Crush the mint sandwich cookies into fine crumbs using a food processor or by placing them in a zip-top bag and smashing with a rolling pin.
Combine the cookie crumbs with melted butter and press the mixture into the bottom of a 9×9 inch dish to form the crust. Place in the refrigerator to chill.
In a medium bowl, beat the cream cheese until smooth. Add the sugar, milk, peppermint extract, and green food coloring. Mix until well combined. Fold in the whipped topping.
Spread the cream cheese mixture evenly over the chilled crust and return to the fridge.
In another bowl, whisk together the pudding mix, milk, peppermint extract, and green food coloring until thickened. Fold in the whipped topping.
Spread the pudding layer over the cream cheese layer and smooth the top.
Top the dessert with the remaining whipped topping.
Sprinkle crushed mint cookies or green sprinkles over the top and add maraschino cherries if desired.
Chill the dessert in the refrigerator for several hours or until set before serving.