In a blender, add ice cream, milk, vanilla, and sugar.
Using the medium setting, blend until mixture is smooth.
Pour into four tall drinking glasses.
Garnish with whipped cream and a maraschino cherry.
Serve
Chocolate Milkshake: add 1/2 cup powdered chocolate drink like Quik to the blender. Top with whipped cream and drizzle chocolate syrup over whipped cream before topping with maraschino cherry
Strawberry Milkshake: replace the vanilla ice cream with strawberry and add 1/2 pound fresh strawberries to the blender. Garnish with whipped cream and a strawberry.
Cookies & Cream Milkshake: Add 8 whole chocolate sandwich cookies and blend as described above. You can also add 1/4 cup semi-sweet chocolate chips to the mixture. Top with whipped cream, drizzling chocolate syrup over the whipped cream and garnish with a cookie.
Banana Pudding Milkshake: Add 1 1/2 tablespoon of instant banana pudding along with 5 crushed vanilla wafers to the basic mixture, Top with whipped cream and garnish with 1 vanilla wafer.
Peppermint Chocolate Chip Milkshake: Add a few drops of peppermint extract, 1/4 cup chocolate chips and a few unwrapped peppermint candies. If more peppermint flavor is desired, replace vanilla ice cream with peppermint flavored ice cream. Top with whipped cream and garnish with an unwrapped peppermint candy.