Add the Oreos to a large food processor and pulse until it resembles fine crumbs.
Add the melted butter and pulse until the mixture comes together.
Press the crust mixture into the bottom and up the sides of a 9" springform pan. You can also use a pie dish.
In a large bowl, beat together the cream cheese, peanut butter, powdered sugar, and vanilla, until well combined, with an electric mixer.
Mix in the Cool Whip until well combined. I use an electric mixer but just try not to overbeat.
Spread the mixture in the pie crust.
In a mixing bowl, beat the heavy whipping cream and powdered sugar until stiff peaks form.
Spread the whipped topping on top of the peanut butter filling.
Sprinkle with chopped peanut butter cups.
Cover with plastic wrap and chill in the fridge for at least 4 hours.
Slice and enjoy!