Ingredients
For the shortbread dough:
- 2 sticks (1 cup) unsalted butter, at room temperature
- 1/2 cup granulated sugar
- 1/4 cup confectioners’ sugar, sifted
- 3/4 tsp ground cinnamon
- 1/2 tsp fine sea salt
- 2 large egg yolks, at room temperature
- 1/2 tsp pure vanilla extract
- 2 cups all-purpose flour
For the streusel topping:
- 3 tbsp unsalted butter
- 1/2 cup all-purpose flour
- 1/4 cup lightly packed brown sugar
- 1 tbsp granulated sugar
- 1/4 tsp salt (ideally fine sea salt, I sometimes also use a heaping 1/4 teaspoon of kosher salt)
- 1/8 tsp ground cinnamon
For the pumpkin cream cheese filling:
- 1/4 cup + 2 tbsp canned pumpkin
- 1 tsp pumpkin pie spice
- 2 oz cream cheese, softened
Instructions
- To make the shortbread cookie dough: Using a stand mixer fitted with a paddle attachment, beat the butter at medium speed until smooth and very creamy. Add the sugars, cinnamon, and salt and beat until well blended, about 1 minute. The mixture should be smooth and velvety, not fluffy and airy. Reduce the mixer speed to low and beat in 2 of the egg yolks and vanilla, again beating until the mixture is homogeneous.
Turn off the mixer. - Pour in the flour, drape a kitchen towel over the stand mixer to protect yourself and the counter from flying flour and pulse the mixer at low speed about 5 times, a second or two each time. Take a peek—if there is still a lot of flour on the surface of the dough, pulse a couple more times; if not, remove the towel. Continuing at low speed, mix for about 30 seconds more, just until the flour disappears into the dough and the dough looks uniformly moist. (If most of the flour is incorporated but you’ve still got some in the bottom of the bowl, use a rubber spatula to work the rest of the flour into the dough.) The dough will not clean the sides of the bowl, nor will it come together in a ball—and it shouldn’t. You want to work the dough as little as possible. What you’re aiming for is a soft, moist, clumpy – rather than smooth – dough. Pinch it, and it will feel a little like Play-Doh. Set the dough aside.
- To make the streusel topping: Melt butter in a small saucepan on the stove or in the microwave. Add the rest of the ingredients all at once and stir with a fork to form crumbs. You should have a kind of wet sand texture with pea-sized crumbs throughout the mixture. Cover and set aside until ready to use. The crumbs will harden a little as the cool but that's fine; just break them up with your fingers a little before using them.
- To make the pumpkin spice cream cheese filling: In a small bowl, stir the pumpkin and pumpkin pie spice together until combined.
- To assemble and bake: Line a large baking sheet with parchment paper. On a lightly floured surface, roll out the shortbread dough to just shy of ½-inch thick. Use 3-inch round rings to stamp out cookies (I ended up getting 8-9 cookies using this method. You could take the scraps and press them into extra molds).
- Transfer the dough and rings to prepared baking sheet. Chill in the fridge or freezer for 10-15 minutes until the dough firms up a bit.
- Top the chilled dough with about 2 teaspoons of the pumpkin spice mixture and 1 teaspoon of the softened cream cheese and with a sharp knife, swirl the two together. Add a sprinkling of the streusel to the top of the pumpkin spice cream cheese swirls.
- Bake for 18-25 minutes (my large molds took about 25 minutes), or until the streusel is golden brown. Remove from oven and let cool 15 minutes before removing the rings. Allow the cookies to cool completely before serving.
Notes
adapted from Lottie + Doof



These sound delish and are so pretty!
Oh goodness…these sound AMAZING. We thought those jammers couldn’t get any better – but apparently they can!
This recipe has me jumping up and down with joy! Seriously… pumpkin and cream cheese… and my all time favorite cookie… shortbread? I’m book marking this so I can make is asap!
It’s 105 out right now and I want one of these so bad. Gorgeous work!
WOW so gorgeous. I love how you wrote out your directions layer by layer, really helps when reading it. DELICIOUS!
Those look amazing, Tara! I was just playing around with a shortbread recipe but still haven’t got it right yet. Looks like I need to make these!
These look AMAZING!
These are seriously brilliant. Love them so much! I had also bookmarked L&D’s version, but these look better. 🙂
These are absolutely gorgeous, Tara!
Wow that looks amazing. I just love all the pumpkin recipes I am seeing. I actually just made one myself. These cookies look fabulous
That looks so so good.
Now this is a cookie! Look how big that guy is!!
They look so good! I’ve never wanted a shortbread cookie so bad in my life.
These little things looks perfect! Gorgeous pictures, and they sound delicious!
Shortbread cookies are an absolute favorite of mine, and this variation of using pumpkin is brilliant. Thanks.
I saved that other recipe and this one looks even more delicious. I am now committed to getting those ring molds. These are such unusual looking cookies with great texture. Thanks for sharing!
Tara, these look wonderful. I am just in love with all these pumpkin recipes and these are no exception. Love it
It’s great to see all these recipes with pumpkin! This one looks really delicious 🙂
This maybe the best looking shortbread I have seen. They sound wonderful. 🙂
YUM, these do look like the perfect way to get in the mood for fall! Love all the components, yum!
These sound ridiculously delicious!
These sound so awesome, and they look delicious! The streusel topping is what sounds the best to me!
These are so cute and they look delicious, such wonderful flavors!
I absolutely love everything about these. They sound so amazing and are super cute.
Amazing! I love that these bear the innocent name “cookie” but are truly a well-though-out individual dessert. Deliciously deceiving 🙂
These look and sound absolutely wonderful!
These look great! I am going to try them in a muffin tin. I think you meant 8 ounces instead of 8 tbsp next to the 2 sticks of butter. Thanks for this recipe!
You’re right – 8oz, not tbsp. Thanks for catching that! I hope you enjoy them as much as we did – come back and let me know what you think. 🙂