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    Home ยป Recipes ยป Gourmet Cookies

    Frosted Brown Sugar Cinnamon Pop Tart Cookies

    August 29, 2024 By Sam 75 Comments

    This post may contain affiliate links. As an Amazon Associate I earn from qualifying purchases. Please read my disclosure policy.
    Jump to Recipe Jump to Video
    collage of Frosted Brown Sugar Cinnamon Pop Tart Cookies, top image of single cookies cut open and stacked, bottom image of multiple cookies on cooling rack

    These buttery brown sugar cinnamon pop tart cookies will blow your mind! They taste like a gourmet version of the beloved breakfast treat (but SO much better!). Recipe includes a how-to video!

    Two halves of a brown sugar cinnamon pop tart cookie stacked on top of each other.

    Why You Should Try These Cookies

    • Their nostalgic taste will bring you right back to your childhood! We really nailed the brown sugar cinnamon pop tart flavor and look here, right down to the shiny glaze (it’s the same one I use in my homemade brown sugar pop tarts).
    • While the glaze dries nice and firm, the cookies are irresistibly tender, thanks to cake flour. Cake flour also makes for a thicker dough, which helps hold in the brown sugar cinnamon filling.
    • They are a bit of a labor of love, but you can prepare them in stages so you don’t have to do everything at once. I also include instructions for freezing the dough, which can be done for several months.
    • Impressive, bakery-style look and size. These will fly off the table at a bake sale!

    Adding another gourmet cookie to my collection today! These brown sugar cinnamon pop tart cookies are equal parts impressive and nostalgic (like my cosmic cookies). They are a bit time consuming but well worth it, just like the rest of my gourmet cookie recipes. I can’t wait for you to try them, so let’s dive right in!

    Ingredients

    Before we get started, I’ll go over a few of the key ingredients that make these brown sugar cinnamon pop tart cookies so special.

    Overhead view of ingredients including brown sugar, cinnamon, butter, and more.
    • Flour. We will use cake flour in the cookies and all-purpose flour in the filling. I tend to reach for cake flour when making many of my gourmet cookie recipes; this is because cake flour yields thicker, yet more tender results.
    • Brown sugar. I found that dark brown sugar was too rich to use in the dough and the filling, but it worked nicely for color and flavor in the glaze. If you don’t have it on hand, though, you don’t have to run out and get more; light brown sugar will work. 
    • Cornstarch. This adds structure to the dough and helps it hold in that brown sugar cinnamon filling.
    • Milk. This is for our icing; any kind will work. Start with only one tablespoon and add more as needed. You may need that full extra tablespoon, just a splash, or you may not need it at all.
    • Corn syrup. Just a bit makes our icing the perfect consistency and gives it that shiny, pop tart look! This is a key ingredient in my sugar cookie icing as well. Remember, corn syrup is not the same thing as high fructose corn syrup! Glucose syrup will also work.

    SAM’S TIP: You can skip the corn syrup in the icing, but just know that your icing won’t set as nicely or have that pretty shine (and you’d probably need more milk to get the right consistency!).

    As always, this is just an overview of the ingredients I used and why. For the full recipe please scroll down to the bottom of the post!

    How to Make Pop Tart Cookies

    Make the Dough

    Four photos showing cookie dough being prepared for pop tart cookies.
    1. Cream the butter and sugars until light and fluffy.
    2. Stir in the eggs and vanilla, then set aside.
    3. Combine the dry ingredients in a separate bowl, then gradually add them to the wet ingredients. Don’t add them all at once or you will be left with a very dry, stiff dough. I do this in 4-5 parts.
    4. Cover and chill the dough in the fridge.

    Make the Filling

    Two photos showing a brown sugar cinnamon filling being prepared.
    1. Beat the butter, sugar and vanilla until smooth.
    2. Stir in the dry ingredients, then set aside.

    Assemble & Bake

    Four photos showing a brown sugar cinnamon filling being added to cookie dough balls before baking.
    1. Divide a large scoop of dough in half and make each half into a nest. Add a scoop of your filling into one nest. I demonstrate this in the video below, if you need more of a visual!
    2. Add your second half of dough over the filling then seal the dough into a smooth ball. Repeat with your remaining dough and filling.
    3. Freeze your cookies, then place on parchment lined baking sheets. I work with just 4-6 cookies at a time and recommend you do the same.
    4. Bake until light golden brown and let cool completely before icing.

