🎉 Introduction
If you grew up loving the toasty, cinnamon-sweet flavor of Brown Sugar Cinnamon Pop-Tarts, this recipe is about to hit you right in the nostalgia. These Brown Sugar Pop Tart Cookies take everything you love about those iconic pastries — buttery brown sugar filling, cinnamon spice, and that irresistible icing drizzle — and turn it into the ultimate soft, chewy cookie.
Imagine biting into a thick, bakery-style cookie that’s golden on the outside and gooey on the inside, bursting with warm cinnamon flavor and topped with a silky brown sugar glaze. These cookies are perfect for cozy weekends, gifting, or pairing with a cup of coffee or tea. They taste just like a Pop-Tart — only better, fresher, and homemade.
🧰 Equipment Needed
- Mixing bowls (large and medium)
- Electric hand mixer or stand mixer
- Measuring cups and spoons
- Silicone spatula
- Baking sheets
- Parchment paper or silicone baking mats
- Wire cooling rack
- Whisk
- Small saucepan (for glaze)
🛒 Ingredients
For the Cookies:
- 2 ½ cups all-purpose flour
- 1 teaspoon baking soda
- ½ teaspoon baking powder
- ½ teaspoon salt
- 2 teaspoons ground cinnamon
- ¾ cup unsalted butter, softened
- 1 ¼ cups packed light brown sugar
- ¼ cup granulated sugar
- 1 large egg + 1 egg yolk
- 2 teaspoons vanilla extract
For the Brown Sugar Cinnamon Filling:
- ¼ cup butter
- ½ cup brown sugar
- 2 teaspoons cinnamon
- 1 tablespoon flour
For the Glaze:
- 1 cup powdered sugar
- 2 tablespoons brown sugar
- ½ teaspoon cinnamon
- 1 tablespoon melted butter
- 2–3 tablespoons milk (adjust for consistency)
- ½ teaspoon vanilla extract
👩🍳 Directions
Step 1: Make the Filling
- In a small saucepan, melt butter over medium heat.
- Stir in brown sugar, cinnamon, and flour until smooth and slightly thickened.
- Remove from heat and cool slightly — it should have a paste-like texture.
Step 2: Make the Cookie Dough
- Preheat your oven to 350°F (175°C). Line baking sheets with parchment paper.
- In a medium bowl, whisk together flour, baking soda, baking powder, salt, and cinnamon.
- In a large bowl, beat butter, brown sugar, and granulated sugar until light and fluffy (about 2–3 minutes).
- Add egg, yolk, and vanilla, mixing until combined.
- Gradually add dry ingredients, mixing until a soft dough forms.
Step 3: Assemble the Cookies
- Scoop dough into balls (about 2 tablespoons each).
- Flatten slightly and spoon about ½ teaspoon of the brown sugar filling into the center.
- Top with another small piece of dough and pinch the edges to seal.
- Gently roll into a ball again and place on the baking sheet, leaving space between each cookie.
Step 4: Bake
- Bake for 10–12 minutes, or until edges are lightly golden but centers look slightly underbaked — they’ll finish setting as they cool.
- Let cool on the pan for 5 minutes before transferring to a wire rack.
Step 5: Make the Glaze
- In a small bowl, whisk together powdered sugar, brown sugar, cinnamon, melted butter, and vanilla.
- Add milk gradually until the glaze reaches a smooth, pourable consistency.
Step 6: Glaze and Set
- Drizzle or spread the glaze over cooled cookies.
- Let sit for about 15 minutes to allow the glaze to firm up before serving.
🍽️ Servings & Timing
- Servings: 18–20 cookies
- Prep Time: 20 minutes
- Bake Time: 12 minutes
- Cooling & Glazing: 20 minutes
- Total Time: 50–55 minutes
🧊 Storage & Reheating
- Room Temperature: Store in an airtight container for up to 4 days.
- Refrigerate: Keep for up to 1 week for longer freshness.
- Freeze: Freeze baked (unglazed) cookies for up to 2 months. Thaw and glaze when ready to serve.
- Reheat: Microwave for 10 seconds for that “freshly baked Pop-Tart” warmth.
🥄 Variations
- Frosted Brown Sugar Pop Tart Style: Pipe the glaze in neat rectangles like a classic Pop-Tart look.
- Add a Crunch: Sprinkle coarse brown sugar or cinnamon crumble on top before baking.
- Cinnamon Roll Twist: Swirl in cream cheese frosting instead of glaze.
- Chocolate Drizzle: Add a thin chocolate zigzag on top for an indulgent look.
- Salted Caramel Glaze: Swap the glaze for caramel sauce with a touch of sea salt.
- Maple Version: Replace brown sugar in the glaze with maple syrup for a cozy fall flavor.
- Stuffed Surprise: Add a tiny dollop of cream cheese or Nutella inside the cookie before baking.
