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Brown Sugar Pop Tart Cookies

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I have a confession: the brown sugar cinnamon Pop-Tarts were the only thing I wanted for breakfast as a kid. Now, baking with Max, we wanted to recreate that nostalgia but with a twist. These Brown Sugar Pop Tart Cookies are the ultimate mashup—a soft, buttery sugar cookie stuffed with a rich cinnamon filling and topped with that signature crackly glaze. Max calls them "breakfast dessert," and I’m not going to argue with that logic!

These nostalgic Brown Sugar Pop Tart Cookies are soft, thick cookies filled with a gooey cinnamon-sugar center and topped with a sweet brown sugar glaze. They taste just like the classic toaster pastry but with a chewy cookie texture.
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Brown sugar pop tart cookies with cinnamon filling and smooth vanilla glaze stacked to show soft centers
Brown sugar pop tart cookies with cinnamon filling and smooth vanilla glaze stacked to show soft centers Save it For Later
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Why You Will Love This Brown Sugar Pop Tart Cookies

You will love this recipe because it takes the dry, crumbly texture of the toaster pastry and replaces it with a chewy, melt-in-your-mouth cookie. The filling stays gooey inside, while the glaze on top sets into that perfect sweet shell. They are incredibly comforting, smell like a cozy autumn morning, and are sturdy enough to dunk in a big glass of milk.

How To Make Brown Sugar Pop Tart Cookies

We start by making a simple, cinnamon-spiced sugar cookie dough that rolls out easily. The magic happens in the assembly: we flatten pieces of dough, spoon a generous amount of brown sugar-cinnamon filling into the center, and seal them up into little rectangular pockets. After baking to golden perfection, we smother them in a maple-cinnamon glaze that hardens just like the real deal.

Brown Sugar Pop Tart Cookies Ingredients

The Cookie Dough

  • 1 cup unsalted butter; softened
  • ¾ cup brown sugar; packed
  • ½ cup granulated sugar
  • 1 large egg; room temperature
  • 1 teaspoon vanilla extract
  • 3 cups all-purpose flour
  • 1 teaspoon baking powder
  • ½ teaspoon salt
  • 1 teaspoon ground cinnamon

The Cinnamon Filling

  • ½ cup brown sugar; packed
  • 2 teaspoons ground cinnamon
  • 1 tablespoon all-purpose flour (keeps filling from leaking)
  • 1 tablespoon unsalted butter; melted

The Glaze

  • 1 cup powdered sugar
  • ½ teaspoon vanilla extract
  • ¼ teaspoon ground cinnamon
  • 1–2 tablespoons milk (plus more if needed)
  • 1 tablespoon brown sugar (for color and flavor)
Ingredients for Brown Sugar Pop Tart Cookies arranged in a 4-panel flat lay on a white marble kitchen counter. Save it For Later

Step by Step Method

Make the Dough

  • In a large bowl, cream the butter, brown sugar, and granulated sugar until light and fluffy.
  • Beat in the egg and vanilla extract.
  • Stir in the flour, baking powder, salt, and cinnamon until a soft dough forms. (If it's too sticky, chill for 20 minutes).

Mix the Filling

  • In a small bowl, whisk together the brown sugar, cinnamon, flour, and melted butter until it looks like wet sand.

Shape and Fill

  • Scoop about 2 tablespoons of dough and flatten it into a rectangle in your palm.
  • Place 1 teaspoon of the filling in the center.
  • Fold the edges of the dough over the filling and pinch tightly to seal, shaping it back into a neat rectangle.
  • Mom Tip: Make sure there are no cracks, or the delicious filling will bubble out!

Bake

  • Place cookies on a parchment-lined baking sheet.
  • Bake at 350°F (175°C) for 10–12 minutes. The edges should be just golden, but the centers still soft.
  • Cool completely on the baking sheet (they are fragile when hot).

Glaze

  • Whisk the glaze ingredients together until thick but pourable.
  • Spoon over the cooled cookies and let it set for 15 minutes until the top is dry to the touch.
Soft brown sugar pop tart cookies with gooey cinnamon filling and glossy vanilla icing stacked to show the chewy center Save it For Later

MAX’S REACTION

"These are way better than the box ones because they are soft! I like biting into the middle where the brown sugar is hiding. Can I have two?"

What Pairs Well With Brown Sugar Pop Tart Cookies

These cookies are sweet and spiced, so they beg for a cold glass of milk to wash them down. For the adults, a hot black coffee or a chai tea latte complements the cinnamon flavors perfectly. They also make a great addition to a brunch spread alongside fresh fruit to balance the sugar.

Brown Sugar Pop Tart Cookies Variations

Strawberry Pop Tart Style

Swap the cinnamon filling for a thick strawberry jam (mix the jam with a little cornstarch so it doesn't run). Use a plain vanilla glaze and top with rainbow sprinkles.

Chocolate Fudge

Add cocoa powder to the dough. Fill with chocolate ganache or Nutella, and glaze with a chocolate icing.

Maple Pecan

Add chopped pecans to the brown sugar filling and use maple extract in the glaze instead of vanilla. It tastes like a pecan pie cookie!

Giant Cookie

Instead of individual cookies, press half the dough into a square pan, spread the filling, and top with the rest of the dough for Brown Sugar Pop Tart Cookie Bars.

