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Cinnamon Orange Pinwheel Cookies on a plate ready to serve.

Cinnamon Orange Pinwheel Cookies

Barbara Hall
Cinnamon rolls are so decadaent, but making them into cookie form gives you all the flavor without being quite so heavy.
5 from 1 vote
Prep Time 20 mins
Cook Time 8 mins
Chill 3 hrs
Total Time 3 hrs 28 mins
Course Cookies
Cuisine American
Servings 48 cookies
Calories 126 kcal



  • 1 cup Butter unsalted 2 sticks room temperature
  • 4 oz Cream Cheese room temperature
  • 1 ½ cup Sugar white 297 g
  • 2 Eggs room temperature
  • 1 teaspoon Vanilla bean paste
  • 3 cups All purpose flour 360 g
  • ½ teaspoon Kosher Salt
  • 1 ¼ teaspoon Baking powder
  • 1 tablespoon Orange juice fresh
  • 1 tablespoon Orange zest


  • 3 tablespoon Butter unsalted melted
  • 1 ½ tablespoon Ground cinnamon
  • ¼ cup Sugar white
  • ¼ cup Light brown sugar


  • 1 cup Powdered sugar
  • ½ teaspoon Vanilla Extract
  • 2-4 tablespoon Milk I used 2%
  • 1 tablespoon Butter unsalted melted



  • Weigh or measure the sugar and set aside. Weight or measure in another bowl the flour, salt, baking powder, and run a whisk through to blend. Zest and juice one orange into separate containers and set these aside also.
  • In a stand or hand-held mixer cream the butter and cream cheese till thoroughly mixed about 3 minutes. Then add the sugar and mix for another 2 to 3 minutes. You want it light and fluffy looking. Add one egg at a time, mixing the first thoroughly before adding the second egg. Next, add the vanilla bean paste, orange zest, orange juice, and mix for about a minute. Scrape down the sides of the bowl and turn your mixer to low. Slowly add the flour mixture till incorporated.
  • On a solid surface or pastry-mat sprinkle some flour then dump the cookie dough onto the surface. Divide the cookie dough in half and flatten out the half into a flat square. Flattening into a square will make it easier to roll it out after it is refrigerated. Wrap both halves in separate plastic wrap. I put them on a sheet pan and put them into the refrigerator for at least 2 hours.


  • In a small bowl, add the white and light brown sugar, cinnamon, and melted butter and stir till incorporated and set aside. On a pastry mat or a hard surface flour the surface. Take one of the logs out of the refrigerator and unwrap the plastic wrap. Start pressing down on the square shape dough and flour the top, I flip it over just to make sure it is not sticking to the mat. Take your rolling pin and start rolling out your dough till you get a rectangle shape. My rectangle shape was about 10 X 13 inches. I tried to get about ⅛ to ⅜ inch thick so when you roll the dough you will get a nice pinwheel design. If your cinnamon sugar has hardened a little just microwave it for 10 to 15 seconds this will make it easier to spread onto the dough. Take half of the cinnamon-sugar mixture and spread it out with your hands. Leave some space around the edges. If you have issues with the edges sealing you can use egg whites if water does not work.
  • To roll the dough starting at the long edge of your rectangle and roll tightly and evenly. After I finish rolling the dough into a log, I pat the ends just to square off the sides and then wrap with plastic wrap. I saw a neat trick where you split a paper towel roll in half and use the half to cradle the log. Refrigerate for 1 hour. Preheat your oven to 350°, and line 2 cookie sheet pans with parchment paper and set aside. Take one log roll out of the refrigerator and slice about ½ thick discs and add 12 to a pan. Give the cookie discs a good 2 inches apart; they do spread a little—Bake for 8-11 minutes. You want them a light golden brown on the bottom. After removing them from the oven, let them sit for a minute before moving gently to a cooling rack.


  • In a small bowl, add the powdered sugar, vanilla extract, melted butter, 2 tablespoon of milk and stir. If the icing is too thick, add one more tablespoon of milk at a time, till you get the right consistency. You want it thin enough to put some on a spoon and go back and forth across the top of each cookie.


Calories: 126kcalCarbohydrates: 17gProtein: 1gFat: 6gSaturated Fat: 4gPolyunsaturated Fat: 1gMonounsaturated Fat: 2gTrans Fat: 1gCholesterol: 22mgSodium: 47mgPotassium: 20mgFiber: 1gSugar: 11gVitamin A: 192IUVitamin C: 1mgCalcium: 17mgIron: 1mg
Keyword cinnamon orange pinwheels, how to make pinwheel cookies, pinwheel cookies
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