As the first chill of autumn settles in, I found myself craving a taste that could wrap me in nostalgia. Enter these Thanksgiving Cookies with Pumpkin Pie Filling and Fall Shortbread Base—a gorgeous fusion of creamy pumpkin goodness nestled in a melt-in-your-mouth crust. These delectable cookies not only capture the essence of the season but also make for a delightful centerpiece at any holiday gathering. With an intermediate baking level that’s entirely achievable, this recipe promises to impress without overwhelming the home chef in you. Plus, they’re perfect for making ahead, allowing you more time to enjoy the company of friends and family. Ready to elevate your fall dessert game? Let’s dive into the joy of baking!

Why are Thanksgiving Cookies a Must-Try?
Irresistible Flavor: These cookies blend warm, spiced pumpkin with a buttery shortbread base, creating a flavor harmony that feels like a cozy autumn hug.
Easy to Impress: With just a moderate level of baking skill, you’ll create a dessert that’s as visually stunning as it is delicious.
Versatile Delight: Serve them as a delightful treat on their own or elevate your dessert table alongside a scoop of your favorite ice cream or whipped cream.
Perfect for Making Ahead: These cookies are ideal for prepping in advance, so you can relax and enjoy your holiday gatherings stress-free.
Crowd-Pleasing Appeal: Their festive presentation and comforting flavors ensure they’ll be the star of any get-together, making them a must-include in your fall baking lineup!
Thanksgiving Cookies With Pumpkin Pie Filling
For the Shortbread Base
- All-purpose flour – Provides structure for the shortbread base, yielding a tender crumb. Alternative flours like oat or almond may affect texture.
- Unsalted butter – Adds richness and flakiness to the crust, allowing for salt control. Use salted butter only if adjusting for reduced salt elsewhere.
- Powdered sugar – Offers sweetness and a delicate texture. Can use granulated sugar but may alter the texture slightly.
- Vanilla extract – Enhances the flavors of both the crust and filling. No direct substitute for flavor depth.
- Salt – Balances sweetness and enhances flavor without being overtly salty.
For the Pumpkin Filling
- Pumpkin puree – The star ingredient providing natural sweetness and rich texture. Ensure it’s pure pumpkin and not pumpkin pie filling for accurate flavor.
- Heavy cream – Adds luxurious creaminess to the filling. Can substitute with half-and-half or coconut milk for dairy-free.
- Brown sugar – Introduces caramel undertones that enhance the overall flavor. Could use light or dark brown sugar based on preference.
- Ground cinnamon, nutmeg, ginger, cloves – Essential spices for the filling, delivering warmth and a cozy vibe. Adjust spices to personal taste or mix in allspice/cardamom for variation.
- Large eggs – Act as a binding agent, giving the filling a custardy texture when baked.
These Thanksgiving cookies with pumpkin pie filling promise to elevate your fall dessert experience!
Step‑by‑Step Instructions for Thanksgiving Cookies With Pumpkin Pie Filling And Fall Shortbread Base
Step 1: Preheat the Oven
Begin your baking journey by preheating your oven to 350°F (175°C). As the oven warms, line a baking tray with parchment paper, ensuring it’s ready for the shortbread base. This preparation will help achieve perfectly baked Thanksgiving cookies when the time comes to assemble and bake them.
Step 2: Prepare the Shortbread Mixture
In a mixing bowl, combine the all-purpose flour, softened unsalted butter, powdered sugar, vanilla extract, and salt. Use a pastry cutter or your fingertips to mix until the mixture resembles coarse crumbs, about 2 to 3 minutes. This will create a buttery, light texture perfect for the shortbread base of your Thanksgiving cookies.
Step 3: Form the Shortbread Base
Once your shortbread mixture is ready, press it evenly into the prepared baking tray, ensuring it covers the bottom completely. Use your fingers or the back of a measuring cup to create a smooth, even layer. Bake this for 15–18 minutes until the edges turn a nice golden brown and the center appears set; then allow it to cool slightly.
Step 4: Whisk the Pumpkin Filling
While the shortbread cools, prepare the creamy pumpkin filling. In a medium bowl, whisk together the pumpkin puree, heavy cream, brown sugar, and your chosen spices—cinnamon, nutmeg, ginger, and cloves—until the mixture is smooth and well combined. This rich filling will bring all the cozy flavors you expect from Thanksgiving cookies.
Step 5: Incorporate the Eggs
Next, add the large eggs to the pumpkin filling mixture, one at a time. Whisk thoroughly after each addition until the filling is fully blended and has a custard-like texture. This step is crucial, as the eggs will help set the filling during baking, resulting in a luscious, creamy consistency.
Step 6: Assemble the Cookies
Carefully layer the prepared pumpkin filling over the slightly cooled shortbread base. Make sure to spread the filling evenly across the surface, reaching all corners of the tray. This will ensure every bite of your Thanksgiving cookies has that satisfying taste of pumpkin pie filling backed by a buttery shortbread layer.
Step 7: Bake the Cookies
Place the assembled tray back in the oven and bake for 20–25 minutes. Keep an eye on the cookies; they are done when the filling is set and has a slight jiggle in the center. Watch for signs of overcooking, such as cracks forming—this indicates it’s time to take them out to preserve that creamy texture.
Step 8: Cool and Slice
After baking, let your Thanksgiving cookies cool completely in the pan. This cooling period is essential for them to firm up, making slicing easier and maintaining a lovely texture. Once cooled, use a sharp knife or cookie cutter to cut them into squares or desired shapes, ready to serve and savor!

