Stuffed Cookies

These cookies were passed down from my grandmother and I make them every year (or else risk being disowned by my family).


  • 4 1/2 cups flour
  • 1/2 tsp salt
  • 2 tsp baking powder
  • 1 cup shortening
  • 2 cups sugar
  • 2 eggs
  • 1 tsp vanilla
  • 4 Tbs milk

Cream shortening; blend in sugar, add eggs and beat until smooth. Add vanilla. Add dry ingredients alternately with milk. Roll out 1/8″ thick.


  • 1 cup sugar
  • 1 Tbs flour
  • 1 cup raisins
  • 1 cup dates, chopped
  • 2 Tbs lemon juice
  • pinch salt
  • 3/4 cup water

Combine all ingredients in a saucepan. Cook over medium heat until thick. Cool.

Cut out 2 cookies (use Christmas shapes, but nothing too narrow). Place about 1 tsp of filling between cookies (sandwich fashion) and press edges to seal. Bake at 400 degrees for 6-8 minutes, or until they just start to brown around the edges.

Makes approx. 60 cookies

To support the blog, check out the HBHW eBooks available on Amazon. Thank you!

Disclosure: Some of the links below are affilate links, meaning, at no additional cost to you, I will earn a commission if you click through and make a purchase.

Click Here to Leave a Comment Below