Crush graham crackers into crumbs. Place the crackers into a plastic bag and using a rolling pin to crush them or use a food processor to pulse them until you achieve the desired crumb texture.
Place 2-3 tablespoons to the side, for the topping.
In a mixing bowl, combine the rest of the graham cracker crumbs with melted butter, until it resembles wet sand.
Transfer the graham cracker mixture into a 9x13" baking dish. Use a rubber spatula, hand, or spoon to press the mixture firmly into the bottom of the pan, creating an even layer. Make sure to reach the edges and corners for a complete crust. Set aside.
In a large bowl, beat Dream Whip and milk until you get stiff peaks. Add room temperature cream cheese, vanilla extract, and granulated sugar, mixing until well combined. Spread half of the filling over the crust.
Top with the cherry pie filling.
Spread the other half of the Dream Whip mixture over the cherries. Sprinkle the reserved 2-3 tablespoons of graham cracker crumbs over the top.
Cover with plastic wrap and pop it in the refrigerator for a couple of hours, or if you're in a hurry, stick it in the freezer for a shorter amount of time. Cut yourself a generous slice, and if you're feeling fancy, add a dollop of Cool Whip on top. You can also garnish with fresh cherries. Enjoy!