These brown sugar cinnamon pop tart cookies get filled with chewy brown sugar cinnamon filling, topped with sweet cinnamon glaze, and taste like a cozy twist on a classic pop tart flavor!
In a bowl, mash together the melted butter, brown sugar, cinnamon, cornstarch and salt until completely combined. Measure out the mixture into ½ tablespoon pieces, roll into a ball, then add to a parchment-lined plate, and set aside.
¼ cup unsalted butter, 5 tablespoons light brown sugar, 3 teaspoons ground cinnamon, ⅓ cup cornstarch, ¼ teaspoon kosher salt
Note: keep it in a relatively warm place so the butter doesn’t harden.
Cookie Dough
In the bowl of a stand mixer fitted with the paddle attachment (or with a hand mixer), cream together the butter, sugars, and vanilla on medium-high speed for 5 minutes until light and fluffy. Scrape down the sides.
½ cup unsalted butter room temperature, ½ cup light brown sugar, ¼ cup granulated sugar, 2 teaspoons vanilla paste or extract
Add the egg yolks and beat on medium speed for another two minutes. Scrape down the sides again.
3 large egg yolks
Whisk together the flour, baking powder, baking soda, and salt, and add to the creamed ingredients. Mix on low until just combined. Use a rubber spatula to scrape down the sides and mix in any leftover dry ingredients by hand.
2 cups all-purpose flour, ½ teaspoon baking powder, ½ teaspoon baking soda, ½ teaspoon kosher salt
Assembly
Preheat the oven to 350℉ and line two large cookie sheets with parchment paper.
Using a 3 tablespoon cookie scoop, scoop the cookies and place six onto each cookie sheet. Flatten out each piece of cookie dough with your hands, then add a dollop of the cinnamon sugar filling.
Note: if the cinnamon sugar balls become hard, squish them in between your fingers a few times to re-soften, then re-roll and add to the cookie dough.
Fold the dough around the filling and roll in between your hands to smooth. Repeat with all cookies.
Press each cookie down gently with your hand until 1cm thick.
Bake one pan at a time for 8-10 minutes until the edges are set.
Scoot the cookies immediately after they come out of the oven to sure up the sides, then cool completely on the pan.
Whisk together the glaze, then spoon completely over the fully cooled cookies so it covers the top entirely.
1 cup powdered sugar, 1 teaspoon ground cinnamon, ¼ teaspoon vanilla extract, 1-2 tablespoons water
Let the glaze fully set before enjoying.
Video
Notes
Store the cookies covered at room temperature for 3-4 days. Don't over-measure the flour! Use a digital scale to ensure accuracy. Adding too much flour with cause the dough to be dry, crumbly, and will crack during baking.