Set oven to 325 degrees.
Using an electric mixer fitted with a paddle, cream butter for 30 seconds.
Add brown sugar and mix until well combined.
Beat in milk, vanilla and pumpkin pie spice until well incorporated.
Slowly beat in the flour and continue mixing at a low - med speed until dough comes together and starts to form a ball.
Remove from mixer, form dough into a large disc shape, cover with waxed paper and refrigerate for about an hour.
Remove from refrigerator and roll dough between two pieces of waxed paper until 1/4" thick. Using cookie cutter shape of your choice, cut out the shape and place it on an un-greased baking sheeting.
Repeat this process until all dough is used and shaped.
Bake cookies for about 12 minutes until edges just start to turn golden.
Remove from oven and allow the cookies to cool 3-5 minutes before transferring to a rack to completely cool.