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Gluten Free Cinnamon Roll Sugar Cookies

Gluten Free Cinnamon Roll Sugar Cookies

These gluten free cinnamon roll sugar cookies somehow manage to be soft and tender, and even light and flaky. Just like a “real” cinnamon roll—but in a neat little cookie. And no rising time. They’re cookies, after all!

These gluten free cinnamon roll sugar cookies somehow manage to be soft and tender, and even light and flaky. Just like a "real" cinnamon roll—but in a neat little cookie.

How many sugar cookie recipes do we really need? (spoiler: lots)

Maybe you thought a sugar cookie was a sugar cookie. How many recipes do we really need for the same basic cookie? Well, like pastry recipes that might as ultra-layered and flaky as puff pastry or as simple as drop biscuits, sugar cookies are some of the most versatile of all cookies.

Lofthouse-style cookies, which are the bakery cookies that you’ll find by the grocery store entrance, decorated in whatever holiday is afoot, are a must-have all year long. They’ll hold any shape you can dream of, but you do have to roll out the cookie dough to cut out shapes.

If you’re just not going to roll out cookie dough and are happy with a simple round cookie, check out our recipe for drop sugar cookies. You can dress them up with sprinkles or coarse sugar crystals on the outside, and they’re super festive.

Tied for my favorite type of “basic” sugar cookie are our thin and chewy sugar cookies. They’re drop cookies, too, but they spread into a thin and chewy classic, much like the Archway brand cookies of my salad 🥗days.

How are these cookies different?

These cinnamon roll sugar cookies are modeled after those cutout sugar cookies, but crisp underneath and on the outside from the added brown sugar. The cookie dough itself is super tender, and the cinnamon sugar makes the whole house smell like fall.

These cookies can even be eaten like a real cinnamon roll: unfurl them slowly and tear off sections, then let the slightly crisp edges give way to that melt-in-your-mouth inside. Or, just pop one straight into your mouth in an instant. 

These gluten free cinnamon roll sugar cookies somehow manage to be soft and tender, and even light and flaky. Just like a "real" cinnamon roll—but in a neat little cookie.

How to make these gluten free cinnamon roll sugar cookies

This recipe is pretty similar to the Lofthouse-style cut-out sugar cookies, with another egg and a bit more butter so they’re slightly softer and brown a bit more. The dough is a bit softer than the classic cut-outs, which means that the tightly wound rolls of filled cookie dough unfurl a bit as they bake.

To make the cookie dough itself, you can watch the video that pairs with our Lofthouse-style cut-out sugar cookies recipe, since the base recipe is almost identical. Since the dough is a bit softer, it’s best to roll it out between two sheets of unbleached parchment paper. 

Next, it’s best to chill the rolled-out dough a bit until it’s relatively firm to the touch (but not stiff). That will help it hold its shape as you add the filling, and then finish shaping the dough.

Once the dough has been chilled, peel back the top layer of parchment paper, and cover the dough completely, from edge to edge, with a thin layer of softened butter. Then, the cinnamon and brown sugar filling is added on top, and the 12-inch square cut into 4 equal 6-inch squares.

These gluten free cinnamon roll sugar cookies somehow manage to be soft and tender, and even light and flaky. Just like a "real" cinnamon roll—but in a neat little cookie.

Then, roll each 6-inch square tightly from one side to the other, and roll the outside in a bit more brown sugar to coat the outsides. If the brown sugar isn’t sticking well, try moistening the outside of each roll slightly first.

Slice each coil from top to bottom, in cross-section, into 6 rolls each for a total of 24 cookies. For the most beautiful cookies that unfurl and separate a bit during baking, don’t chill the dough again. 

Gluten Free Cinnamon Roll Sugar Cookies

Ingredients and substitutions

Dairy-free: There is butter in both the cookie recipe and in the filling. I have successfully replaced the butter in the cookie dough with Melt brand vegan butter, but the cookies don’t hold their shape quite as well.

You might have a better result with half vegan butter, half Spectrum brand butter-flavored nonhydrogenated vegetable shortening. I would recommend using that for the filling as well.