    Icing

    Two photos showing a brown sugar cinnamon glaze being added to pop tart cookies.
    1. Whisk the icing ingredients together until smooth, adding more milk as needed until the icing ribbons off your whisk.
    2. Drizzle over your cookies and let set before enjoying. We found that the cookies seemed too sweet when the icing was still wet, but they tasted perfectly balanced when it was set.

    SAM’S TIP: Letting the cookies cool completely on the baking sheet is key to achieving a soft and chewy texture. We will slightly underbake them in the oven and let them finish on their baking sheets. As a result, they are very fragile when they are fresh from the oven, so don’t try to move them while they are still warm.

    Overhead view of pop tart cookies topped with a brown sugar cinnamon glaze.

    Frequently Asked Questions

    Can I make the dough in advance?

    Yes, but I don’t recommend chilling the dough itself longer than 30-60 minutes, since it becomes very difficult to scoop after chilling. Instead, I recommend freezing the cookie dough balls after stuffing them; you can do this for up to a few months if you follow the instructions in my how to freeze cookie dough post.

    My filling spilled out! Why?

    This can happen if you didn’t use enough dough when forming your cookies, didn’t place the filling properly (it really needs to be in the center!), or if your dough was too soft/warm. Definitely check out my video below if this happens to you so you can see exactly how I fill the cookies!

    Do I have to use cake flour?

    I highly recommend cake flour in this recipe for the best texture and results. Using all-purpose flour would yield cookies that aren’t quite as soft or tender. If you only have all-purpose flour on hand, I do include instructions for substituting in the recipe notes below.

    Pop tart cookies filled with a brown sugar cinnamon filling and topped with a cinnamon glaze on a cooling rack.

    I’ve been having a lot of fun in the kitchen making up new flavors of cookies (like my blueberry muffin cookies and coffee cake cookies), let me know if there are any other fun flavors that you’d like me to tackle next!

    Enjoy!

    Let’s bake together! Subscribe to my newsletter to be notified of all the newest recipes, and find my free recipe tutorials on YouTube 💜

    Two halves of a brown sugar cinnamon pop tart cookie stacked on top of each other.

    Frosted Brown Sugar Cinnamon Pop Tart Cookies

    These buttery brown sugar cinnamon pop tart cookies will blow your mind! They taste like a gourmet version of the beloved breakfast treat (but SO much better!).
    Recipe includes a how-to video!
    4.91 from 20 votes
    Print Pin Rate
    Prevent your screen from going dark
    Course: cookie, Dessert
    Cuisine: American
    Prep Time: 35 minutes minutes
    Cook Time: 14 minutes minutes
    Chilling Time: 45 minutes minutes
    Total Time: 1 hour hour 34 minutes minutes
    Servings: 12 cookies
    Calories: 582kcal
    Author: Sam Merritt

    Ingredients

    • 1 cup (226 g) unsalted butter softened (226g)
    • 1 cup (200 g) granulated sugar 200g
    • ½ cup (100 g) light brown sugar firmly packed (100g)
    • 2 large eggs room temperature preferred
    • 1 teaspoon vanilla extract
    • 4 cups (450 g) cake flour 450g
    • 2 Tablespoons cornstarch
    • 2 teaspoons baking powder
    • ¼ teaspoon baking soda
    • ¾ teaspoon salt

    Filling

    • 5 Tablespoons (70 g) unsalted butter softened (70g)
    • ¾ cup (150 g) light brown sugar firmly packed (150g)
    • ¼ teaspoon vanilla extract
    • 3 Tbsp (24 g) all-purpose flour 24g
    • ½ teaspoon ground cinnamon
    • ⅛ teaspoon table salt

    Icing

    • 1 ½ cups (190 g) powdered sugar
    • 3 Tablespoons (38 g) dark brown sugar firmly packed (may substitute light brown sugar) (38g)
    • 1-2 Tablespoons milk
    • 1 ½ Tablespoons light corn syrup
    • ½ teaspoon vanilla extract
    • ⅛ teaspoon ground cinnamon

    Recommended Equipment

    • Mixing bowls
    • Baking sheet
    • Parchment Paper
    • 1 Tablespoon Cookie scoop
    • Large cookie scoop

