Chill a large mixing bowl and the beaters of a hand mixer for 10 to 15 minutes.
Add the cold heavy whipping cream, powdered sugar, vanilla extract, and salt to the chilled bowl. Beat on medium-high speed until medium-stiff peaks form. Do not overwhip.
Fold in a few drops of orange gel food coloring, if using, until the whipped cream reaches your desired shade.
Spread a thin layer of whipped cream across the bottom of a 9-by-13-inch baking dish.
Arrange a single layer of chocolate sandwich cookies over the cream, breaking cookies as needed to fit.
Spread about one-third of the remaining whipped cream evenly over the cookie layer.
Repeat with two more layers of cookies and whipped cream, finishing with whipped cream on top.
Cover the dish tightly and refrigerate for at least 8 hours or overnight.
Before serving, decorate with crushed cookies, Halloween sprinkles, candy eyes, candy pumpkins, or other edible decorations.
Slice cold and serve immediately.