Brown Sugar Pop Tart Cookies: A Family Favorite You’ll Love!

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image of realistic top down mise en place shot showing unsalted butter granulated sugar light brown sugar dark brown sugar eggs vanilla extract cake flour all purpose flour cornstarch baking soda baking powder kosher salt ground cinnamon powdered sugar milk coconut oil maple syrup light corn syrup arranged on a white marble kitchen counter with healthy clear glass bowls and rustic brown wooden kitchen sets under soft diffuse daylight

Introduction

Have you ever wondered if it is possible to capture the exact feeling of a Saturday morning in the 90s and bake it into a single bite? For me, that feeling has always been wrapped in a silver foil packet. I remember sitting at the worn oak table in my grandmother’s Texas kitchen while she whipped up a batch of her famous BBQ. But before the brisket was ready, I would often sneak a toasted treat. Today, I am bringing that pop tart nostalgia into the modern kitchen with my Brown Sugar Pop Tart Cookies. This recipe is not just about making a snack. It is about reconnecting with the simple joy of a cinnamon sugar center and a soft baked texture that makes your heart feel full. My kids, Adams and Jana, practically live for the smell of cinnamon wafting through the house, and my wife Emily says these are the best brown sugar pop tart cookies recipe she has ever tasted. Grab your apron and let us create some magic together.

Table of Contents

Why You’ll Love This Brown Sugar Pop Tart Cookies

There is something inherently comforting about nostalgic candy cookie hybrids that take us back to simpler times. These brown sugar cinnamon cookies are the definition of millennial comfort food recipes. Here is why they are going to become a staple in your home just like they are in mine.

  • Texture Perfection: By understanding the nuances of cake flour vs all-purpose flour cookies, we achieve a crumb that is tender yet sturdy enough to hold a gooey filling. The addition of cornstarch in cookies texture creates that melt in your mouth sensation that distinguishes bakery-style cookies from average kitchen bakes.
  • Kid Approved: My kids, Adams and Jana, love being part of the cookie assembly tutorial. It is a wonderful way to spend a rainy afternoon. These are the ultimate childhood candy cookies.
  • The Filling: Unlike a standard cookie, this stuffed cookies recipe features a brown sugar cinnamon spice blend that mimics the heart of a classic toaster pastry. It is a pop tart inspired cookies experience that feels premium.
  • Visual Appeal: With a beautiful drizzle icing for cookies on top, they look as though they came straight from a high end boutique bakery. If you enjoy making beautiful treats, you might also love my strawberry cheesecake cookies recipe.
  • Versatility: These soft cinnamon cookies are perfect for school bake sales, holiday parties, or just a quiet evening with a cup of coffee.

Ingredients for Brown Sugar Pop Tart Cookies

To make these frosted brown sugar cinnamon pop tart cookies, we need to focus on quality. Unsalted butter at room temperature is non negotiable for the proper creaminess. We use a combination of light brown sugar and dark brown sugar to get that deep molasses undertone. Cake flour provides the lift, while all-purpose flour gives us the bite. We will also need kosher salt, baking soda, and vanilla extract. For the filling and drizzle icing, have your powdered sugar, ground cinnamon, and a splash of milk ready. You can even add cinnamon chips for an extra punch.

Brown Sugar Pop Tart Cookies: A Family Favorite You'll Love!
Brown Sugar Pop Tart Cookies: A Family Favorite You’ll Love!