    Instructions

    Prepare the cookie dough

    • Combine butter and sugars in a large mixing bowl and use an electric mixer (or stand mixer fitted with paddle attachment) to beat until light, fluffy, and well-creamed).
      1 cup (226 g) unsalted butter, 1 cup (200 g) granulated sugar, ½ cup (100 g) light brown sugar
    • Add eggs and vanilla extract and stir again until thoroughly combined. Set aside.
      2 large eggs, 1 teaspoon vanilla extract
    • In a separate, medium-sized mixing bowl whisk together flour, cornstarch, baking powder, baking soda and salt.
      4 cups (450 g) cake flour, 2 Tablespoons cornstarch, 2 teaspoons baking powder, ¼ teaspoon baking soda, ¾ teaspoon salt
    • Gradually add dry ingredients to wet (in 4 or 5 parts) stirring until completely combined.
    • Cover dough tightly with plastic wrap and transfer to the refrigerator to chill for 30-60 minutes (note I do not recommend chilling longer than this, as the dough becomes difficult to manage).
    • While the dough chills, prepare the filling.

    For the filling

    • In a medium-sized mixing bowl, combine butter, sugar, and vanilla and stir or beat with an electric mixer until smooth and creamy.
      5 Tablespoons (70 g) unsalted butter, ¾ cup (150 g) light brown sugar, ¼ teaspoon vanilla extract
    • Sprinkle flour, cinnamon, and salt over the butter/sugar mixture and stir until well-combined.
      3 Tbsp (24 g) all-purpose flour, ½ teaspoon ground cinnamon, ⅛ teaspoon table salt

    Assembly

    • Remove chilled cookie dough from the refrigerator and scoop by ¼ cup (3 oz/85g). Break the scoop in half and form one half into a nest. Firmly scoop a Tablespoon of the brown sugar filling and scoop into the nest you just made in the center of the cookie dough. Take the other half of the cookie dough, likewise form it into a flattened nest shape and form it around the top of the filling to seal the filling inside in the center (I show how to do this in the video). Make sure the filling is completely concealed and centered. Repeat until all cookie dough and filling is used.
    • Place cookie dough on large plate or baking sheet and place in the freezer for 15-30 minutes (see note to chill longer, this dough freezes well). (note: you may chill this cookie dough longer, for days or even weeks, just make sure to transfer the dough to an airtight container (and if I’m chilling longer than a week I individually wrap each cookie dough ball in plastic wrap before freezing). Meanwhile, preheat your oven to 375F (190C) and line a baking sheet with parchment paper. .
    • Once cookie dough has chilled and oven is preheated, remove from freezer and place on parchment paper lined baking sheet, spacing cookies at least 2” apart (I only bake 4-6 cookies at a time). Transfer to center rack of 375F (190C) and bake for 14 minutes, until the very edges of the cookies are just beginning to turn a light golden brown. Remove from oven and allow to cool completely on baking sheet (cookies are fragile when warm!) before icing.

    For the Icing

    • In a small bowl, combine powdered sugar, brown sugar, 1 Tablespoon of milk, corn syrup, vanilla extract and cinnamon. Whisk until smooth, adding additional milk as needed until mixture is smooth and ribbons off the whisk (the ribbon that falls should hold its shape for several seconds before dissolving back into the bowl, any thinner and it will take painfully long for your icing to set on the cookies!).
      1 ½ cups (190 g) powdered sugar, 3 Tablespoons (38 g) dark brown sugar, 1-2 Tablespoons milk, 1 ½ Tablespoons light corn syrup, ½ teaspoon vanilla extract, ⅛ teaspoon ground cinnamon
    • Immediately drizzle over cooled cookies. Allow to set before enjoying (note it could take up to several hours for the icing to harden completely, depending on how thin/thick your icing is).

    Notes

    All-purpose flour

    I highly recommend using cake flour for best results, the cookies will be softer and more tender this way. However, if you must substitute cake flour you would use 3 โ…” cup (450g).

    Storing

    Store in an airtight container at room temperature for up to 4 days.

    Freezing cookie dough

    After filling your cookie dough balls you can freeze for longer than 15 minutes, it will keep for several months in the freezer. If freezing for longer than an hour, I recommend following my instructions on how to freeze cookie dough and note that it will likely take longer to bake when baked straight from the freezer.