Brown sugar pop tart cookies stacked and sliced to show gooey cinnamon filling, topped with smooth vanilla icing in a Pinterest-style recipe image Save it For Later

Equipment

  • Electric mixer (hand or stand)
  • Baking sheets
  • Parchment paper
  • Small mixing bowls
  • Whisk
  • Wire cooling rack
  • Mom Tip: Parchment paper is a must here because if any filling leaks, it turns into hard candy that sticks to the pan.

Storage / Make Ahead / Serving Tips

Room Temperature

Store these cookies in an airtight container at room temperature for up to 4 days. The glaze helps keep the inside moist.

Freezing

You can freeze the baked (unglazed) cookies for up to 2 months. Thaw and glaze fresh for the best texture. You can also freeze the raw dough balls and bake from frozen (add 2 minutes to cook time).

Serving Warm

Pop a cookie in the microwave for 5–10 seconds before eating. The filling gets melty and the cookie gets super soft—just like heating up a Pop-Tart!

Top Tips for Best Brown Sugar Pop Tart Cookies

Don't skip the flour in the filling mix! That tiny bit of flour binds the brown sugar with the butter so it creates a soft paste inside the cookie rather than melting into a hollow syrup tunnel. Also, let the glaze set completely before stacking them, or they will stick together. If you want them to look exactly like the picture, shape them into rectangles rather than circles before baking.

Brown Sugar Pop Tart Cookies FAQs

Why did my cookies spread too much?

The butter might have been too warm. If the dough feels greasy or very soft, chill the shaped cookies on the baking sheet for 10 minutes before putting them in the oven.

Can I make these gluten-free?

Yes, use a high-quality 1:1 gluten-free baking flour. The texture might be slightly more crumbly, but the flavor will still be amazing.

Is this the "Old Fashioned" recipe?

This recipe mimics the old fashioned brown sugar pop tart cookies flavor profile by using molasses-rich brown sugar and plenty of cinnamon, giving it that vintage bakery taste.

Can I use store-bought icing?

You can, but the homemade glaze hardens better and has that specific "toaster pastry" sheen. Plus, adding brown sugar to the glaze makes a huge flavor difference.

A Nostalgic Treat for the Kitchen

Recreating childhood favorites with Max is one of my favorite things to do, and these cookies definitely hit the spot. They are cozy, sweet, and fun to make. If you are looking for more decadent desserts to bake, try our stunning Chocolate Swirl Mousse Bundt Cake, dip into our Baked Cranberry Cream Cheese Dip for a party treat, or grab a handful of Ricotta Pistachio Honey Bites for something elegant.

Share your Brown Sugar Pop Tart Cookies! Tag us @HannahCooking with #PopTartCookies — we’re dying to see your version and hear about your homemade kitchen stories!

⭐️ Rate this Brown Sugar Pop Tart Cookies recipe and let us know what twists or ingredients you used!

Looking for other recipes like Brown Sugar Pop Tart Cookies? Try these:

Brown sugar pop tart cookies with cinnamon filling and smooth vanilla glaze stacked to show soft centers Save it For Later

Brown Sugar Pop Tart Cookies

These nostalgic Brown Sugar Pop Tart Cookies are soft, thick cookies filled with a gooey cinnamon-sugar center and topped with a sweet brown sugar glaze. They taste just like the classic toaster pastry but with a chewy cookie texture.
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Course: Dessert
Cuisine: American
Prep Time: 20 minutes
Cook Time: 12 minutes
Total Time: 32 minutes
Servings: 12 g
Calories: 320kcal
Cost: $8

Equipment

  • 2 Baking sheets (Lined with parchment)
  • 1 Mixer (Hand or stand)
  • 3 Mixing bowls (Small and large)
  • 1 Whisk (For glaze)
  • 1 Wire rack (For cooling)

Ingredients

  • 1 cup unsalted butter - Softened
  • ¾ cup brown sugar - Packed (for dough)
  • ½ cup granulated sugar - For dough
  • 1 large egg - Room temperature
  • 1 teaspoon vanilla extract - Flavor
  • 3 cups all-purpose flour - Sifted
  • 1 teaspoon baking powder - Leavening
  • 1 teaspoon ground cinnamon - Divided use
  • ½ cup brown sugar - For filling
  • 1 tablespoon flour - For filling thickener
  • 1 tablespoon butter - Melted, for filling
  • 1 cup powdered sugar - For glaze
  • 2 tablespoon milk - For glaze

Instructions 

  • Cream butter, brown sugar, and granulated sugar until fluffy; beat in egg and vanilla.
  • Stir in flour, baking powder, cinnamon, and salt until a soft dough forms.
  • Mix brown sugar, cinnamon, flour, and melted butter in a small bowl for the filling.
  • Flatten dough balls into rectangles, add filling, seal edges tightly, and place on baking sheet.
  • Bake at 350°F for 10–12 minutes until edges are golden; cool completely.
  • Whisk powdered sugar, cinnamon, brown sugar, and milk for glaze; spoon over cookies.

Notes

Add a little flour to the filling mixture to prevent it from leaking out during baking. Ensure the cookies are completely cool before glazing for a smooth finish.

Nutrition

Serving: 85g | Calories: 320kcal (16%) | Carbohydrates: 48g (16%) | Protein: 3g (6%) | Fat: 14g (22%) | Saturated Fat: 8g (50%) | Polyunsaturated Fat: 1g | Monounsaturated Fat: 4g | Cholesterol: 45mg (15%) | Sodium: 160mg (7%) | Potassium: 60mg (2%) | Fiber: 1g (4%) | Sugar: 30g (33%) | Vitamin A: 400IU (8%) | Calcium: 40mg (4%) | Iron: 1.5mg (8%)

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