Grandma's Old Fashioned Filled Cookies

Kathie Carr


Grandma made these cookies but Grandpa Carr handed them out to kids. He had a rule: If 2 cookies stick together you get them both.

I usually make these with cherry or apricot filling now, but Grandma almost always used raisins.


★★★★★ 1 vote

4 dozen cookies
20 Min
10 Min



  • 2 c
  • 2
  • 1 c
    plus 2 tsp. shortening
  • 1 tsp
    vanilla extract
  • 6 c
  • 4 tsp
    cream of tartar
  • 2 tsp
    baking soda
  • 1 tsp
  • 1 c

  • 3 c
    raisins, dates, or dried apricots or cherries
  • 2 tsp
  • 1 c
  • 1 c
  • 1/2 c
    finely chopped nuts (optional)

How to Make Grandma's Old Fashioned Filled Cookies


  1. Cream together sugar, eggs, shortening, and vanilla. Sift together 5 cups flour, salt, cream of tartar, and soda. Add alternately with milk. Add last cup flour gradually. Dough should be soft. Chill thoroughly.
  2. Combine ingredients for filling in saucepan. Cook for 10-15 minutes, stirring, until thickened. Cool.

    After dough and filling are chilled, roll dough 1/4 inch thick on floured board. Use a 2-inch cookie cutter dipped in flour. Cut out cookies and place on lightly greased cookie sheet 2 inches apart. Place 1 heaping teaspoon of filling on cookie circle, then top with another cookie circle. Press edges together with a fork and prick top of cookies to allow steam to escape.

    Bake at 350 degrees for 10-15 minutes until golden brown. Time will vary by thickness of cookies and amount of filling used so watch closely while baking..

Printable Recipe Card

About Grandma's Old Fashioned Filled Cookies

Course/Dish: Cookies

Show 4 Comments & Reviews

Cream Cheese Cake Mix Cookies Recipe

Cream Cheese Cake Mix Cookies

Kitchen Crew @JustaPinch

An easy and versatile cake mix cookies recipe that will become your go-to cookie recipe! Click here for the Cream Cheese Cake Mix Cookies recipe!

C Is For Cookie Recipes Everyone Will Want To Eat

C is for Cookie Recipes Everyone Will Want to Eat

Kitchen Crew @JustaPinch

Let's chat cookies. From chocolate chip to sugar and cream filled, they're a dunkable treat that can't be beat. Here are 14 cookie recipes that'll quickly become a family favorite....

The History Of Cookies Recipe

The History of Cookies

Kitchen Crew @JustaPinch

Who doesn’t love a cookie? They are a staple at bake sales and the perfect accompaniment to a cup of coffee or tea. We thought it would be fun to...