In the bowl of a stand mixer fitted with the whisk attachment, whip the heavy cream on high until stiff peaks form. Transfer whipped cream to a separate bowl. Return bowl to mixer.
In a microwave-safe bowl, heat the Cookies 'N' Creme bars in the microwave until melted. Pour into the bowl of the mixer along with the sweetened condensed milk, beating on high until fully incorporated. Add about a quarter of the whipped cream, whipping until mixture is combined. Using a rubber spatula, fold in the remaining whipped cream.
Pour one-third of the custard into a 2-quart pan/container. Sprinkle one-third of the chopped cookies and candies on top. Repeat layering until all ingredients have been used. Cover and freeze for at least 8 hours, or until firm.