For the milk in the frosting, you can use any unsweetened nondairy milk. My favorite is unsweetened almond milk, but nearly any milk of traditional thickness will do here (or even water). 

Egg-free: There are two eggs in the cookie dough, and you should be able to replace each of them with a “chia egg” (1 tablespoon ground white chia seeds + 1 tablespoon lukewarm water, mixed and allowed to gel). In such pale cookies, you may see some flecks of chia in the cookies, but they get decorated with cinnamon and sugar, so they should be able to hide in plain sight.

These gluten free cinnamon roll sugar cookies somehow manage to be soft and tender, and even light and flaky. Just like a real cinnamon roll—but in a neat little cookie.

 

These gluten free cinnamon roll sugar cookies somehow manage to be soft and tender, and even light and flaky. Just like a "real" cinnamon roll—but in a neat little cookie.Gluten Free Cinnamon Roll Sugar Cookies

Like this recipe?

Prep time: Cook time: Yield: 24 cookies

Ingredients

For the cookies
2 cups (280 g) all purpose gluten free flour (I used Better Batter)

1 teaspoon xanthan gum (omit if your blend already contains it)

3/4 teaspoon baking powder

1/4 teaspoon kosher salt

1/2 cup (100 g) granulated sugar

3 tablespoons (22 g) confectioners’ sugar

9 tablespoons (126 g) unsalted butter, at room temperature

2 eggs (100 g, weighed out of shell) at room temperature, beaten

1/2 teaspoon pure vanilla extract

For the filling
2 tablespoons (28 g) unsalted butter, at room temperature

3/4 cup (164 g) packed light brown sugar

1 1/4 teaspoons ground cinnamon, plus more for sprinkling

For the glaze
3/4 cup (86 g) confectioners’ sugar

1 tablespoon milk (any kind), plus more by the 1/4 teaspoonful if necessary

Directions

  • Preheat your oven to 350°F. Line rimmed baking sheets with unbleached parchment paper and set them aside.

  • First, make the cookie dough. In a large bowl, place the flour, xanthan gum, baking powder, salt, granulated sugar and confectioners’ sugar and whisk to combine well. Add the butter, eggs and vanilla, and mix to combine. The dough will be thick and smooth.

  • Roll the dough between two sheets of unbleached parchment paper into a 12-inch square, a bit less than 1/3-inch thick. For the cleanest rolls, chill the rolled-out dough in the refrigerator for about 10 minutes or until firm to the touch.

  • When the cookie dough is ready to handle, remove the top sheet of parchment paper, and spread the butter from the filling in an even layer on top of the entire surface of the dough, all the way to the edges. In a small bowl, combine 1/2 cup of the brown sugar and the ground cinnamon and mix to combine well. Sprinkle the cinnamon-sugar mixture on top of the melted butter, and spread into an even layer, again all the way to the edges. Using a sharp knife or pastry cutter, slice the dough into 4 squares of equal size (6-inch squares). Roll each 6-inch square tightly into a coil. Spread the remaining 1/4 cup brown sugar on the parchment paper, and roll the coils in the sugar to coat the outsides of the coils. With a sharp knife, slice each of the coils by cross-section into 6 pieces of equal size, each about 1-inch thick. Place each piece, one cut side up, about 2 inches apart from one another, on the prepared baking sheet.

  • Place the baking sheets, one at a time, in the center of the preheated oven and bake until the cookies are puffed, pale golden and somewhat firm to the touch (about 11 minutes). Remove from the oven and allow to cool to room temperature on the baking sheet. They will crisp around the edges as they cool.

  • When the cookies are nearly cool, make the glaze. In a small bowl, place the confectioners’ sugar and 1 tablespoon of milk. Mix well, until a thick paste forms. Add more milk by the 1/4-teaspoon, mixing to combine well, until the glaze falls off the spoon slowly, in a thick but pourable glaze. Add milk very slowly, as it is much easier to thin, than to thicken, the glaze. If you do thin the glaze too much, add more confectioners’ sugar a teaspoon at a time to thicken it. Drizzle the glaze over the cooled cookies, sprinkle with a bit more ground cinnamon, and allow to set at room temperature before serving.

