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Brown Sugar Pop Tart Cookies

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These nostalgic cookies combine the classic cinnamon-brown sugar flavor of Pop Tarts with a soft, chewy homemade cookie and a sweet glaze. Perfect for bake sales, cozy weekends, or whenever you crave a comforting cinnamon treat.

Ingredients

Scale
  • 1 cup unsalted butter, softened
  • 1 cup light brown sugar
  • 1/2 cup granulated sugar
  • 2 large eggs, room temperature
  • 2 teaspoons pure vanilla extract
  • 3 cups all-purpose flour
  • 1 1/2 teaspoons baking powder
  • 1/2 teaspoon baking soda
  • 1/2 teaspoon kosher salt
  • 1/2 teaspoon ground cinnamon
  • For the filling:
  • 1/2 cup light brown sugar
  • 1 tablespoon ground cinnamon
  • 1 tablespoon all-purpose flour
  • 2 tablespoons unsalted butter, melted
  • For the glaze:
  • 1 cup powdered sugar
  • 2–3 tablespoons milk or cream
  • 1/2 teaspoon vanilla extract
  • Pinch of cinnamon (optional)

Instructions

  1. Preheat oven to 350°F (175°C). Line two large baking sheets with parchment paper or silicone mats.
  2. Make the cinnamon filling: In a small bowl, mix 1/2 cup brown sugar, 1 tablespoon cinnamon, 1 tablespoon flour, and 2 tablespoons melted butter until it resembles damp sand. Set aside.
  3. In a large mixing bowl, cream 1 cup softened butter, 1 cup brown sugar, and 1/2 cup granulated sugar with a mixer on medium speed for 2-3 minutes until light and fluffy.
  4. Beat in 2 large eggs, one at a time, then mix in 2 teaspoons vanilla extract.
  5. In a separate bowl, whisk together 3 cups flour, 1 1/2 teaspoons baking powder, 1/2 teaspoon baking soda, 1/2 teaspoon salt, and 1/2 teaspoon cinnamon.
  6. Gradually add the dry ingredients to the wet mixture, mixing on low until just combined.
  7. Scoop 2 tablespoon portions of dough and flatten into disks. Spoon about 1 teaspoon of cinnamon filling onto half the disks, top with another disk, seal edges, and gently roll into a ball. Place on baking sheet, spacing 2 inches apart.
  8. Bake for 10-12 minutes, until edges are set and just golden but centers look slightly underdone.
  9. Cool cookies on pan for 4-5 minutes, then transfer to a wire rack to cool completely.
  10. Make the glaze: Whisk 1 cup powdered sugar, 2-3 tablespoons milk or cream, 1/2 teaspoon vanilla, and a pinch of cinnamon until smooth and pourable.
  11. Drizzle or spread glaze over cooled cookies. Let set for 10-15 minutes before serving.

Notes

For best results, use room temperature butter and eggs. Don’t over-mix the dough after adding flour. Seal the filling well to prevent leaks. Chill dough if sticky. Bake one sheet at a time for even results. Recipe is flexible—try gluten-free flour or vegan substitutions as needed.

Nutrition

Keywords: brown sugar, pop tart cookies, cinnamon dessert, nostalgic cookies, homemade cookies, bake sale, easy cookie recipe

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