In a large mixing bowl, whip the heavy cream, powdered sugar, and vanilla extract until stiff peaks form.
On a large platter, spread a small amount of whipped cream mixture, then layer cookies in a single layer, placing them edge to edge, covering the whipped cream.
Spread a thin layer of whipped cream over the cookies. Repeat layering with remaining cookies and whipped cream, finishing with a layer of whipped cream on top.
Refrigerate for at least 4 hours or overnight before serving to allow cookies to soften.
Notes
For a variation, try adding layers of fruit or chocolate shavings between the cookie layers.