How to Make Brown Sugar Pop Tart Cookies

Step-by-Step Instructions

  1. Prepare the Filling: In a small bowl, whisk together the light brown sugar, ground cinnamon, and a teaspoon of all-purpose flour. This flour keeps the filling from leaking out during the bake. Set this aside.
  2. Cream the Butter and Sugars: In your stand mixer, cream the unsalted butter with both types of sugar until the mixture is light and fluffy. You want to see a pale tan color. Add the eggs and vanilla extract, beating until well combined.
  3. Mix Dry Ingredients: Sift together your cake flour, all-purpose flour, cornstarch, baking soda, and kosher salt. Slowly incorporate the dry mix into the wet ingredients. Do not overmix. We want soft chewy brown sugar pop tart cookies, not tough ones.
  4. The Gooey Center Cookie Technique: Scoop about two tablespoons of dough and flatten it in your palm. Place a teaspoon of the cinnamon filling in the center. Carefully fold the edges over to seal the filling completely. This stuffed cookie tutorial step is crucial to prevent a mess on your baking sheet.
  5. Chill the Dough: This is my secret. Let the balls chill in the fridge for at least 30 minutes. This ensures the buttery cookies do not spread too thin.
  6. Bake to Perfection: Preheat your oven to 350 degrees. Place the cookies on a parchment lined tray and bake for 10 to 12 minutes. The edges should be just barely golden.
  7. The Frosting: Once cooled, whisk powdered sugar, milk, and a touch of maple syrup to create a thick drizzle icing for cookies. Spread it over the top and sprinkle with a little extra cinnamon sugar.

Pro Tips & Variations

If you want to master how to make brown sugar pop tart cookies, keep these tips in mind. First, always use room temperature eggs to ensure the emulsion is smooth. If you are looking for brown sugar pop tart cookies no eggs, you can substitute a flax egg replacement, though the texture will be slightly denser. For my friends needing brown sugar pop tart cookies gluten free versions, I highly recommend Bob’s Red Mill 1-to-1 GF flour as it handles the stuffed cookies structure beautifully. For more guidance on specialized bakes, check out Sugar Spun Run for their take on the frosting consistency. If you want a fun twist, try adding crushed cinnamon chips into the dough itself. If you enjoy these warm flavors, you should definitely try my blueberry cheesecake swirl cookies recipe which offers a fruitier take on the stuffed cookie concept.

Brown Sugar Pop Tart Cookies Serving Suggestions

These brown sugar cinnamon cookies are a meal in themselves if you ask Jana, but I prefer to serve them alongside something that balances the sweetness. A cold glass of whole milk is the classic choice. For a sophisticated dessert plate, serve these alongside my buttery pecan snowballs recipe to offer a variety of textures. They also pair wonderfully with a hot cup of black coffee or even a spicy chai latte that complements the brown sugar cinnamon spice blend. If you are hosting a party, these make a great addition to a dessert board featuring homemade pop tarts and other nostalgia dessert recipe items.

Brown Sugar Pop Tart Cookies Storage & Reheating

To keep your soft baked cookies fresh, store them in an airtight container at room temperature for up to four days. If you find they have firmed up too much, a 5 second zap in the microwave will return them to that gooey filling cookies state we all love. These are also brown sugar pop tart cookies freezer friendly. You can freeze the baked cookies for up to three months. When you are ready for a treat, just let them thaw on the counter. You can also utilize the frozen cookie dough baking method by freezing the stuffed dough balls and adding two minutes to the bake time when you are ready for a fresh batch.

FAQ about Brown Sugar Pop Tart Cookies

Can I make these brown sugar pop tart cookies dairy free? Yes, you can substitute the unsalted butter for a high quality vegan butter and use almond milk in the frosting. What is the best way to get a thick icing? Use less milk than you think you need. The drizzle icing for cookies should be thick enough to hold its shape. Why did my filling leak out? Make sure the dough is completely sealed around the cinnamon filling and don’t forget the tiny bit of flour in the filling mix to stabilize it. If you love this type of filling, you might also enjoy my easy biscoff truffles recipe for another spiced treat.

