Preheat your waffle iron to medium-high heat and lightly grease it with butter or cooking spray. While it warms, gather all dry ingredients in a large mixing bowl for efficiency.
Whisk together flour, sugar, baking powder, baking soda, cinnamon, ginger, nutmeg, cloves, and salt. Combine these dry ingredients thoroughly so the spices distribute evenly throughout the batter.
In a separate bowl, whisk pumpkin puree, buttermilk, milk, eggs, melted butter, and vanilla extract until smooth and well combined. This wet mixture creates the foundation for tender, moist waffles.
Gently fold the wet ingredients into the dry ingredients until just combined—do not overmix. Lumps are okay and actually help keep cozy pumpkin waffles back to school recipe light and fluffy rather than dense.
Pour about 1/3 cup batter into the preheated waffle iron and cook until golden brown and crispy, approximately 4-5 minutes depending on your machine. Transfer finished waffles to a warm plate and repeat with remaining batter.
Stack your warm waffles on serving plates and top with maple syrup, whipped cream, and a sprinkle of cinnamon. Serve immediately while still warm for the best texture and comfort factor.