As the leaves turn golden and the air turns crisp, my kitchen transforms into a fragrant sanctuary where memories of family gatherings come alive. I’m excited to share my Thanksgiving Cookies with Pumpkin Pie Filling and Fall Shortbread Base—a delightful fusion of two beloved desserts that captures the essence of autumn. This recipe not only embraces the cozy flavors of pumpkin and warm spices but also offers an easy way to impress your guests at any holiday gathering. With a buttery shortbread base that crumbles tenderly and a rich, creamy filling, these cookies are a unique treat that perfectly balances nostalgia and innovation. Are you ready to dive into the delightful world of fall-flavored baking? Let’s get started!

Why Are These Cookies a Must-Make?
Unique Fusion: These Thanksgiving Cookies with Pumpkin Pie Filling and Fall Shortbread Base combine two holiday favorites into one irresistible treat, capturing the spirit of the season in every bite.
Kid-Friendly Fun: Baking these cookies can be a joyful and creative family activity, perfect for involving children who love to help in the kitchen.
Flavor Galore: With warm spices like cinnamon and nutmeg, each cookie bursts with the comforting flavors of fall, making them a delightful addition to any festive gathering. Pair them with a scoop of vanilla ice cream or a dollop of whipped cream for an extra special touch!
Make-Ahead Convenience: Preparing these cookies ahead of time allows for stress-free entertaining; simply store them in an airtight container to keep them fresh for days.
Incredible Texture: The contrast between the crisp shortbread base and the creamy pumpkin filling will have you reaching for seconds, or maybe even thirds!
Indulge in the joy of homemade treats and surprise your guests with these delightful cookies that promise to be a showstopper at your Thanksgiving table!
Thanksgiving Cookies With Pumpkin Pie Filling
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For the Shortbread Base
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All-purpose flour – Provides structure and a tender crumb; for gluten-free, swap with a gluten-free flour blend.
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Unsalted butter – Adds rich flavor and flakiness; using unsalted helps control the overall saltiness of the cookies.
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Powdered sugar – Creates an ultra-smooth, tender texture; opt for this over granulated sugar to avoid grit.
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Vanilla extract – Enhances and ties together the flavors beautifully, making every bite more delightful.
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Salt – Balances out the sweetness, ensuring your cookies have a well-rounded flavor profile.
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For the Pumpkin Filling
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Pumpkin puree – The heart of the filling, bringing creamy sweetness and autumn vibes to your cookies.
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Heavy cream – Rounds out the filling’s texture, giving it a luxurious mouthfeel that complements the shortbread.
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Brown sugar – Introduces caramel undertones that beautifully complement the pumpkin.
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Ground cinnamon – Infuses the filling with warm spiciness typical of fall baking; adjust to your personal taste.
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Ground nutmeg – Adds depth and warmth, enhancing that cozy pumpkin pie essence.
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Ground ginger – Provides a hint of heat, perfect for autumn flavors.
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Ground cloves – Complements the other spices, creating a rich, aromatic filling.
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Large eggs – Essential for binding and setting the filling, giving it that delightful custard-like texture.
These Thanksgiving Cookies With Pumpkin Pie Filling and Fall Shortbread Base are not only a treat for the taste buds but also beautifully capture the essence of the season, ensuring that they will become a cherished part of your holiday traditions!
Step‑by‑Step Instructions for Thanksgiving Cookies With Pumpkin Pie Filling And Fall Shortbread Base
Step 1: Preheat and Prepare
Begin by preheating your oven to 350°F (175°C) and line a baking tray with parchment paper. This will ensure your Thanksgiving Cookies with Pumpkin Pie Filling and Fall Shortbread Base don’t stick. Gather your mixing bowls and spatula, as you’ll want to have everything ready for seamless baking.
Step 2: Make the Shortbread Dough
In a large mixing bowl, combine the all-purpose flour, softened unsalted butter, powdered sugar, vanilla extract, and a pinch of salt. Use a handheld mixer or a spatula to blend until a crumbly dough forms that holds together when pressed. This should take about 2-3 minutes, and the texture should resemble coarse sand.
Step 3: Press and Bake the Base
Transfer the crumbly dough to the prepared baking tray, pressing it down evenly to form a uniform layer. Bake for 15-18 minutes, or until the edges begin to turn a light golden brown. Keep an eye on it, as you want a lightly crispy texture that will hold your filling beautifully. Allow it to cool slightly after baking.
Step 4: Prepare the Pumpkin Filling
While the shortbread base cools, whisk together the pumpkin puree, heavy cream, brown sugar, cinnamon, nutmeg, ginger, and cloves in a separate bowl. Continue whisking until the mixture is smooth and well combined. The vibrant colors and fragrant spices will evoke the essence of fall, setting the stage for your delicious cookies.
Step 5: Incorporate the Eggs
Crack the large eggs into the pumpkin filling mixture, one at a time, whisking thoroughly after each addition. This process ensures a silky custard-like texture in your filling, which will perfectly complement the shortbread base. The filling should be light and airy once all the eggs are incorporated.
Step 6: Assemble the Cookies
Once the shortbread base has cooled slightly, carefully pour the prepared pumpkin filling over it, spreading it evenly with a spatula. Aim for a uniform layer that fully covers the shortbread, enhancing the delightful pumpkin flavor in every bite of your Thanksgiving Cookies with Pumpkin Pie Filling and Fall Shortbread Base.
Step 7: Bake the Full Cookies
Return the baking tray to the oven and bake the assembled cookies for an additional 20-25 minutes. You’ll know they’re ready when the filling is set and firm to the touch, with a slight jiggle in the center. This will create the perfect balance between the tender shortbread and the creamy filling.
Step 8: Cool and Slice
After baking, remove the tray from the oven and allow it to cool completely in the pan. This step is crucial to avoid cracks while cutting. Once cooled, use a sharp knife or cookie cutters to slice into squares or your desired shapes, revealing the picturesque layers of your Thanksgiving Cookies with Pumpkin Pie Filling and Fall Shortbread Base.

