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Grandma’s Famous Pinwheel Cookies

3 Reviews

These Pinwheel Cookies are a favorite in our family! My grandma makes them for every gathering and they disappear in moments! 

bowl full of Pinwheel Cookies

Christmas Pinwheel Cookies

This is one of those homemade cookie recipes that I feel like I’m going to have to convince you a little to try, and then once you have the recipe you will go bonkers because you all will be hooked. It’s a recipe that all of the grandkids wanted the moment we entered Grandma’s house, but these days we are mostly making them on our own. 

Pinwheel cookies are unsuspecting little stinkers. They look like such a simple cookie and yet you cannot resist them after the first bite!

Grandma has so many fabulous recipes and in an effort to keep them alive we’ve been sharing them here on the site with little stories about her. I hate that we had to miss out on her birthday party in Idaho this year. It just wasn’t a good idea so close to delivery for me to travel, but boy did I miss out. And I happen to know that at over 90 years old she still made these pinwheel cookies for the party. She is incredible.

I remember standing in her kitchen watching her cook and she always let me pour in the vanilla. Now as a mom I’m aware that a little bottle of vanilla is just asking to be accidentally dumped into the dough, but it perfectly is her that on the part that could easily be messed up she took the time to trust her little ones in the kitchen to learn and try it for themselves. I can’t smell vanilla in my baking without thinking of her.

Oh please will you take the time to leave us a comment below and tell us your favorite family recipe and then go make it with one of your kiddos. I know it takes patience, but pass that recipe down and make sure you tell them stories about you and your family while you do. McCormick Vanilla and I go way back and I hope it brings back wonderful memories for you too.

stack of three Pinwheel Cookies on floral plate

Pinwheel Cookies Ingredients

This easy cookie recipe has two parts: the cookie dough and the raisin pinwheel filling. I’ve seen recipes online for date pinwheel cookies, but my family has always made the filling with raisins.

Here’s what you’ll need to make pinwheel cookies: 

  • Shortening 
  • Granulated sugar
  • Brown sugar
  • Eggs
  • All-purpose flour
  • Salt
  • Baking soda
  • Raisins 
  • Water
  • Vanilla extract

adding vanilla extract into Pinwheel Cookie filling

How to Make Pinwheel Cookies

Don’t let the pretty pinwheel pattern fool you into thinking these cookies are tough to make! These Christmas pinwheel cookies require little prep work and are super simple to shape and bake. 

Here are the basic steps to how we make Grandma’s pinwheel cookies: 

  1. Add the raisins, water, sugar, and vanilla to a blender and blend until smooth. 
  2. Pour the mixture into a saucepan and bring to a boil. Boil for 5 minutes. 
  3. Stir together the pinwheel cookie dough, then roll it out into a large rectangle. 
  4. Spread the raisin mixture over the dough, then roll the dough up like you would cinnamon rolls. 
  5. Slice the roll of dough into cookies, then bake on parchment paper-lined baking trays. 

making Pinwheel Cookies

How to Store Pinwheel Cookies

If stored in an airtight container, these pinwheel cookies will keep 3-5 days at room temperature.

Can I Freeze Pinwheel Cookies? 

Yes, you can freeze these pinwheel cookies once they’ve had time to cool completely. You can freeze them in freezer bags or in a freezer-safe container. When you’re ready to eat them, place them on your counter to thaw. 

Can I Add Chopped Nuts to the Filling?

Some pinwheel cookie recipes use chopped nuts in the filling. We’ve only ever made this recipe as written, so I’m not sure how the addition of chopped nuts would affect the end results. If you add nuts to the filling, please leave us a comment down below telling us how the cookies turned out! 

plate of Pinwheel Cookies next to bottle of vanilla extract

Tips for Making Pinwheel Cookies 

If desired, you can use half shortening and half butter in the cookie dough. We prefer using all shortening, but I know not everyone loves baking with it. Don’t try to sub all butter for the shortening though, I have no clue how that’d turn out! 

Before making the cookie dough, make sure both the shortening and butter are at room temperature. If they’re too cold, the dough will be crumbly when you mix it together. 

If your dough isn’t coming together, add a splash of water to see if that helps. We’ve never had an issue with this whenever we’ve made these pinwheel cookies, but it’s something to note! 

