Begin by crushing your Oreos to create a crunchy base for the Strawberry Oreo Cheesecake Cups. Place the Oreos in a food processor and pulse until they turn into fine crumbs, or alternatively, put them in a ziplock bag and smash with a rolling pin. Aim for a texture similar to sand, which should take about 2–3 minutes.

In a large mixing bowl, beat the softened cream cheese, powdered sugar, and vanilla extract together until the mixture is smooth and creamy, approximately 2–3 minutes. In a separate bowl, whip the heavy cream until soft peaks form. Gently fold this whipped cream into the cream cheese mixture until fully combined, ensuring a light and airy texture for your filling.

While your cheesecake filling is setting, wash and dry fresh strawberries. Slice them into thin pieces to make them easy to layer between the rich cheesecake and crunchy Oreo base. Aim for uniform slices that will beautifully showcase the fresh fruit in each cup, as this adds both color and flavor to your Strawberry Oreo Cheesecake Cups.

Begin assembling your Strawberry Oreo Cheesecake Cups by adding a layer of the crushed Oreos to the bottom of each cup, pressing down gently for a firm base. Next, spoon a layer of cheesecake filling over the Oreos, followed by a layer of sliced strawberries. Repeat the layers until the cups are filled, finishing with a generous scoop of cheesecake filling on top.

To make your Strawberry Oreo Cheesecake Cups extra special, garnish the top with mini Oreos, additional strawberry slices, or a drizzle of strawberry sauce. This not only enhances the visual appeal but also adds extra flavor, inviting everyone to dive right into these delightful treats.

Refrigerate the assembled Strawberry Oreo Cheesecake Cups for at least 30 minutes, allowing the flavors to meld together and the filling to set. For the best texture and taste, consider chilling them for 1–3 hours if time allows, ensuring every bite is refreshingly cool and deliciously satisfying.