Add the cold heavy cream and powdered sugar to the bowl of a stand mixer fitted with the whisk attachment and beat until stiff peaks form, about 2-3 minutes.
Scoop out the whipped cream into a separate bowl and place it in the fridge while you prepare the rest of the dip.
In the same mixing bowl, beat the cream cheese, pumpkin puree, maple syrup, vanilla extract, cinnamon, and nutmeg using whisk attachment until smooth and combined, about 3 minutes. Scrape down the sides of the bowl as needed.
Gently fold the whipped cream into the pumpkin mixture.
Transfer the pumpkin cheesecake dip to your serving bowl and garnish with a sprinkle of cinnamon or a drizzle of caramel sauce and a sprinkle of chopped candied pecans, if using.
Serve with apple slices, graham crackers, and vanilla wafers (gluten free if needed!). Enjoy!