Crush 3/4 of the package of Biscoff cookies into crumbs, leaving a little texture. Do not crush them into a fine powder.
In a large bowl, whip the heavy whipping cream until stiff peaks form. Set aside.
In a separate large bowl, beat the softened cream cheese, 1 cup of the Biscoff cookie butter, and the vanilla extract with an electric mixer until smooth and creamy.
Add the powdered sugar and mix until fully combined.
Gently fold the whipped cream into the cream cheese mixture until light, fluffy, and well incorporated.
Assemble the dessert cups by layering: cheesecake filling, Biscoff cookie crumbs (press some around the inside edges of the cups for a beautiful presentation), cheesecake filling, more Biscoff cookie crumbs, then a final layer of cheesecake filling.
Microwave the remaining Biscoff cookie butter for 15–20 seconds, or until smooth and pourable. Spoon or drizzle it over the top of each cheesecake cup.
Garnish each cup with a whole Biscoff cookie.
Cover and refrigerate for at least 4 hours, or overnight, before serving.