths (about 3-4 hours, depending on how high you have the heat and your patience level; should yield about 4 cups).
Step 2
Remove from heat and allow to come to room temp. Pour through a cheese cloth- or paper towel-lined mesh strainer into a container for storage (you can skip the straining if you don’t care much about the possibility of apple sediment at the bottom of your cider syrup). Keep in the refrigerator or process for canning.
Step 3
Combine cider syrup and whiskey over ice in a cocktail mixing glass. Stir until well-chilled. Strain into a rocks glass over fresh ice. Garnish with a strip of orange zest (squeeze the zest over drink first to release essential oils, then run zest strip around rim of glass before plopping in the drink) and a cinnamon stick, if you wish.