What to Serve with Thanksgiving Cookies with Pumpkin Pie Filling and Fall Shortbread Base
These festive cookies are perfect for creating a warm, inviting dessert experience at your holiday gatherings.
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Whipped Cream: A dollop of creamy, sweet whipped cream complements the pumpkin filling, adding a light, airy texture that balances the richness.
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Vanilla Ice Cream: The cool, creamy scoop of vanilla ice cream contrasts nicely with the warm cookies, creating a delightful temperature play for your taste buds.
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Cranberry Sauce: The tartness of fresh cranberry sauce cuts through the sweet, spiced pumpkin filling, adding a refreshing brightness to each bite.
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Chai Tea: A warm cup of spiced chai tea enhances the cozy flavor of the cookies, immersing you in autumn vibes with every sip.
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Hot Apple Cider: This warm drink, infused with cinnamon and cloves, resonates beautifully with the spices in the cookies, making it perfect for chilly evenings.
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Pumpkin Spice Latte: Elevate your cookie experience with a pumpkin spice latte, where the flavors of coffee and pumpkin unite, bringing festive cheer to your dessert table.
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Caramel Sauce: Drizzling some sweet, creamy caramel over the cookies elevates their indulgence, creating a luscious experience reminiscent of gourmet desserts.
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Pecan Pie: This classic dessert pairs well as a contrast, offering a crunchy texture and nutty flavors that beautifully complement the soft pumpkin filling.
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Chocolate Chip Cookies: For the adventurous, pairing these pumpkin cookies with chocolate chip cookies provides a fun variety and satisfies all taste preferences during gatherings.
How to Store and Freeze Thanksgiving Cookies
Room Temperature: Store cookies in an airtight container at room temperature for up to 3 days. This keeps them fresh while you savor their delicious flavor.
Fridge: If you prefer a cooler treat, these Thanksgiving cookies with pumpkin pie filling can be kept in the fridge for up to a week, wrapped well to prevent moisture loss.
Freezer: To extend their shelf life, wrap cookies in plastic wrap and place them in a freezer-safe container. They can be frozen for up to 3 months, making them perfect for pre-holiday prep.
Reheating: When ready to enjoy, thaw at room temperature or warm them slightly in the oven for a few minutes to bring back that freshly-baked taste!
Expert Tips for Thanksgiving Cookies
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Consistent Pressing: Ensure the shortbread is evenly pressed in the baking tray for uniform baking; this prevents uneven textures.
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Cooling Time: Allow cookies to cool completely in the pan for the best slicing results; for easier handling, wait for a solid set.
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SharpTools: Use a sharp knife or cookie cutter to shape for a polished and professional finish, enhancing their visual appeal.
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Watch the Timer: Keep an eye on the filling towards the end of baking; overcooking can lead to cracking and a less creamy pumpkin filling.
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Flavor Adjustments: Don’t hesitate to tweak spices in your Thanksgiving cookies to match your personal taste, adding warmth with allspice or a hint of cayenne for excitement!
Make Ahead Options
These Thanksgiving Cookies with Pumpkin Pie Filling and Fall Shortbread Base are perfect for busy home cooks looking to save time. You can prepare the shortbread base up to 24 hours in advance; simply bake and cool it, then cover it with plastic wrap and refrigerate. The pumpkin filling can also be made up to 3 days ahead—just blend the ingredients and store it in an airtight container in the fridge. When you’re ready to bake, layer the filling on the chilled base and bake it according to the recipe instructions. This way, you’ll have the joy of these delectable cookies ready for serving with minimal effort on the actual day, ensuring they taste just as delicious!
Variations & Substitutions for Thanksgiving Cookies With Pumpkin Pie Filling
Feel free to get creative and adapt this delightful recipe to fit your taste and dietary needs!
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Gluten-Free: Use a gluten-free all-purpose flour blend to keep the buttery crust while accommodating gluten sensitivities. This way, everyone can join in on the deliciousness!
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Dairy-Free: Substitute unsalted butter with coconut oil or vegan butter, and opt for almond or coconut milk instead of heavy cream. These swaps maintain the integrity of the cookies while catering to dairy-free diets.
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Spice Up the Filling: Add allspice or a pinch of cayenne pepper to the pumpkin mixture for an unexpected warmth. The blend of spices will invigorate your taste buds and redefine your holiday flavor experience.
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Nutty Twist: Fold in chopped pecans or walnuts to the pumpkin filling for added texture and flavor. The nuts provide a delightful crunch that complements the creamy filling beautifully.
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Sweetener Alternative: Swap out brown sugar with maple syrup or honey for a natural sweetening option. Just reduce the other fluids in the filling slightly to maintain the right consistency.
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Fruity Flavor: Consider exchanging pumpkin puree for pureed sweet potato or butternut squash for a unique twist. Each option will bring its own character while still embracing that autumnal essence.
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Chocolate Drizzle: For the ultimate indulgence, drape a chocolate ganache over the cooled cookies. The rich chocolatey notes marry beautifully with pumpkin flavors, creating a decadent dessert experience.
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Serve with a Twist: Pair these cookies with a scoop of vanilla bean ice cream or a drizzle of caramel sauce for that extra touch of luxury. Each addition transforms these cookies into a show-stopping dessert!
Remember, whether you’re adding a little spice or switching up the ingredients, each variation will lead to a new adventure in flavors. If you’re looking for more delightful recipes, consider trying Pumpkin Smores Cookies or the rich flavors of Sweet Potatoes Honey. Enjoy your baking journey, and let those creative juices flow!

