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Brown Sugar Pop Tart Cookies Everyone Is Obsessed With Right Now - Soft, Gooey, and Perfectly Nostalgic

Prep Time 15 minutes
Cook Time 12 minutes
Total Time 27 minutes
Servings: 24 servings

Ingredients
  

  • For the cookies:
  • 2 3/4 cups all-purpose flour
  • 1 teaspoon baking soda
  • 1/2 teaspoon baking powder
  • 1/2 teaspoon fine salt
  • 1 cup (2 sticks) unsalted butter, softened
  • 1 cup packed light brown sugar
  • 1/2 cup granulated sugar
  • 1 large egg + 1 large egg yolk
  • 2 teaspoons vanilla extract
  • 1 teaspoon ground cinnamon
  • For the brown sugar cinnamon filling:
  • 1/2 cup packed light brown sugar
  • 1 teaspoon ground cinnamon
  • 2 tablespoons melted butter
  • Pinch of salt
  • For the icing:
  • 1 cup powdered sugar
  • 2 tablespoons brown sugar, very finely packed
  • 1–2 tablespoons milk (as needed)
  • 1/2 teaspoon vanilla extract
  • Pinch of cinnamon (optional)

Method
 

  1. Prep the pans: Preheat oven to 350°F (175°C). Line two baking sheets with parchment paper.
  2. Whisk dry ingredients: In a bowl, whisk flour, baking soda, baking powder, salt, and cinnamon. Set aside.
  3. Cream the butter and sugars: In a large bowl, beat softened butter with brown sugar and granulated sugar until light and fluffy, 2–3 minutes.
  4. Add eggs and vanilla: Beat in the egg, egg yolk, and vanilla until smooth.
  5. Combine: Add dry ingredients to the wet and mix on low just until the dough comes together. Do not overmix.
  6. Make the filling: Stir brown sugar, cinnamon, melted butter, and a pinch of salt until it looks like damp sand.
  7. Shape the cookies: Scoop dough into 2-tablespoon balls. Flatten each slightly, add 1 teaspoon of filling to the center, and fold the edges over to seal. Place seam-side down on the baking sheet, spacing 2 inches apart.
  8. Bake: Bake 10–12 minutes, until edges are set and centers look slightly underdone. They’ll finish setting as they cool.
  9. Cool: Let cookies rest on the sheet for 5 minutes, then transfer to a rack to cool completely.
  10. Make the icing: Whisk powdered sugar, brown sugar, vanilla, and 1 tablespoon milk. Add more milk, a few drops at a time, until thick but spoonable. Stir in a pinch of cinnamon if you like.
  11. Glaze: Spoon icing over cooled cookies, letting it slowly spread. Allow 20–30 minutes for the icing to set.