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Cinnamon-Filled Brown Sugar Pop Tart Cookies Recipe

Cinnamon-Filled Brown Sugar Pop Tart Cookies Recipe


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4.7 from 35 reviews

  • Total Time: 32 minutes
  • Yield: 24 1x

Description

Brown Sugar Pop Tart Cookies bring nostalgic breakfast memories right into a delightful cookie format that sparks pure childhood joy. Crisp pastry edges meet sweet brown sugar filling, creating a playful treat perfect for dunking with friends and sharing warm memories.


Ingredients

Scale

Main Ingredients:

  • 2 ½ cups (315g) all-purpose flour
  • 1 cup (225g) unsalted butter
  • 1 cup (200g) brown sugar
  • 2 large eggs
  • ½ cup (100g) granulated sugar

Supporting Ingredients:

  • 1 teaspoon baking soda
  • ½ teaspoon salt
  • 2 teaspoons vanilla extract

Filling and Glaze:

  • ½ cup (100g) brown sugar
  • 1 teaspoon cinnamon
  • 1 tablespoon all-purpose flour
  • 1 cup (120g) powdered sugar
  • 2 tablespoons milk
  • ½ teaspoon vanilla extract

Instructions

  1. Whisk 2 ½ cups flour, 1 teaspoon baking soda, and ½ teaspoon salt in a medium bowl until your dry ingredients are evenly combined.
  2. Cream 1 cup softened butter, 1 cup brown sugar, and ½ cup granulated sugar using an electric mixer on medium speed until the mixture looks light and fluffy, about 3 minutes.
  3. Mix 2 large eggs and 2 teaspoons vanilla extract into the butter mixture until completely incorporated, scraping down your mixing bowl’s sides.
  4. Gradually fold dry ingredients into the wet mixture, mixing at low speed until a smooth, cohesive dough forms without overmixing.
  5. Blend ½ cup brown sugar, 1 teaspoon cinnamon, and 1 tablespoon flour in a separate small bowl for the filling.
  6. Scoop 2 tablespoons of cookie dough and flatten it into a small disc on your work surface.
  7. Place ½ teaspoon of cinnamon-sugar filling directly in the center of the flattened dough.
  8. Roll a second 2-tablespoon portion of dough and gently press it over the filling to cover completely.
  9. Seal the edges and roll the filled dough into a smooth ball, ensuring no filling leaks out.
  10. Preheat your oven to 350°F (175°C) and line a baking sheet with parchment paper.
  11. Arrange stuffed cookie balls 2 inches apart on the prepared baking sheet.
  12. Bake for 10-12 minutes at 350°F until cookie edges turn golden brown.
  13. Remove from oven and let cookies rest on the baking sheet for 5 minutes to set.
  14. Transfer cookies to a wire rack for complete cooling.
  15. Whisk 1 cup powdered sugar, 2 tablespoons milk, and ½ teaspoon vanilla extract until your glaze reaches a smooth, drizzling consistency.
  16. Once cookies are completely cool, decoratively drizzle glaze across the tops.
  17. Allow glaze to set for 15-20 minutes before serving.

Notes

  • Chill the dough for 30 minutes before assembling to prevent spreading and help cookies hold their shape.
  • Measure filling precisely to avoid leaks, using a small measuring spoon for consistent results.
  • Experiment with alternative sugars like coconut or maple sugar for different flavor profiles.
  • For gluten-free version, swap wheat flour with a cup-for-cup gluten-free blend that contains xanthan gum.
  • Prep Time: 20 minutes
  • Cook Time: 12 minutes
  • Category: Cookies
  • Method: Baking
  • Cuisine: American

Nutrition

  • Serving Size: 24
  • Calories: 150
  • Sugar: 13 g
  • Sodium: 70 mg
  • Fat: 7 g
  • Saturated Fat: 4 g
  • Unsaturated Fat: 3 g
  • Trans Fat: 0 g
  • Carbohydrates: 21 g
  • Fiber: 1 g
  • Protein: 2 g
  • Cholesterol: 25 mg