Make Ahead Options
These Thanksgiving Cookies with Pumpkin Pie Filling and Fall Shortbread Base are perfect for meal prep, allowing you to enjoy hassle-free baking during the busy holiday season. You can prepare the shortbread base up to 24 hours in advance; simply bake it, let it cool completely, and store it wrapped at room temperature. The pumpkin filling can also be made up to 3 days ahead; refrigerate it in an airtight container to keep the flavors fresh. When you’re ready to serve, pour the filling over the base and bake as directed. This approach ensures that your cookies maintain their delicious quality while saving you valuable time for other holiday festivities!
Thanksgiving Cookies With Pumpkin Pie Filling Variations
Feel free to make these cookies your own with these exciting twists and swaps!
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Gluten-Free: Replace all-purpose flour with a gluten-free blend to enjoy these cookies without the gluten.
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Nutty Crunch: Add Nuts: Mix in chopped walnuts or pecans for added texture and a delightful crunch in every bite.
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Dairy-Free: Substitutions: Use coconut milk instead of heavy cream and a dairy-free butter alternative for a lactose-free treat.
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Spice Your Life: Custom Spices: Experiment with blends like allspice or cardamom for unique flavor profiles that elevate the pumpkin filling.
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Sweet Swaps: Honey or Maple: Replace brown sugar with honey or maple syrup for a more natural sweetness that adds depth.
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Seasonal Flavors: Cranberry Swirl: Incorporate a swirl of cranberry sauce into the filling for a colorful, tart contrast that pairs beautifully with pumpkin.
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Chocolate Lovers: Chocolate Chips: Sprinkle in some chocolate chips to the pumpkin filling for a decadent chocolate-pumpkin fusion.
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Mini Delights: Mini Cookies: Use a mini muffin tin for bite-sized versions that are perfect for sharing or as a sweet snack.
Enjoy creating your variations, and if you’re looking for more pumpkin treats, don’t forget to check out my Chewy Pumpkin Cookies or indulge in some Pumpkin Smores Cookies for added inspiration!
How to Store and Freeze Thanksgiving Cookies
Room Temperature: Store cookies in an airtight container at room temperature for up to 3 days to maintain their freshness and texture.
Fridge: For longer storage, these Thanksgiving cookies with pumpkin pie filling can be kept in the refrigerator for up to a week while retaining their delicious flavor and moisture.
Freezer: Individually wrap each cookie in plastic wrap and place them in a freezer-safe bag for up to 3 months. Thaw at room temperature before enjoying.
Reheating: To enjoy warm, pop cookies in a microwave for 10-15 seconds or a toaster oven at low heat until warmed through, bringing back that cozy, fresh-baked appeal.
What to Serve with Thanksgiving Cookies with Pumpkin Pie Filling?
As you prepare to indulge in the warm, spiced goodness of these cookies, consider complementing them with delightful sides that enhance their festive spirit.
- Whipped Cream: A dollop of freshly whipped cream adds a light, airy touch that contrasts beautifully with the rich pumpkin filling.
- Cinnamon Ice Cream: Creamy and spiced, cinnamon ice cream offers a cool, smooth counterpart to the warm cookies, creating an enticing flavor combination.
- Apple Cider: Serve warm spiced apple cider to echo the autumn flavors in your cookies, enveloping your guests in the cozy ambiance of fall gatherings.
- Pecan Pie Bars: A slice of chewy pecan pie bars brings in an extra layer of richness, seamlessly blending the flavors of Thanksgiving desserts.
- Chocolate Dipped Pretzels: The combination of salty and sweet adds crunch to your dessert table, balancing the sweetness of your cookies with a fun twist.
- Candied Nuts: Sweet and crunchy candied nuts enhance the cookie experience with their delightful texture and nutty addition, perfect for snacking during the festivities.
- Chai Tea: A warm cup of chai tea infused with spices complements the pumpkin flavors and adds a comforting beverage option to your dessert spread.
- Pumpkin Spice Latte: For coffee lovers, a pumpkin spice latte brings out the festive spirit even more, celebrating pumpkin flavors in a cozy drink form.
Expert Tips for Thanksgiving Cookies
- Butter Temperature: Ensure your unsalted butter is softened; this makes mixing easier and leads to a tender shortbread base for your Thanksgiving cookies with pumpkin pie filling.
- Cooling Time: Allow the cookie base to cool completely before adding the filling to prevent cracks; this keeps your cookies looking beautiful and intact.
- Cut With Care: Use a sharp knife or cookie cutters for clean edges when slicing. A ragged cut can disrupt the delicate layers of your cookie.
- Spice Adjustments: Feel free to adjust the spice levels in the pumpkin filling; start small and taste as you go to find your perfect blend.
- Test for Doneness: When baking the filled cookies, lightly shake the tray after the timer goes off; if the center jiggles, give it a few more minutes until set.

