Add pitted cherries to a mason jar and set aside.
Split the vanilla pod and scrape out the beans, adding them to a saucepan along with the pods.
Add the bourbon, orange juice, sugar, and cinnamon stick to the saucepan. Heat on medium-high, bringing it to a small simmer until all the sugar is dissolved.
Pour everything (vanilla pod and cinnamon stick included) over the cherries. Cool to room temperature uncovered and then screw the lids on. Store in the refrigerator.