  • A brilliant concept from Mel’s Kitchen Cafe (hi, Mel!). Cookies adapted from my Soft Frosted Sugar Cookies recipe. Originally published on the blog in 2014. Some photos, video, some text new. Recipe instructions clarified slightly but otherwise unchanged.

Love,
Nicole

  • Trish
    October 12, 2019 at 10:08 PM

    Hi Nicole,

    I’m so confused about which better batter to get. I need one for general baking and apparently I will need a separate one for bread is that right.? If so which one should I buy.

    • Nicole Hunn
      October 13, 2019 at 8:49 AM

      Hi, Trish, I don’t buy anything other than their basic blend, which I believe they call “all purpose flour mix.” I hope that helps!

  • Paula S
    October 7, 2019 at 11:27 AM

    These look amazing! Could I use Truvia cane sugar blend in place of the 1/2 cup sugar to lower the sugar content a bit but still use the regular brown sugar for the filling?
    Thanks so much!

    • Nicole Hunn
      October 7, 2019 at 12:22 PM

      That’s not a bad idea, Paula! Truvia is one of my favorite sugar replacements, but it does tend to be drying. Pay particular attention to the consistency of the cookie dough (I recommend watching the video in the original cutout sugar cookie dough recipe) and add water by the drop until you reach the right texture then go from there. Good luck!

  • Deb Burkhart
    October 6, 2019 at 1:49 PM

    Do you ever experiment with Keto? Replacing the sugar with other, healthier options such as stevia/ eurythiol blend would be all it would take. If I try it I’ll share the results

    • Nicole Hunn
      October 7, 2019 at 7:59 AM

      Keto recipes are actually relatively complicated, Deb, since you’d have to replace the entire flour blend here. I do have a couple of “low carb” recipes you might like. Just use the search function!

  • Denise Hughes
    October 6, 2019 at 1:18 PM

    My problem is that yes I am gluten free, but also I am a diabetic

  • Rosemary
    February 6, 2014 at 2:18 PM

    Thank you so much, Nicole!! Cinnamon rolls are a weakness of mine–I can’t wait to make these cookies. If they taste half as good as they look, they’ll be amazing!!

  • anna
    February 6, 2014 at 12:31 PM

    I was just thinking that cinnamon rolls would be perfect for this rainy weather we are having (finally)! These look delicious. I was wondering, however, how sweet these are? Ya know, with the cookie instead of the yeasted dough… Even though it only has half a cup plus some of sugar. Im ashamed to say that i have yet to try your soft frosted sugar cookie recipe. Your checkerboard cookies are my go-to cookie (so worth the time and effort).

    • February 6, 2014 at 4:19 PM

      They’re not cloyingly sweet, anna, if that’s what you’re asking. These are sweeter than plan old sugar cookies, though, since they have the brown sugar filling, but they’re not as sweet as the sugar cookies once they’re frosted.

  • Susan S
    February 6, 2014 at 12:17 PM

    If I were at home today, I would be making these right now. Look awesome!!!

  • Denise
    February 6, 2014 at 9:40 AM

    Nicole,
    I have to thank you again. Your dedication to your craft has allowed me to really love baking again.
    The “fun” of getting a fab product kind of disappeared with the gluten years ago, but your science and constant testing and “everybody can do this!” attitude nudged me back into the kitchen.
    Thanks so much, and thanks for not making it scary or making me need to take a week off work to bake some bread or cookies.
    You made it fun again.
    Denise

    • February 6, 2014 at 4:16 PM

      Denise, you’re the sweet lady from Twitter who took time to say those kind words. I’m so glad that I have been able to help you enjoy your time in the kitchen again. It should be fun just because it can be!

  • Lesley
    February 6, 2014 at 9:16 AM

    Okay, yes… yes, I will eat these. These will be in my stomach within hours, mark my words…

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