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Brown Sugar Cinnamon Filled Cookies

Brown Sugar Cinnamon Filled Cookies

Soft sandwich style cookies filled with brown sugar cinnamon paste and drizzled with cinnamon glaze.
Prep Time 1 hour 30 minutes
Cook Time 12 minutes
Total Time 1 hour 42 minutes
Course Dessert
Cuisine American
Servings 14 cookies
Calories 415 kcal

Equipment

  • Stand mixer or hand mixer
  • Baking sheet
  • Parchment paper
  • Wire rack
  • 2 tablespoon cookie scoop

Ingredients
  

Main Ingredients

  • 1 cup unsalted butter softened, for the dough
  • 1 cup granulated sugar for the dough
  • ½ cup brown sugar packed, for the dough
  • 2 large eggs for the dough
  • 2 tsp vanilla extract for the dough
  • 3 cup cake flour for the dough
  • 2 tsp cornstarch
  • 1 tsp baking soda
  • ½ tsp baking powder
  • ¼ tsp kosher salt
  • ¼ cup unsalted butter softened, for the filling
  • ½ cup brown sugar packed, for the filling
  • 1 tsp ground cinnamon for the filling
  • 2 tbsp cake flour for the filling
  • 1 cup powdered sugar for the glaze
  • ½ tsp ground cinnamon for the glaze
  • 2 tbsp unsalted butter melted, for the glaze
  • 2 ½ tbsp milk for the glaze, adjusted for thickness

Instructions
 

Cooking

  • Make the dough. Cream the dough butter with both sugars until fluffy, beat in the eggs and vanilla, then mix in the whisked dry ingredients and chill for 1 hour.
  • Mix the filling. Stir the filling butter, brown sugar, cinnamon, and flour into a paste.
  • Fill. Flatten a 2 tablespoon scoop of dough, add filling, top with a second flattened scoop, and seal the edges.
  • Bake. Bake on a parchment lined pan at 350 degrees F for 10 to 12 minutes until the edges are set and lightly golden.
  • Cool. Rest for 5 minutes on the pan, then cool completely on a wire rack.
  • Glaze. Whisk the glaze ingredients until smooth, drizzle over the cookies, and let it set.

Notes

Substitutions: Use 1 cup plus 2 tablespoons all purpose flour for each cup of cake flour.
Tips: Seal the edges well and do not taste raw dough.
Storage: Keep glazed cookies at room temperature for up to 4 days, or freeze unglazed cookies for up to 3 months.
Keyword Brown Sugar, brown sugar filled cookies, Cake Flour, Ground Cinnamon, Powdered Sugar