Pumpkin Spice Cinnamon Roll Cookies

Desserts  |  Published Sep 18, 2022  |  Updated Sep 18, 2022  |  By Tawnie

pumpkin cookies topped with cream cheese frosting and pumpkin pie spice.

Pumpkin Spice Cookies with a cinnamon roll spin. If Fall could be wrapped up in cookie form, this cookie would be it!

Even though the weather still screams summer, I’m craving (literally) Fall and all things pumpkin.

I’m having these Pumpkin Pie Overnight Oats on repeat for breakfast, this Pumpkin Pie Smoothie for afternoon snacks, this BEST EVER pumpkin bread for dessert, oh and these pumpkin snickerdoodle cookies for dessert too!

I thought if I could have the fragrant smells of Fall wafting through my house it might help lower the temperatures.  🤣 Well, that hasn’t worked out yet, but with just one bite of these cookies you will certainly be in the mood for Fall even if it doesn’t feel like it outside!

a bite taken out of a cookie that is topped with frosting.

So I took my viral Cinnamon Roll Cookie recipe that is filled with gooey cinnamon and added canned pumpkin and pumpkin pie spice and the result is a flavorful, moist, chewy, cinnamon-sweet pumpkin cookie finished with a cream cheese pumpkin pie spice swirl. It’s insane and I’m in love.

Not only am I in love but my 23 month old and 3 ½ year old nephews were my taste testers they gave big thumbs up to this recipe! 👍🏼 (Of course they did, right?! haha)

These cookies are…

  • Loaded with brown sugar, cinnamon and pumpkin pie spice!
  • Topped with the best cream cheese frosting
  • Incredibly soft and have chewy centers
  • Easy to make, and no chill time!
  • Comforting
  • Great year-round, an excellent way to bring fall in-doors , and great for holiday season!

Ingredient Notes

ingredients in small dishes to make cookies.
  • Pumpkin: be sure to use 100% pumpkin and not pumpkin pie mix which contains additional sugar and additional spices.  100% pumpkin allows you to control the flavors of your cookie.
  • Pumpkin Pie Spice: This spice is a mixture of cinnamon, ginger, nutmeg, allspice and cloves.
  • Cake Flour: adding in just the right amount of cake flour helps deliver a softer cookie, that is moist and chewy.
  • Corn starch: Don’t forget the corn starch.  It helps make these yummy cookies, thicker and chewier.
  • Baking Soda: When you want a chewy, dense cookie make sure you always include baking soda.
  • Baking Powder: Adding Baking Powder helps the cookie spread up and out.
  • Salt: Salt is a wonderful flavor enhancer.  Without it the secondary flavors will fall flat and will allow the sweetness to take over.
  • Cold, unsalted butter, cubed: I’ve found for my cookie recipes using cold butter, instead of softened, works to make the best, thick cookies.
  • Large eggs: For a fluffier cookie always use large eggs
  • Large egg yolks – Because they  contain lecithin and fat, additional egg yolks enrich the cookie flavor and texture creating a softer more tender Pumpkin Spice Cookie. 
a paper towel blotting pumpkin in a white bowl and a mixing bowl with cream cheese frosting.

Step by Step Directions

  1. Make the cinnamon sugar filling and set aside.
  2. Blot out some of the excess moisture in the pumpkin using paper towels.
  3. Cream the butter and sugar: Cream the cold butter and white granulated sugar in a stand mixer fitted with a paddle attachment.
  4. Add in the pumpkin, vanilla, eggs and egg yolks.
  5. Add dry ingredients: in a large bowl whisk together flour, baking soda, salt, etc.
  6. Spread cookie dough out into a large rectangle. Do this one a lightly floured surface, using your hands will work fine or you can use a rolling pin.
  7. Place cinnamon sugar filling on top and spread evenly.
  8. Roll the cookie dough up, starting on the long end, jelly roll style.
  9. Cut dough into ~16-18 cookies. Roll dough into balls.
  10. Place on prepared baking sheet and bake! Once cooled, frost cookies and enjoy.
pumpkin cookie dough rolled out with brown sugar on top.
cookie dough rolled into a ball.

Tips & Variations for Pumpkin Spice Cookies

  • If you don’t have pumpkin pie spice you can make it at home:  3 Tbsp. cinnamon, 2 tsp. ground ginger, 2 tsp. ground nutmeg, 1 ½ allspice and 1 ½ cloves.  Simply mix together and use as needed.
  • Blotting the pumpkin with a paper towel absorbs additional moisture leaving you with dense, flavorful pumpkin. I know it’s another step, but don’t skip out on this one!
  • The cookie dough will be a little bit sticky, so just dust your hands and the work surface with flour to prevent sticking.
  • Be sure to use light-colored baking sheets and not dark colored cookie sheets. Dark = absorb more heat = possible burnt cookies.
  • Frost the cookies only after they are completely cool.
cookies made with pumpkin with cream cheese frosting on top

FAQ

Why did my cookies spread?

This could be for many reasons. Be sure the cinnamon sugar filling inside doesn’t escape and don’t use baking spray on your cookie sheets. Place cookies straight onto your pan, use a sheet of parchment paper, or a baking mat.

My cookies aren’t perfect circles, what happened?

