In a large bowl, add the softened cream cheese, powdered sugar, and vanilla extract.
Beat with an electric hand mixer until well incorporated, about 1-2 minutes.
Fold in the whipped topping.
Place 16 or 17 Oreo cookies into a plastic bag and crush them into small pieces.
Add the crushed Oreos into the bowl and gently fold them into the whipped topping mixture.
When ready to serve, crush the remaining 1-2 Oreos on top of the dip.
Serve with additional cookies, graham crackers, fresh strawberries, pretzels, etc.
This dip is best served chilled or at room temperature.
Make sure the cream cheese is softened! If you are working directly with “cold/stiff” cream cheese, this may cause tiny little lumps of unblended cream cheese in your dip.
STORAGE: Store your Oreo dip in an airtight container in the fridge for 3-4 days. This dip can be served chilled or at room temperature - it's personal preference. Freezing cream cheese can alter the texture a bit, so freezing isn't recommended. If you don't mind if the texture changes, you can definitely freeze this dip in a freezer safe, airtight container or bag for up to three months.