Recipe – Raisin Filled Cookies

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When I was growing up my mom taught me how to make the best raisin filled cookies in the world. Literally. She also made them with a fabulous date filling, but raisin filling is my favorite. The cookies are slightly crispy on the outside, but the inner cookie and filling are moist and chewy. Man, it makes my mouth water just talking about them. It was a holiday tradition to see flour all over my mom’s blouse. I don’t remember ever seeing her wear an apron.

I only wear an apron when I am frying scones or something that will spatter grease. She would make all our favorite cookies, and of course, our family’s traditional Norwegian Lefse. Lefse is very similar to flour tortillas but made with mashed potatoes. I love, love, love Lefse. BUT, my husband and my daughter’s do not care for it. I used to put butter and brown sugar on mine and then roll them up right off the griddle.

Normally I put things away as I bake, but with this recipe, you need to keep your bucket of flour close by because this is a very sticky dough. I called my sister to find the recipe for these because I found three different recipes, handwritten and typed by my mom and grandmother. Hint: get all your mom’s favorite recipes from her BEFORE she passes away.

My mom made the best cheesecake I have ever tasted. She even sold them to neighbors because they were so good. Well, we have some recipes that have many different ingredients, temperatures or whatever. So, the question is which recipe is correct….this is the best raisin filled cookies recipe, but I had to adjust some things and make it my own.

Raisin Filled Cookies

This dough is very sticky as you can see below.

Raisin Filled Cookies

The raisin or date filling is really easy to make, dump and stir. Bring to a boil and then simmer the mixture. Stir constantly.

Raisin Filled Cookies

First, you will flour the counter and roll out the dough about 1/8 inch thick. Cut with a circle cookie cutter. Place a heaping tablespoon of the filling on the lower cookie and place another cookie circle on top and pinch around the edges with a fork, or in my case my thumbs.

Raisin Filled Cookies

I used a silicone mat like this one to bake my cookies on. Silpat AE420295-07 Premium Non-Stick Silicone Baking Mat, Half Sheet Size, 11-5/8-Inch x 16-1/2-Inch

You will lift the cookies with a spatula very carefully and place them on a silicone mat or greased cookie sheet. Preheat your oven to 350 degrees, and depending on how thick you roll out your cookie dough, bake 10-20 minutes. They will be very light brown. You can bake them longer if you like your cookies crispier. I also sprinkled a little sugar on top of the cookies before baking them. Let cool and enjoy them. They freeze very well.

Raisin Filled Cookies

  • Ingredients for the cookie:
  • 1 cup sugar
  • 1 cup softened butter
  • 1 egg
  • 1/2 cup milk
  • 1 teaspoon vanilla
  • 2 teaspoons cream of tartar
  • 1/2 teaspoon salt
  • 1 teaspoon baking soda
  • 5-1/2 cups flour
  • Combine all of the ingredients except the flour. Cream until smooth and slowly add the flour one cup at a time. Flour the countertop and roll out the sticky dough with a floured rolling pin to about 1/8 inch thick. Use a cookie cutter to cut out the size of circle you desire.
  • Ingredients for the raisin or date filling:
  • 1 cup raisins or dates-cut in pieces
  • 1/2 cup water
  • 1 cup sugar
  • 1 tablespoon of flour
  1. Preheat the oven to 350 degrees. Combine the ingredients in a saucepan and stir constantly. Bring the mixture to a boil and then simmer until thick. Remove the pan from the heat and let cool slightly. Scoop one heaping tablespoon of the filling in the middle of one rolled out cookie circle and place another cookie on top. Pinch the edges together with your fingers or a fork. Bake for 10-20 minutes depending on the thickness of the cookie dough. Bake longer if you like a crisp cookie. This recipe makes 12-24 cookies depending on the size cutter you use.
  2. Eat responsibly.

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His passion for everything that involved the outdoors, made Sam the fearless person he is today. Cofounder of The Prepper's Daily, Sam is a praised survival techniques specialist who never talks about something he didn't experience on his own. A husband, father, author, and Navy veteran, he is a walking, if not running, survival encyclopedia. After ending his contract with the military, Sam decided to use his knowledge for the greater good. His training in the field of military tactics and survival, make him one of our team's greatest assets. His topics cover the latest prepper tips on tools, gadgets and survival techniques. Want to learn How To survive anything that comes your way? Read Sam's articles.

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