Add ice cream, pumpkin puree, milk, pumpkin pie spice, vanilla extract, and maple syrup (if using) to a blender. Tip: For extra thickness, freeze the glass beforehand.

Blend on high until smooth and creamy, about 30-45 seconds. Tip: Add a splash more milk if too thick.

Pour into chilled glasses and top with whipped cream and a sprinkle of cinnamon. Tip: Drizzle with caramel for extra decadence.