Ingredients
Scale
For the Cookies
- 1 cup (227g) unsalted butter, softened
- ½ cup (100g) granulated sugar
- 1 cup (200g) light brown sugar, packed
- 2 large eggs, at room temperature
- 1 teaspoon vanilla extract
- 3¾ cups (450g) cake flour (or all-purpose flour with 2 tbsp replaced with cornstarch)
- 2 tablespoons (16g) cornstarch
- 1 teaspoon baking soda
- 1½ teaspoons baking powder
- 1 teaspoon kosher salt
For the Brown Sugar Filling
- 5 tablespoons (70g) unsalted butter, softened
- ¾ cup (150g) light brown sugar, packed
- 1 teaspoon ground cinnamon
- 2 tablespoons (16g) cake flour
For the Glaze
- 1 cup (120g) powdered sugar
- ½ teaspoon ground cinnamon
- 3 tablespoons (45ml) unsalted butter, melted and cooled
- 2½ tablespoons (37ml) milk
Instructions
- Prepare the Cookie Dough: In a large mixing bowl, cream together the softened butter, granulated sugar, and light brown sugar until light and fluffy, about 2–3 minutes. Add the eggs one at a time, mixing well after each addition, then stir in the vanilla extract. In a separate bowl, whisk together the cake flour, cornstarch, baking soda, baking powder, and salt. Gradually add the dry ingredients to the wet mixture, stirring until just combined. Cover the dough and refrigerate for at least 1 hour.
- Make the Brown Sugar Filling: In a small bowl, mix the softened butter, brown sugar, cinnamon, and cake flour until a soft paste forms. Roll into small balls, about 1 teaspoon each, and set aside.
- Assemble the Cookies: Preheat the oven to 350°F (175°C) and line a baking sheet with parchment paper. Use a cookie scoop or spoon to portion out the chilled dough into balls. Flatten each dough ball slightly, place a brown sugar filling ball in the center, and wrap the dough around it to fully enclose the filling. Roll the filled dough into smooth balls and place them on the prepared baking sheet, spacing them about 2 inches apart.
- Bake the Cookies: Bake in the preheated oven for 11–13 minutes, or until the edges are set and the centers still look slightly soft. Remove from the oven and allow the cookies to cool on the baking sheet for 5 minutes before transferring them to a wire rack.
- Prepare the Glaze: In a medium bowl, whisk together the powdered sugar, cinnamon, melted butter, and milk until smooth. Once the cookies have cooled completely, drizzle the glaze over the tops and let it set before serving.
Notes
- Let the cookies cool completely before adding the glaze to prevent it from melting.
- For a deeper cinnamon flavor, increase the cinnamon in both the filling and glaze.
- Store cookies in an airtight container at room temperature for up to 3 days or freeze for longer storage.
- Chilling the dough ensures the cookies bake evenly and hold their shape.
- Prep Time: 15 minutes (plus 1 hour chilling time)
- Cook Time: 12 minutes
- Category: Dessert
- Method: Baking
- Cuisine: American
- Diet: Vegetarian
Nutrition
- Serving Size: 1 cookie
- Calories: 210kcal
- Sugar: 18g
- Sodium: 120mg
- Fat: 10g
- Saturated Fat: 6g
- Unsaturated Fat: 3g
- Trans Fat: 0g
- Carbohydrates: 28g
- Fiber: 0.5g
- Protein: 2g
- Cholesterol: 35mg