Preheat the oven to 350 F. In a large bowl, combine butter with powdered sugar until fluffy. Add in vanilla extract, and mix until smooth. Add in the flour and cinnamon, mix until it is fully combined.
Fold in the raisins and chocolate chips. Roll the cookie dough into balls, and place them onto a large ungreased baking sheet. Bake for 10-12 minutes.
Place the powdered sugar into a shallow dish. Roll each cookie into the powdered sugar.