Preheat oven to 375. Prepare a baking sheet with parchment paper or a silpat liner.

In the large bowl of an electric mixer, cream together butter and sugar until smooth. Mix in egg and vanilla until combined (about 2 minutes).

Add flour, baking powder, salt, and cinnamon. Mix until the dough starts to come together. Add in milk. If the dough is crumbly and dry, you can add more milk 1 Tbls at a time, until it comes together.

Place the dough in the fridge for 30 minutes.

In a small bowl combine the sugar and cinnamon for dipping.

Remove dough from fridge. Roll into 1 inch balls. Roll the balls through the cinnamon mixture until fully coated. Place on a baking sheet.

Bake for 10-12 minutes. Remove from the oven, and allow the cookies to cool for a few minutes on the baking sheet.

Remove to cool on a wire rack. Immediately topped with pumpkin kisses, pressing gently so they stick.

Allow to cool completely before serving.