Pinwheel Date Cookies
Try this delicious vintage recipe for pinwheel date cookies. Made with a sweet dough and filled with cooked dates, and chopped pecans then rolled up and chilled before they are sliced and baked into a wonderful holiday treat.

I found this Pinwheel Date Cookie recipe going through my Grandma’s recipe box. I had to try it because if she had something that a friend or family member made that she really liked she would ask for the recipe. I was not disappointed and fell in love with these sweet and nutty slice-and-bake cookies. I thought they would be difficult to make but was surprised at how easy they were.



Ingredients:
Filling:
1 c dates
1/2 c water
1/2 c sugar
1/2 c chopped pecans
Dough:
31/2 c flour
2c brown sugar
1 stick of room-temperature butter
2 eggs
1 tsp vanilla
1 tsp baking soda
1/2 tsp salt
1/2 tsp cream of tartar
You want to cook the date filling first so it has time to sit and cool. In a small saucepan bring to a boil the chopped dates, sugar, and water. Boil for at least 2 minutes or until the dates cook enough to soften and become jam-like in consistency. I used a fork to stir and break up any big chunks. Remove the date mixture from the heat and let it cool while you make the dough.
For the dough mix the flour, baking soda, salt, and cream of tartar in a medium size mixing bowl.
In a separate mixing bowl cream together the sugar, room-temperature butter, eggs, and vanilla by hand or with a hand mixer before adding in the dry ingredients.
The dough is soft but shouldn’t be too sticky to handle. Lightly flour your work surface and begin flattening with your hands and use a rolling pin to roll out the dough in an even rectangle shape that is 1/2-inch thick. The size of a 12 x 18-inch jelly roll pan. I went by the width of a wooden spoon handle it was close to a 1/2-inch.
Side Note: If your work surface is not big enough to roll out all the dough you can divide it in half and roll it out into two 8 x 12-inch rectangles and spread half of the date filling on each half.
If you like you can place the dough in the refrigerator for an hour or so before rolling it out to help make it easier.



Using a small rubber spatula spread the date filling over the dough leaving the filling 1/2 inch away from one of the long edges so you can create a seal. Sprinkle 1/2 cup of chopped pecans across the date filling.
Next, begin to roll the dough long way towards the 1/2-inch edge without the date filling. To get started I used a bench scraper to help me lift and roll the dough starting at one end and working my way down the whole length from end to end. Once it gets going you can use your hands to finish rolling it up and pressing the dough together at the end to create a good seal.


Cutting the roll in half with a bench scraper will help make it easier to handle before wrapping it in clear wrap or wax paper. Place it on a plate and put it in the freezer for 2 hours or overnight to set.
To bake preheat your oven to 350 degrees. Remove the dough from the freezer and cut right away using a sharp knife or bench scraper. Slice the cookies 1/4-inch thick and bake for 6-8 minutes on a cookie sheet or until golden brown. Once you remove the cookies from the oven let them sit on the baking sheet for a minute and allow them to set before removing them with a spatula and placing them on a cooling rack to cool.


Once they have had a chance to cool completely. Store them in an airtight container in the refrigerator for up to a week or keep them for up to 3 months in the freezer.

Pinwheel Date Cookies
Ingredients
Cookie Dough
- 3 1/2 c flour plus extra for rolling out
- 2 c dark brown sugar
- 3/4th c butter room-temperature (12 TB)
- 2 large eggs
- 1 tsp vanilla
- 1 tsp baking soda
- 1/2 tsp salt
- 1/2 tsp cream of tartar
Date Filling
- 1 c chopped dates remove any pits
- 1/2 c sugar
- 1/2 c water
- 1/2 c chopped pecans sprinkled on the date filling later
Instructions
- In a small saucepan over medium heat combine the dates, sugar, and water. Bring to a boil and boil for 2 minutes or until the dates cook down and start breaking apart making a jam-like paste. Use a fork to break up any big lumps. Turn off the heat and set the date filling aside to cool while you prepare the dough.
- In a medium-sized mixing bowl, mix the flour, salt, baking soda, and cream of tartar and set aside.
- Cream together the brown sugar, room-temperature butter, eggs, and vanilla by hand or with a hand mixer until smooth. Add in the flour mixture until well combined. The dough will be soft but shouldn't be too sticky to handle.
- Turn the dough out onto a lightly floured surface, and with floured hands begin shaping into a rectangle shape. Using a rolling pin carefully roll out the dough a 1/2 inch thick and about the size of a big jelly roll pan 12 x 18 inches. You can always cut the dough in half and roll out two 9 x 12-inch rectangles and divide the date filling between the two if your workspace is too small to roll out 12 x 18 inches.
- Spread the cooled date filling over the dough with a small rubber spatula to the edges leaving the filling 1/2-inch away from one of the long edges. This allows you to make a good seal at the end of your roll.
- Carefully begin to roll the dough, rolling towards the 1/2-inch edge without filling. Use a bench scraper to help get started and you can finish rolling with your hands. Once you reach the end of the roll, press the dough together to create a seal.
- I cut the roll in half so it was easier to work with and wrapped each one in plastic wrap (or you could use wax paper) before placing it in the freezer for 2 hours or overnight to set.
- Before baking preheat the oven to 350 degrees. Using a sharp knife or bench scraper slice the cookies 1/4-inch thick right out of the freezer before placing them on a baking sheet and baking for 6-8 minutes or until golden brown.
- After you have removed the cookies from the oven let them rest for a minute on the cookie sheet to firm up before removing them onto a cooling rack. Cool completely before storing in an airtight container in the fridge for a week or in the freezer for up to 3 months.