Prep the glass: On a small plate, mix 1 tablespoon sugar with a pinch of cinnamon. Run a lemon wedge around the rim of a rocks or highball glass, then dip the rim in the cinnamon-sugar mixture. Add ice to the glass.
Shake the base: In a cocktail shaker filled with ice, add 2 ounces vanilla vodka, 4 ounces apple cider, and 1/2 ounce fresh lemon juice.
If you like a sweeter drink, add 1/2 ounce maple syrup or simple syrup.
Shake until chilled: Cover and shake for about 10–12 seconds, until the shaker feels cold.
Strain and pour: Strain the cocktail into the prepared glass over fresh ice.
Optional fizz: Top with a splash of club soda for a lighter finish, or ginger beer for a spicier kick.
Garnish: Add a thin apple slice and a cinnamon stick. A light sprinkle of cinnamon on top is nice, too—just a pinch.
Taste and adjust: If it’s too tart, stir in a touch more syrup. If it’s too sweet, add extra lemon or a splash of soda.