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4.9 from 60 votes

Frosted Brown Sugar Cinnamon Pop Tart Cookies

These buttery brown sugar cinnamon pop tart cookies will blow your mind! They taste like a gourmet version of the beloved breakfast treat (but SO much better!). Recipe includes a how-to video!

Prep Time
35 mins
Cook Time
35 mins
Additional Time
45 mins
Total Time
1 hr 34 mins
Servings: 12 cookies
Calories: 582 kcal
Course: Dessert , Baked Goods
Cuisine: American

Ingredients

  • 1 cup unsalted butter softened (226g)
  • 1 cup granulated sugar 200g
  • ½ cup light brown sugar firmly packed (100g)
  • 2 large eggs room temperature preferred
  • 1 teaspoon vanilla extract
  • 4 cups cake flour 450g
  • 2 Tablespoons cornstarch
  • 2 teaspoons baking powder
  • ¼ teaspoon baking soda
  • ¾ teaspoon salt
Filling
  • 5 Tablespoons unsalted butter softened (70g)
  • ¾ cup light brown sugar firmly packed (150g)
  • ¼ teaspoon vanilla extract
  • 3 Tbsp all-purpose flour 24g
  • ½ teaspoon ground cinnamon
  • ⅛ teaspoon table salt
Icing
  • 1 ½ cups powdered sugar
  • 3 Tablespoons dark brown sugar firmly packed (may substitute light brown sugar) (38g)
  • 1-2 Tablespoons milk
  • 1 ½ Tablespoons light corn syrup
  • ½ teaspoon vanilla extract
  • ⅛ teaspoon ground cinnamon

Instructions

Prepare the cookie dough
    Cup of Yum
  1. Combine butter and sugars in a large mixing bowl and use an electric mixer (or stand mixer fitted with paddle attachment) to beat until light, fluffy, and well-creamed).
  2. Add eggs and vanilla extract and stir again until thoroughly combined. Set aside.
  3. In a separate, medium-sized mixing bowl whisk together flour, cornstarch, baking powder, baking soda and salt.
  4. Gradually add dry ingredients to wet (in 4 or 5 parts) stirring until completely combined.
  5. Cover dough tightly with plastic wrap and transfer to the refrigerator to chill for 30-60 minutes (note I do not recommend chilling longer than this, as the dough becomes difficult to manage).
  6. While the dough chills, prepare the filling.
For the filling
  1. In a medium-sized mixing bowl, combine butter, sugar, and vanilla and stir or beat with an electric mixer until smooth and creamy.
  2. Sprinkle flour, cinnamon, and salt over the butter/sugar mixture and stir until well-combined.
Assembly
  1. Remove chilled cookie dough from the refrigerator and scoop by ¼ cup (3 oz/85g). Break the scoop in half and form one half into a nest. Firmly scoop a Tablespoon of the brown sugar filling and scoop into the nest you just made in the center of the cookie dough. Take the other half of the cookie dough, likewise form it into a flattened nest shape and form it around the top of the filling to seal the filling inside in the center (I show how to do this in the video). Make sure the filling is completely concealed and centered. Repeat until all cookie dough and filling is used.
  2. Place cookie dough on large plate or baking sheet and place in the freezer for 15-30 minutes (see note to chill longer, this dough freezes well). (note: you may chill this cookie dough longer, for days or even weeks, just make sure to transfer the dough to an airtight container (and if I’m chilling longer than a week I individually wrap each cookie dough ball in plastic wrap before freezing). Meanwhile, preheat your oven to 375F (190C) and line a baking sheet with parchment paper. .
  3. Once cookie dough has chilled and oven is preheated, remove from freezer and place on parchment paper lined baking sheet, spacing cookies at least 2” apart (I only bake 4-6 cookies at a time). Transfer to center rack of 375F (190C) and bake for 14 minutes, until the very edges of the cookies are just beginning to turn a light golden brown. Remove from oven and allow to cool completely on baking sheet (cookies are fragile when warm!) before icing.
For the Icing
  1. In a small bowl, combine powdered sugar, brown sugar, 1 Tablespoon of milk, corn syrup, vanilla extract and cinnamon. Whisk until smooth, adding additional milk as needed until mixture is smooth and ribbons off the whisk (the ribbon that falls should hold its shape for several seconds before dissolving back into the bowl, any thinner and it will take painfully long for your icing to set on the cookies!).
  2. Immediately drizzle over cooled cookies. Allow to set before enjoying (note it could take up to several hours for the icing to harden completely, depending on how thin/thick your icing is).

Notes

  • I highly recommend using cake flour for best results, the cookies will be softer and more tender this way. However, if you must substitute cake flour you would use 3 ⅔ cup (450g).
  • Store in an airtight container at room temperature for up to 4 days.
  • After filling your cookie dough balls you can freeze for longer than 15 minutes, it will keep for several months in the freezer. If freezing for longer than an hour, I recommend following my instructions on how to freeze cookie dough and note that it will likely take longer to bake when baked straight from the freezer.

Nutrition Information

Serving 1cookie Calories 582kcal (29%) Carbohydrates 92g (31%) Protein 6g (12%) Fat 22g (34%) Saturated Fat 13g (65%) Polyunsaturated Fat 1g Monounsaturated Fat 6g Trans Fat 1g Cholesterol 81mg (27%) Sodium 269mg (11%) Potassium 98mg (3%) Fiber 1g (4%) Sugar 59g (118%) Vitamin A 661IU (13%) Vitamin C 0.004mg (0%) Calcium 91mg (9%) Iron 1mg (6%)

Nutrition Facts

Serving: 12cookies

Amount Per Serving

Calories 582

% Daily Value*

Serving 1cookie
Calories 582kcal 29%
Carbohydrates 92g 31%
Protein 6g 12%
Fat 22g 34%
Saturated Fat 13g 65%
Polyunsaturated Fat 1g 6%
Monounsaturated Fat 6g 30%
Trans Fat 1g 50%
Cholesterol 81mg 27%
Sodium 269mg 11%
Potassium 98mg 2%
Fiber 1g 4%
Sugar 59g 118%
Vitamin A 661IU 13%
Vitamin C 0.004mg 0%
Calcium 91mg 9%
Iron 1mg 6%

* Percent Daily Values are based on a 2,000 calorie diet.