In a large mixing bowl, combine heavy whipping cream, powdered sugar, and vanilla extract. Beat on medium-high speed until stiff peaks form.

Spread a thin layer of whipped cream on the bottom of a 9x9-inch dish.

Place a single layer of Oreo cookies over the whipped cream base, ensuring they make contact with the cream.

Spread about one-third of the whipped cream over the arranged Oreos.

Continue layering with another set of Oreo cookies and then another layer of whipped cream until all layers are completed.

Garnish with crushed Oreo cookies and optionally drizzle with chocolate syrup.

Cover with plastic wrap and refrigerate for at least 6 hours to set.

Slice the cake into nine pieces and serve chilled.