    Nutrition

    Serving: 1cookie | Calories: 582kcal | Carbohydrates: 92g | Protein: 6g | Fat: 22g | Saturated Fat: 13g | Polyunsaturated Fat: 1g | Monounsaturated Fat: 6g | Trans Fat: 1g | Cholesterol: 81mg | Sodium: 269mg | Potassium: 98mg | Fiber: 1g | Sugar: 59g | Vitamin A: 661IU | Vitamin C: 0.004mg | Calcium: 91mg | Iron: 1mg

    Nutritional information is based on third-party calculations and should be considered an estimate only. Actual nutritional content will vary based upon brands used, measuring methods, cooking method, portion sizes, and more.

    Tried this recipe? Show me on Instagram!Mention @SugarSpun_Sam or tag #sugarspunrun!

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    Reader Interactions

    Comments

    1. Samd

      February 18, 2025 at 6:52 pm

      5 stars
      Truly amazing!!!! Iโ€™m so thankful I doubled the recipe ๐Ÿ˜

      Reply
      • Sam

        February 19, 2025 at 1:45 pm

        I’m so glad you enjoyed them so much! ๐Ÿ™‚

        Reply
    2. Jessica

      February 12, 2025 at 2:48 pm

      Hi, one the cookies are stuffed can you put them in the fridge instead of the freezer ?

      Thank you

      Reply
      • Sam

        February 13, 2025 at 3:36 pm

        Hi Jessica! It might work. It will definitely need to chill longer in the refrigerator. The freezer is your best bet here. ๐Ÿ™‚

        Reply
    3. Brenda Lewandoski

      February 12, 2025 at 9:37 am

      5 stars
      These are amazing! ๐Ÿคฉ The cinnamon center brings you back to your childhood days eating a warm pop tart ๐Ÿ’•YUM! My husband is also a big fan!

      Reply
      • Sam

        February 12, 2025 at 4:47 pm

        I’m so glad everyone enjoyed them so much, Brenda! ๐Ÿ™‚

        Reply
    4. Jean

      January 26, 2025 at 7:38 pm

      5 stars
      Super tasty! I baked mine more than 14 min and they still sunk a bit in the middle (even though they were cooked enough). Theyโ€™re very large, so next time I would probably make them a bit smaller; 50-60g instead of 84g.
      Will definitely make again!

      Reply
      • Sam

        January 28, 2025 at 11:15 am

        I’m glad you enjoyed them, Jean! ๐Ÿ™‚

        Reply
    5. J

      January 19, 2025 at 10:52 am

      4 stars
      so I just finished these cookies. the cookie part is great and easy to make. very similar to the pop tart, but I hope I just didn’t ruin these with the frosting. I taaes the frosting before hand and added more cinnamon, but it didn’t help. I wanted to stay true to the recipe, but the frosting is just tasteless and terribly sweet. Maybe it’s the light corn syrup…just bad.
      if you make them please find a better frosting

      Reply
      • Rachel

        January 24, 2025 at 9:56 pm

        could these be made dairy free?

        Reply
        • Sam

          January 28, 2025 at 12:12 pm

          Hi Rachel! I’m not sure how it would be done. I haven’t tried it. ๐Ÿ™

    6. Kat

      January 09, 2025 at 1:23 am

      4 stars
      Solid cookie dough recipe. Iโ€™m saving this one for other holiday cookies. The filling ended up being scant. Definitely double up on the filling recipe.

      Reply
    7. Jordan

      December 04, 2024 at 6:44 pm

      5 stars
      Delicious! These are more fiddly and require more time than the average cookies, but they are a definite showstopper. I added maple extract to the glaze, and next time will also add it to the filling as well.

      Reply
      • Sam

        December 05, 2024 at 11:50 am

        I’m so glad you enjoyed it so much, Jordan! ๐Ÿ™‚

        Reply
    8. Donna MacLean

      November 27, 2024 at 6:08 am

      Have you tried freezing these after being baked? I try to make my cookies ahead of Christmas. So I am always looking for recipes that freeze well. Thanks.

      Reply
      • Sam

        November 27, 2024 at 6:46 am

        Hi Donna! I recommend freezing the cookie dough balls after stuffing them; you can do this for up to a few months if you follow the instructions in my how to freeze cookie dough post.