Sometimes the filling oozes out but it’s ok! To get cookies perfectly circular: Immediately after the cookies come out of the oven, place a circular cookie cutter or a circular drinking glass around one of the cookies (it should be larger than the cookie so you don’t cut off any edges) and give the cookies a spin. Swirling the cookie should help to smooth out any uneven edges.

How do I prevent my cookies from sticking to the baking sheet?

I recommend using a silicone baking mat (I love Silpat mats) or a sheet of parchment paper does the trick!

a bite taken out of a pumpkin cookie with frosting on top.

HUNGRY FOR MORE? If you try this recipe, why not leave a star rating in the recipe card right below and/or a review in the comment section further down the page? I always appreciate your feedback! You can also follow me on Pinterest or Instagram. Sign up for my email list, too!

pumpkin cookies topped with cream cheese frosting and pumpkin pie spice.
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Pumpkin Spice Cinnamon Roll Cookies

If you love my Cinnamon Roll Cookies then you will fall head over heels for these Pumpkin Spice Cookies. Get all of the thick, chewy, cinnamon-y flavor of cinnamon roll cookies coupled with pumpkin and pumpkin pie spice in each bite. Goodbye summer and hello Fall!!
5 from 1 review
Prep Time: 20 minutes
Cook Time: 10 minutes
Total Time: 30 minutes
Servings: 16 cookies

Ingredients

  • 2 1/2 cups all-purpose flour
  • 1 1/2 cups cake flour
  • 2 tsp. cornstarch
  • 1 tsp. baking soda
  • 1 tsp. baking powder
  • 1 tsp. salt
  • 1 tsp. pumpkin pie spice
  • 1 cup cold, unsalted butter, cubed (16 Tbsp.)
  • 1 1/4 cup granulated sugar
  • 1/4 cup 100% pumpkin, blotted*
  • 2 large eggs
  • 2 large egg yolks
  • 1 tsp. vanilla extract

For the cinnamon sugar filling

  • 1 cup brown sugar, packed (light or dark)
  • 6 Tbsp. unsalted butter, softened
  • 1 Tbsp. pumpkin pie spice
  • 1 Tbsp. ground cinnamon

For the cream cheese frosting

  • 8 oz. cream cheese, softened
  • 1/2 cup unsalted butter, softened
  • 2 1/2 cups confectioners sugar
  • 1 tsp. vanilla extract
  • 1 tsp. pumpkin pie spice
  • pinch of salt

Instructions

  • Preheat the oven to 400°F. Line 2 baking sheets with silicone baking mats or parchment paper and set aside.
  • Blot out some of the excess moisture in the pumpkin using paper towels. You don't have to get all of the moisture since we still want the pumpkin flavor in the cookies. Measure out 1/4 cup pumpkin AFTER moisture is removed. (see video or photos for reference).
  • Make the cinnamon sugar filling. In a small bowl, combine the brown sugar, softened butter, pumpkin pie spice, and cinnamon together until smooth. Set aside.
  • In a large bowl, combine the dry ingredients: flour, cake flour, corn starch, baking soda, baking powder, salt and pumpkin pie spice. Set aside.
  • Place the butter and sugars into the bowl of a stand mixture and secure the paddle attachment. Turn the mixer on and cream on medium speed for about 2-3 minutes or until smooth and fluffy.
  • Add in the blotted pumpkin, eggs, egg yolks and vanilla extract and blend until mixed.
  • Gradually add in the dry ingredients, about 1/4 cup at a time until all dry ingredients are added and cookie dough comes together.
  • On a clean, lightly floured surface, press the cookie dough into a long rectangle. Be sure to use enough flour, and flour on your hands too, so the dough is easier to work with. (For sizing, you can use a 9×13 inch dish for reference.) Flatten out using your hands or a rolling pin.
  • Spoon the cinnamon sugar filling onto the dough and into an even layer, leaving about an inch around the boarder.
  • Roll the dough up, starting on the long edge, being careful not to tear the dough. (If you floured your surface enough this shouldn't be an issue!) 😊
  • Cut the cookie dough into ~16-18 cookies. Roll cookies into balls, being sure to seal the filling inside so it doesn't ooze out. Bake for 9-11 minutes or until edges are lightly golden brown. Cool cookies on baking sheet for ~10-15 minutes then transfer to cooling rack.
  • Make the cream cheese frosting. In a medium sized bowl, mix together the softened cream cheese and butter using a hand mixer. Then add in the powdered sugar, vanilla and salt. Mix until smooth. Add more powdered sugar as desired for a thicker frosting.
  • Spread frosting on top of cooled cookies (I like to use a piping bag) and sprinkle the frosting with more pumpkin pie spice, as desired. Store cookies in the fridge for up to 5 days.

Video

Notes

  • When rolling the dough in a dough ball, be sure the cinnamon sugar filling inside doesn’t escape by pinching the edges of the dough around the filling. If it oozes out, it can cause the cookies to loose shape/look a little wonky but it’s ok! To get cookies perfectly circular: Immediately after the cookies come out of the oven, place a circular cookie cutter or a circular drinking glass around one of the cookies (it should be larger than the cookie so you don’t cut off any edges) and give the cookies a spin. Swirling the cookie should help to smooth out any uneven edges. 
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4 Comments
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Emily
5 days ago

You never let me down

141642DC-5BE1-4456-B1EE-D085C543F09D.jpeg
Last edited 5 days ago by Emily
Hannah Johnson
6 days ago

Making this now and it doesn’t say how much vanilla to put in!

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