
This hearty Brown Sugar Pop Tart Cookie recipe transforms the nostalgic breakfast pastry into a decadent dessert that brings back childhood memories with every bite. The soft cookie base cradles a gooey cinnamon brown sugar filling and gets topped with a sweet cinnamon glaze that perfectly mimics that iconic pop tart experience.
I first created these cookies during a rainy weekend when my kids were craving something sweet and nostalgic. The house filled with the aroma of cinnamon and brown sugar, and they've become our most requested special occasion treat ever since.
Ingredients
- Unsalted butter: for both cookie dough and filling creates a rich, tender texture and allows you to control the saltiness
- Light brown sugar: packs in that authentic pop tart flavor with its molasses notes and helps keep the cookies soft
- Cake flour: provides a more delicate crumb than all purpose flour would making these cookies extra tender
- Cornstarch: works with the cake flour to create an almost melt in your mouth texture
- Cinnamon: appears in both filling and glaze to achieve that signature pop tart profile
- Kosher salt: balances all the sweetness and enhances the cinnamon flavor
Step-by-Step Instructions
- Cream the butter and sugars:
- Beat room temperature butter with both sugars for a full 2 to 3 minutes until noticeably lighter in color. This incorporates air into the mixture creating a proper foundation for your cookies. Add eggs and vanilla and continue beating until the mixture looks fluffy and increased in volume.
- Mix the dry ingredients:
- Whisking the dry ingredients separately ensures even distribution of leavening agents and salt throughout the flour. When combining with wet ingredients, mix just until incorporated to avoid developing too much gluten which would make the cookies tough.
- Chill the dough:
- This crucial hour of refrigeration firms up the butter allowing the cookies to spread less during baking and making the dough easier to handle when stuffing with filling. Dont rush this step as it significantly impacts your final texture.
- Prepare the filling:
- Creating the brown sugar cinnamon mixture is simple but transformative. The small amount of cake flour helps stabilize the filling so it remains gooey but not runny when baked. Roll into small balls for easy insertion into the cookie dough.
- Stuff and shape the cookies:
- The technique of creating a well in half the dough portion, adding filling, then sealing with the remaining dough ensures the filling stays contained during baking. Take time to properly seal the edges to prevent leakage.
- Bake to perfection:
- Watch the cookies carefully in the last few minutes. The ideal cookie has just set edges while maintaining a soft center. Overbaking will result in a drier cookie that loses the signature pop tart softness.
- Glaze while cooling:
- The finishing touch that makes these truly pop tart cookies. The glaze should be fluid enough to spread but thick enough to set. Placing parchment under the rack makes cleanup simple after the glaze drips.

The cinnamon in this recipe is truly the star ingredient for me. I remember the first time I made these cookies, my youngest son took one bite and declared they were "even better than the real Pop Tarts" because the filling tasted fresher and more intense. That moment of watching his eyes light up is what makes baking so rewarding.
Mastering The Filling
Getting the filling just right takes these cookies from good to extraordinary. The key is achieving that nostalgic pop tart consistency that remains slightly gooey even after baking. If your filling seems too soft to roll into balls, refrigerate it for 10 minutes first. The small amount of cake flour acts as a stabilizer without making the filling cakey, allowing it to maintain that signature melty quality that makes brown sugar pop tarts so beloved.
Storage Solutions
These cookies maintain their quality remarkably well when stored properly. The high moisture content from the brown sugar helps them stay soft for days. For the freshest experience, store them in a single layer in an airtight container with parchment between layers to prevent sticking. While room temperature storage works well for 3 days, refrigeration extends their life up to a week without compromising texture. Just let them come to room temperature before serving for the best taste experience.
Make Ahead Options
The versatility of this recipe makes it perfect for planning ahead. The unbaked stuffed cookie dough freezes beautifully for up to three months, allowing you to bake fresh cookies whenever the craving strikes. For maximum convenience, freeze the stuffed dough balls on a baking sheet until solid, then transfer to freezer bags. When ready to bake, no need to thaw just add an extra minute or two to the baking time. This method ensures you always have a special treat ready for unexpected guests or sudden sweet tooth emergencies.
Frequently Asked Questions
- → How do I prevent flat cookies?
Ensure the butter is room temperature but not overly warm. It should feel cool to the touch and sit out for 1-2 hours before use.
- → Can I freeze these cookies?
Yes, baked cookies without icing can be frozen for up to 3 months. Thaw overnight and add icing before serving.
- → How do I store the cookies?
Store in an airtight container at room temperature for 3 days, or refrigerate for up to a week.
- → What makes the filling gooey?
The filling combines light brown sugar, softened butter, cinnamon, and a little cake flour for a smooth and gooey texture.
- → How do I work with chilled dough?
Let the dough sit at room temperature for 30 minutes if chilled longer than an hour to soften and make it easier to handle.