Thanksgiving Cookies with Pumpkin Pie Filling and Fall Shortbread Base Recipe FAQs
What type of pumpkin puree should I use?
Ensure you use pure pumpkin puree, not canned pumpkin pie filling, as the latter contains added sugars and spices that can alter the flavor and consistency of your Thanksgiving cookies.
How should I store my Thanksgiving cookies?
Store your cookies in an airtight container at room temperature for up to 3 days. If you need them to last longer, you can keep them in the fridge for up to a week, just make sure they are well-wrapped to avoid moisture loss.
Can I freeze these cookies?
Absolutely! To freeze your Thanksgiving cookies, wrap them tightly in plastic wrap and place them in a freezer-safe container. They can be frozen for up to 3 months. When you’re ready to enjoy them, simply thaw at room temperature or warm them slightly in the oven to regain that fresh-baked flavor.
What if my filling is too runny?
If your pumpkin filling seems runny, it may be due to excess moisture in the pumpkin puree. To remedy this, try draining the puree in a fine-mesh strainer for about 15 minutes before mixing. Additionally, you can add a bit more flour to help thicken it, ensuring a firmer consistency as it bakes.
Can these cookies be made dairy-free?
Very much so! Substitute the heavy cream in the filling with coconut milk or a dairy-free half-and-half option to keep the richness without using dairy. Just be sure to check the rest of your ingredients for any hidden sources of dairy.
How long does the finished filling need to cool before baking?
Allow the shortbread base to cool slightly for about 10 minutes before adding the pumpkin filling. This step ensures that the heat from the base doesn’t cook the filling too quickly and helps maintain a smooth texture once baked.

Thanksgiving Cookies with Pumpkin Pie Filling for Cozy Gatherings
Ingredients
Equipment
Method
- Preheat your oven to 350°F (175°C) and line a baking tray with parchment paper.
- In a mixing bowl, combine all-purpose flour, softened unsalted butter, powdered sugar, vanilla extract, and salt. Mix until the mixture resembles coarse crumbs, about 2 to 3 minutes.
- Press the shortbread mixture evenly into the prepared baking tray, covering the bottom completely. Bake for 15–18 minutes until golden brown and set, then cool slightly.
- In a medium bowl, whisk together pumpkin puree, heavy cream, brown sugar, and spices until smooth.
- Add the eggs one at a time to the pumpkin filling mixture, whisking thoroughly after each addition until fully blended.
- Layer the pumpkin filling over the slightly cooled shortbread base, spreading evenly.
- Bake the assembled tray for 20–25 minutes until the filling is set but still jiggles slightly in the center.
- Let cool completely in the pan before slicing into squares or desired shapes.

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