Using a food processor, crush the Oreo cookies into fine crumbs until they resemble moist sand. Set aside a couple of tablespoons for later use.

In a mixing bowl, combine the room-temperature cream cheese and milk using an electric mixer on medium speed. Mix until smooth and creamy.

Gradually add the chocolate pudding mix, continuing to blend until everything is well incorporated and thickened.

Gently fold in the whipped topping into the pudding mixture using a spatula.

In a trifle dish, start by adding a layer of crushed Oreo crumbs, then spoon a layer of the pudding mixture on top. Repeat layering until all filling and cookies are used.

Cover the assembled cake with plastic wrap and refrigerate for at least 2 hours.

Just before serving, add festive marshmallow Peeps and colorful pastel candies on top.