Final Thoughts

Cooking for my family is my way of saying I love you without having to say a word. When I see Jana’s face light up at that first bite of a cinnamon sugar center, I know I have done my job as a father and a cook. These Brown Sugar Pop Tart Cookies are more than a recipe. They are a bridge between the childhood we remember and the memories we are building now. Thank you for letting me share a piece of my kitchen with you. Please save this to your favorite Pinterest board and leave a comment below telling me about your favorite childhood snack. Do not forget to subscribe for more warmth from MisterRecipes.com. Happy baking!

image of realistic top down mise en place shot showing unsalted butter granulated sugar light brown sugar dark brown sugar eggs vanilla extract cake flour all purpose flour cornstarch baking soda baking powder kosher salt ground cinnamon powdered sugar milk coconut oil maple syrup light corn syrup arranged on a white marble kitchen counter with healthy clear glass bowls and rustic brown wooden kitchen sets under soft diffuse daylight
Benjamin

Brown Sugar Pop Tart Cookies

Capture the nostalgic feeling of Saturday mornings in the '90s with these soft-baked Brown Sugar Pop Tart Cookies, featuring a gooey cinnamon sugar center wrapped in tender dough and topped with a drizzle icing for the ultimate comfort snack.
Prep Time 45 minutes
Cook Time 10 minutes
Total Time 55 minutes
Servings: 24 cookies
Course: Dessert
Cuisine: American
Calories: 150

Ingredients
  

For the Filling
  • 1/4 cup Light brown sugar
  • 2 tsp Ground cinnamon
  • 1 tsp All-purpose flour
For the Cookie Dough
  • 1 cup Unsalted butter at room temperature
  • 1/2 cup Light brown sugar
  • 1/2 cup Dark brown sugar
  • 2 Eggs large, at room temperature
  • 2 tsp Vanilla extract
  • 2 cups Cake flour
  • 1 cup All-purpose flour
  • 3 tbsp Cornstarch
  • 1 tsp Baking soda
  • 1 tsp Kosher salt
For the Drizzle Icing
  • 1 cup Powdered sugar
  • 2 tbsp Milk
  • 1 tsp Maple syrup
  • 1/4 tsp Ground cinnamon for sprinkling

Equipment

  • Stand Mixer
  • Baking sheet
  • Parchment paper
  • - Spatula

Method
 

Prepare the Filling
  1. In a small bowl, whisk together the light brown sugar, ground cinnamon, and all-purpose flour until evenly combined. Set aside.
Cream the Butter and Sugars
  1. In the bowl of a stand mixer fitted with the paddle attachment, beat the unsalted butter, light brown sugar, and dark brown sugar on medium speed until light and fluffy, about 3-4 minutes. The mixture should be pale in color.
  2. In a separate bowl, whisk together the cake flour, all-purpose flour, cornstarch, baking soda, and kosher salt. Gradually add this dry mixture to the butter-sugar mixture, mixing on low speed just until combined. Do not overmix.
  3. Mix in the eggs and vanilla extract until fully incorporated.
Assemble Stuffed Cookies
  1. Scoop about 1 1/2 tablespoons of dough (using a cookie scoop for uniformity) and flatten it slightly in your palm. Place about 1/2 teaspoon of the cinnamon filling in the center. Carefully fold the edges of the dough over the filling to seal it completely, rolling into a ball. Repeat with the remaining dough and filling.
  2. Place the stuffed dough balls on a plate or tray and refrigerate for at least 30 minutes to prevent spreading during baking.
  3. Preheat oven to 350°F (175°C). Line baking sheets with parchment paper. Arrange chilled dough balls on the baking sheets, spacing them about 2 inches apart. Bake for 10-12 minutes, until the edges are just barely golden. The centers may still look slightly underdone, but they will set as they cool. Allow cookies to cool on the baking sheet for 5 minutes before transferring to a wire rack to cool completely.
Prepare and Add the Icing
  1. In a small bowl, whisk together the powdered sugar, milk, and maple syrup until smooth and thick but pourable. If too thick, add more milk by the teaspoon. Drizzle the icing over the cooled cookies and sprinkle with a pinch of ground cinnamon for extra flavor.

Nutrition

Calories: 150kcalCarbohydrates: 21gProtein: 2gFat: 7g

Notes

These cookies are best enjoyed within a few days. Store in an airtight container at room temperature for up to 4 days or freeze for up to 3 months. To reheat, warm in the microwave for 10-15 seconds to restore the gooey center. For variations, add cinnamon chips to the dough or make them gluten-free with a 1-to-1 gluten-free flour blend.
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