Using a pairing knife, slice the leafy end off each strawberry so they stand up evenly. Then slice the tip off to make a little hat.
Beat together the cream cheese, sugar, and vinegar until smooth in a mixer or a food processor. Place into a zip lock bag and cut a small part off of one corner to make a pipping bag.
Using the zip lock pipping bag, place a large dollop (about 1-2 tsp) of cream cheese mixture on top of the strawberry base. Plop the little hat on top. Add another small dollop of cream cheese mixture to the tip of the hat to make a mock pom-pom
Place two chocolate sprinkles in the Santas "face" for the eyes. Using a toothpick, place two very small splotches of cream cheese mixture down the front of the strawberry for buttons.