On the board: Using a 20-24-inch rimmed round charcuterie board, place a serving bowl in the middle of the board to hold the whipped cream. Arrange the pies around the board.
Arrange cookies between pies and around the whipped cream bowl. Fill in the open spots with pecan halves, grapes, raspberries, and apple slices.
Serve!
Make the Cinnamon Spice Whipped Cream:
Add the heavy whipping cream, confectioners’ sugar, vanilla, and cinnamon to the bowl of a stand mixer fitted with the whisk attachment OR in a large mixing bowl using a handheld mixer. Beat on low speed. Once the mixture starts to increase in volume, increase the speed to medium-high until stiff peaks form. Do not overbeat.
Refrigerate the whipped cream for 1-2 hours or until ready to use. Makes about 2 cups.