Thanksgiving Cookies With Pumpkin Pie Filling and Fall Shortbread Base Recipe FAQs
What’s the best way to select ripe pumpkin for the filling?
Absolutely! When selecting pumpkin puree, aim for 100% canned pumpkin or fresh sugar pumpkins. If using fresh, look for pumpkins that are firm and heavy for their size with a smooth, slightly dull surface. Avoid ones with dark spots or soft areas, as these indicate overripeness.
How should I store the Thanksgiving cookies after baking?
You can store these delightful Thanksgiving cookies with pumpkin pie filling in an airtight container at room temperature for up to 3 days. For even better longevity, refrigerate them for up to a week. Just ensure they’re kept sealed to maintain their wonderful flavor and moistness!
Can I freeze leftover cookies? What’s the best method?
Definitely! To freeze your cookies, wrap each one individually in plastic wrap and place them in a freezer-safe bag. They’ll stay fresh for up to 3 months. To enjoy, simply thaw them at room temperature or pop them in the microwave for 10-15 seconds for that freshly baked comfort.
What if my cookie base cracks when cutting? Is there a way to prevent this?
Very! To prevent cracks when slicing, allow your cookie base to cool completely in the pan before cutting. Use a sharp knife or cookie cutters for clean edges, and I recommend cutting with a gentle sawing motion rather than pressing down too hard, which can lead to breakage.
Are these cookies safe for people with nut allergies?
Yes, you can easily make these cookies without nuts! All the ingredients listed are nut-free, but be sure to check that your pantry essentials, like the flour and butter, are processed in nut-free environments to avoid cross-contamination.
Can I make these cookies dairy-free? How would I adjust the recipe?
Absolutely! For a dairy-free version, swap out the unsalted butter for a dairy-free alternative, like coconut oil or a vegan butter substitute. Additionally, replace the heavy cream with canned coconut milk for the pumpkin filling. Just make sure to check other ingredients to confirm they are dairy-free as well!

Thanksgiving Cookies with Pumpkin Pie Filling - A Cozy Treat
Ingredients
Equipment
Method
- Preheat your oven to 350°F (175°C) and line a baking tray with parchment paper.
- In a large mixing bowl, combine all-purpose flour, softened butter, powdered sugar, vanilla extract, and a pinch of salt until a crumbly dough forms.
- Transfer the dough to the prepared baking tray, pressing it down evenly and bake for 15-18 minutes, or until golden brown.
- While the shortbread base cools, whisk together pumpkin puree, heavy cream, brown sugar, cinnamon, nutmeg, ginger, and cloves until smooth.
- Incorporate the eggs into the filling mixture, whisking thoroughly.
- Pour the pumpkin filling over the cooled shortbread base and spread evenly.
- Bake for an additional 20-25 minutes until the filling is set.
- Let cool completely before slicing into squares.

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