- Mini Cookies: Make bite-sized versions for snack boxes or parties.
- Gluten-Free Option: Use a 1:1 gluten-free baking flour blend.
- Espresso Infusion: Add ½ teaspoon espresso powder to the dough for a coffeehouse twist.
❓ 10 FAQs
- Do these really taste like Pop-Tarts?
Yes! The cinnamon-brown sugar filling and glaze mimic the Pop-Tart flavor but in a soft, chewy cookie form. - Can I use dark brown sugar instead of light?
Absolutely — it’ll give a deeper caramel flavor. - Can I chill the dough?
Yes, chilling for 30 minutes enhances the flavor and prevents spreading. - Can I skip the filling?
You can, but that rich brown sugar center is what makes them special. - How do I make them extra chewy?
Slightly underbake them and let them cool on the pan. - Can I use margarine instead of butter?
Butter is preferred for flavor, but margarine works if needed. - Can I double the recipe?
Definitely! These freeze beautifully. - Do I need to refrigerate after glazing?
Not necessary — room temperature storage works fine unless it’s very warm. - What kind of flour should I use?
All-purpose flour gives the perfect texture; avoid bread flour. - Can I turn this into bars instead of cookies?
Yes! Press dough into a 9×13-inch pan, bake for 18–20 minutes, and glaze when cool.
🏁 Conclusion
These Brown Sugar Pop Tart Cookies are everything you love about the nostalgic toaster pastry — soft, sweet, and cinnamon-kissed — but in a rich, homemade cookie form. Each bite delivers a cozy wave of buttery brown sugar and a melt-in-your-mouth texture that’s pure comfort. They’re perfect for holidays, bake sales, or anytime you need a little treat that tastes like childhood memories baked fresh from scratch.
Serve them warm, glaze dripping slightly down the sides, with a tall glass of milk or hot coffee — and prepare for everyone to ask for the recipe.

Brown Sugar Pop Tart Cookies
Ingredients
Equipment
Method
- In a small saucepan, melt butter over medium heat.
- Stir in brown sugar, cinnamon, and flour until smooth and slightly thickened.
- Remove from heat and cool slightly — it should have a paste-like texture.
- Preheat your oven to 350°F (175°C). Line baking sheets with parchment paper.
- In a medium bowl, whisk together flour, baking soda, baking powder, salt, and cinnamon.
- In a large bowl, beat butter, brown sugar, and granulated sugar until light and fluffy (about 2–3 minutes).
- Add egg, yolk, and vanilla, mixing until combined.
- Gradually add dry ingredients, mixing until a soft dough forms.
- Scoop dough into balls (about 2 tablespoons each).
- Flatten slightly and spoon about ½ teaspoon of the brown sugar filling into the center.
- Top with another small piece of dough and pinch the edges to seal.
- Gently roll into a ball again and place on the baking sheet, leaving space between each cookie.
- Bake for 10–12 minutes, or until edges are lightly golden but centers look slightly underbaked — they’ll finish setting as they cool.
- Let cool on the pan for 5 minutes before transferring to a wire rack.
- In a small bowl, whisk together powdered sugar, brown sugar, cinnamon, melted butter, and vanilla.
- Add milk gradually until the glaze reaches a smooth, pourable consistency.
- Drizzle or spread the glaze over cooled cookies.
- Let sit for about 15 minutes to allow the glaze to firm up before serving.
Notes
Yes! The cinnamon-brown sugar filling and glaze mimic the Pop-Tart flavor but in a soft, chewy cookie form. Can I use dark brown sugar instead of light?
Absolutely — it’ll give a deeper caramel flavor. Can I chill the dough?
Yes, chilling for 30 minutes enhances the flavor and prevents spreading. Can I skip the filling?
You can, but that rich brown sugar center is what makes them special. How do I make them extra chewy?
Slightly underbake them and let them cool on the pan. Can I use margarine instead of butter?
Butter is preferred for flavor, but margarine works if needed. Can I double the recipe?
Definitely! These freeze beautifully. Do I need to refrigerate after glazing?
Not necessary — room temperature storage works fine unless it’s very warm. What kind of flour should I use?
All-purpose flour gives the perfect texture; avoid bread flour. Can I turn this into bars instead of cookies?
Yes! Press dough into a 9×13-inch pan, bake for 18–20 minutes, and glaze when cool. 🏁 Conclusion These Brown Sugar Pop Tart Cookies are everything you love about the nostalgic toaster pastry — soft, sweet, and cinnamon-kissed — but in a rich, homemade cookie form. Each bite delivers a cozy wave of buttery brown sugar and a melt-in-your-mouth texture that’s pure comfort. They’re perfect for holidays, bake sales, or anytime you need a little treat that tastes like childhood memories baked fresh from scratch. Serve them warm, glaze dripping slightly down the sides, with a tall glass of milk or hot coffee — and prepare for everyone to ask for the recipe.