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Add the whipped cream, powdered sugar and vanilla to the Deluxe Stand Mixer with the Whisk attachment. Set to to Whip for 3 minutes or until stiff peaks form.
Lay 33 cookies on the bottom of the Rectangular Cool & Serve. Add half of the whipped cream on top. Repeat to create 2 layers.
Refrigerate for 4 hours or overnight. Place cherries and additional sandwich cookies on top before serving.
3 cups (750 mL) heavy whipping cream
⅓ cup (75 mL) powdered sugar
1 tsp (5 mL) vanilla extract
66 creme-filled chocolate sandwich cookies, plus additional for topping
12 maraschino cherries, drained