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Brown sugar pop tart cookies with cinnamon filling and smooth vanilla glaze stacked to show soft centers

Brown Sugar Pop Tart Cookies

These nostalgic Brown Sugar Pop Tart Cookies are soft, thick cookies filled with a gooey cinnamon-sugar center and topped with a sweet brown sugar glaze. They taste just like the classic toaster pastry but with a chewy cookie texture.
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Prep Time 20 minutes
Cook Time 12 minutes
Total Time 32 minutes
Servings: 12 g
Course: Dessert
Cuisine: American
Calories: 320
Ingredients Equipment Method Notes

Ingredients
  

  • 1 cup unsalted butter Softened
  • ¾ cup brown sugar Packed (for dough)
  • ½ cup granulated sugar For dough
  • 1 large egg Room temperature
  • 1 teaspoon vanilla extract Flavor
  • 3 cups all-purpose flour Sifted
  • 1 teaspoon baking powder Leavening
  • 1 teaspoon ground cinnamon Divided use
  • ½ cup brown sugar For filling
  • 1 tablespoon flour For filling thickener
  • 1 tablespoon butter Melted, for filling
  • 1 cup powdered sugar For glaze
  • 2 tablespoon milk For glaze

Equipment

  • 2 Baking sheets Lined with parchment
  • 1 Mixer Hand or stand
  • 3 Mixing bowls Small and large
  • 1 Whisk For glaze
  • 1 Wire rack For cooling

Method
 

  1. Cream butter, brown sugar, and granulated sugar until fluffy; beat in egg and vanilla.
  2. Stir in flour, baking powder, cinnamon, and salt until a soft dough forms.
  3. Mix brown sugar, cinnamon, flour, and melted butter in a small bowl for the filling.
  4. Flatten dough balls into rectangles, add filling, seal edges tightly, and place on baking sheet.
  5. Bake at 350°F for 10–12 minutes until edges are golden; cool completely.
  6. Whisk powdered sugar, cinnamon, brown sugar, and milk for glaze; spoon over cookies.

Notes

Add a little flour to the filling mixture to prevent it from leaking out during baking. Ensure the cookies are completely cool before glazing for a smooth finish.