More Easy Cookie Recipes: 

This is my grandmother's famous pinwheel cookie recipe. they are so good! ohsweetbasil.com

Grandma's Famous Pinwheel Cookies

5 from 3 votes
Prep Time: 10 minutes
Cook Time: 10 minutes
Total Time: 20 minutes
Servings: 48 cookies
These Pinwheel Cookies are a favorite in our family! My grandma makes them for every gathering and they disappear in moments! 

Ingredients

  • 1 Cup Shortening or half butter half shortening
  • 1 Cup Granulated Sugar
  • 1 Cup Brown Sugar
  • 2 Large Eggs
  • 4 Cups All-Purpose Flour
  • 1/2 Teaspoon Salt
  • 1 Teaspoon Baking Soda

For the Filling

  • 3 Cups Raisins
  • 1/4 Cup Granulated Sugar
  • 1/2 Cup Water
  • 1/2 Teaspoon McCormick Vanilla Extract

Instructions

  • Preheat your oven to 350 degrees F.
  • In a blender, combine the raisins, water, sugar and vanilla, mix until smooth and pour into a small saucepan.
  • Boil for 5 minutes and set aside.
  • In the bowl of a standing mixer, cream the shortening and sugars for 1 minute.
  • Add the eggs and mix again.
  • In a separate bowl, whisk together the dry ingredients and add into the wet ingredients until a thick dough forms.
  • On a lightly floured surface, roll out the dough in a big rectangle.
  • Spread the raisin mixture all over the dough and roll the dough like pinwheels or cinnamon rolls.
  • Slice into cookies and place on a parchment lined baking sheet.
  • Bake for 10-12 minutes, and allow to cool for 2-5 minutes on the pan then remove to a cooling rack.
Nutrition Facts
Grandma's Famous Pinwheel Cookies
Amount Per Serving (1 g)
Calories 137
% Daily Value*
Cholesterol 7.8mg3%
Carbohydrates 23.3g8%
Fiber 0.6g3%
Sugar 13.5g15%
Protein 1.6g3%
* Percent Daily Values are based on a 2000 calorie diet.

A bowl full of my grandmother’s famous pinwheel cookies

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About the authors

Cheney Family

Cade and Carrian have three children and love to spend time together whether it’s vacationing or snuggled up on the couch for a good movie.

And this family especially loves to eat.

They love everything from the keep you fit and healthy to the get out your sweat pants indulgent and everything in between.

But most of all, they love the memories made, shared and treasured and it’s all thanks to a meal shared together with loved ones.

Leave a comment

12 comments

  • this recipe doesn’t work. the dough is crumbly and useless

    • Reply
    • Update: added water (1/4 cup) then mixed to dough consistency. Then I refrigerated the dough, after rolling and spreading the raisin sauce, for about an hour

      • Reply
      • Yay!!

    • I’m sorry you had some problems with the dough! Be sure your shortening (and butter if you used half and half) are room temperature and that you are using large size eggs. If it still seems too dry, you could add water or milk a tablespoon at a time until it is a good consistency.

      • Reply
  • I love recipes that are passed down through generations.

    • Reply
  • That rich center inside those buttery cookies look amazing. Gotta love McCormick. It’s a staple in our kitchen. I live close to their factory in Maryland. The surrounding area smells like vanilla when it’s vanilla day at the factory. It’s magical.

    • Reply
  • There is almost nothing better than a good family recipe for tradition – these cookies look so good!

    • Reply
  • Oh, I wish we could get the recipes mentioned in the comments, too! Family heirloom recipes are the best! Merry Christmas, everyone!

    • Reply
  • My husband is the baker in our family and we always make his mother’s famous hermit bars !! They smell like ginger and molasses and cloves and they are perfection.

    • Reply
  • I love family recipes! They are so precious! These cookies look s festive and delicious!

    • Reply
  • My mom’s recipe for sugar cookies is always a standout. Or her fudge. I can’t decide which is the more essential Christmas treat!

    • Reply
    • My mom always made Date Nut Pinwheel cookies but ONLY at Christmas…never any other time of the year. We loved them! Thanks for bringing back the memory! My mom just passed away last January at age 95!

      • Reply

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