        Reply
        • Donna MacLean

          November 27, 2024 at 8:26 am

          Thank you that would work. Baking just day before is fine. It’s all the prep and cleanup that’s a time problem. ๐Ÿ™‚

        • Donna MacLean

          January 04, 2025 at 6:47 am

          Thanks Sam. I did that and it worked.

    9. Christy

      November 09, 2024 at 11:16 am

      5 stars
      My whole family loved these!

      Reply
      • Sam

        November 11, 2024 at 10:35 am

        I’m so glad everyone enjoyed them so much, Christy! ๐Ÿ™‚

        Reply
      • Lori Huhn

        January 21, 2025 at 8:36 pm

        question have you made these with other filling.

        Reply
        • Sam

          January 22, 2025 at 1:32 pm

          Hi Lori! I do have a strawberry pop tart cookie! ๐Ÿ™‚

    10. DJ

      November 08, 2024 at 7:31 pm

      Iโ€™d love to try these but we are gluten free. Do you have any GF cake flower recommendations?

      Reply
      • Sam

        November 12, 2024 at 7:08 am

        Hi DJ! Unfortunately I do not have a good recommendation for you, but if you do find one I would love to know so I can share with others. ๐Ÿ™‚

        Reply
    11. Laurinda

      October 29, 2024 at 8:20 pm

      5 stars
      I make cookies for the Folks I work with at the Post Office. I was looking for something new and saw your YouTube. I always loved this flavor of Pop Tarts, so I tried them. They turned our great. They taste better than the original Pop Tarts because they are softer. One of the Carriers said I need to add these to my rotation. Only problem is that they are so large, ( I got 14 ) that I need to make more. Can I increase to a batch and a half do you think?

      Reply
      • Sam

        October 30, 2024 at 6:31 am

        I’m so glad everyone enjoyed them so much, Laurinda! You shouldn’t have any issues increasing teh recipe. ๐Ÿ™‚

        Reply
    12. Julie Dostie

      October 14, 2024 at 7:45 pm

      That was easy. Thank you

      Reply
    13. Julie Dostie

      October 13, 2024 at 3:03 pm

      Is there a video?

      Reply
      • Sam

        October 14, 2024 at 7:12 am

        Hi Julie! There is a video directly above the recipe, but if you have an ad blocker enabled it will prevent the video from playing. You can always find my videos on YouTube as well. ๐Ÿ™‚

        Reply
    14. Madison N

      October 02, 2024 at 4:08 pm

      The first time I made the cookies they worked perfectly but every time i make them the dough gets sticker and sticker and i cant work with it anymore and idk what to do i need help.

      Reply
      • Sam

        October 04, 2024 at 7:27 am

        Hi Madison! I’m so sorry to hear this is happening! Is this all from the same batch of dough or separate doughs? If it’s the same batch of dough I would just stick it back in the refrigerator for a couple of minutes to chill. If this is separate batches of dough, the really sticky ones may just need a touch more flour added in. I hope this helps! ๐Ÿ™‚

        Reply
        • Madison N

          October 04, 2024 at 3:35 pm

          They are separate batches. I have made them four separate times and the first time I made them is the only time I sceccded. Iโ€™ve tried adding more flour and chilling it longer and it seemed to of made it worse. Idk if itโ€™s my measurements or what but my family loves these cookies and Iโ€™d love to find a solution so I can keep making them.

        • Sam

          October 04, 2024 at 3:44 pm

          That’s very frustrating, I’m so sorry! Are there any ingredient substitutions being used? Is the butter terribly warm? Are you using a kitchen scale, could it be an issue with the scale? Adding flour should definitely work so I’m honestly puzzled ๐Ÿ™

    15. Donald Evans

      September 26, 2024 at 7:53 pm

      5 stars
      These were the first of your gourmet cookies that I have tried. People enjoyed them. I look forward to trying more of your recipes.

      Reply
      • Sam

        September 27, 2024 at 7:11 am

        I’m so glad everyone enjoyed them and I hope they love all of the cookies! ๐Ÿ™‚

        Reply
      • jenny

        September 28, 2024 at 2:22 pm

        the video doesn’t match the recipe

        Reply
        • Sam

          September 30, 2024 at 10:52 am

          I’m so sorry, Jenny! I will correct that now. ๐Ÿ™‚

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