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Brown Sugar Pop-Tart Cookies

Yummy Eats Daily
These Brown Sugar Pop-Tart Cookies are soft, thick, and packed with a gooey brown sugar–cinnamon filling. Finished with a sweet cinnamon glaze, they’re a nostalgic twist on a toaster favorite—baked into an indulgent, bakery-style cookie.
Prep Time 30 minutes
Cook Time 13 minutes
Chill Time 1 hour
Total Time 1 hour 43 minutes
Servings 16 large cookies
Calories 390 kcal

Ingredients
  

Cookies

  • 1 cup 226 g unsalted butter, softened
  • ½ cup 100 g granulated sugar
  • 1 cup 220 g light brown sugar, packed
  • 2 large eggs room temperature
  • 1 tsp vanilla extract
  • cups 460 g cake flour
  • 2 Tbsp cornstarch
  • 1 tsp baking soda
  • tsp baking powder
  • 1 tsp kosher salt

Brown Sugar Filling

  • 5 Tbsp 70 g unsalted butter, softened
  • ¾ cup 165 g light brown sugar, packed
  • 1 tsp ground cinnamon
  • 2 Tbsp cake flour

Cinnamon Glaze

  • 1 cup powdered sugar
  • ½ tsp ground cinnamon
  • 3 Tbsp melted butter
  • Tbsp milk

Instructions
 

  • Cream butter and sugars for 2–3 minutes.
  • Beat in eggs and vanilla until smooth.
  • Whisk dry ingredients; add to mixer on low until just combined.
  • Chill 1 hour.
  • Make filling: cream butter, sugar, cinnamon, flour; roll into 16 balls; chill.
  • See full steps with tips & photos → https://p4pd.org/brown-sugar-pop-tart-cookies/

Notes

  • Storage: Keep cookies in an airtight container for up to 4 days.
  • Make Ahead: Dough and filling balls can be made 1–2 days ahead and kept chilled.
  • Flavor Boost: Add a pinch of nutmeg or vanilla bean paste to the filling for extra warmth.
  • Freeze Option: Freeze unbaked filled dough balls and bake from frozen, adding 2–3 extra minutes.