01 -
Preheat the oven to 350°F. In a large bowl, mix crushed Oreo cookies, melted butter, and sugar. Press the mixture into the bottom of a 9-inch springform pan. Bake the crust for 5 minutes until set. Set aside to cool.
02 -
In a medium microwave-safe bowl, combine chopped chocolate and milk. Heat in the microwave for 20-30 seconds at a time, stirring between intervals, until smooth. Set aside.
03 -
In a large bowl, beat softened cream cheese, sugar, cocoa powder, and vanilla extract until smooth, scraping the sides of the bowl as needed. Add eggs one at a time, mixing on low speed after each addition until combined. Avoid overmixing. Mix in the melted chocolate until fully incorporated. Pour batter over the cooled crust and spread evenly.
04 -
Bake in the preheated oven for 50-60 minutes, or until the edges are set and the center slightly jiggles. Turn off the oven, crack the door, and allow the cheesecake to cool for 10 minutes. Carefully run a sharp knife around the edge of the pan to loosen the cake. Leave at room temperature for an additional hour, then refrigerate for at least 6 hours or overnight.
05 -
Release the sides of the springform pan. Top chilled cheesecake with cherry pie filling, mounding cherries toward the center. In a medium bowl, whip heavy cream, powdered sugar, and vanilla extract until soft peaks form. Transfer to a piping bag with a decorative tip and pipe swirls around the cheesecake's border. If desired, shave a slightly warmed chocolate bar into curls using a vegetable peeler and decorate the cheesecake prior to serving.