Pumpkin Pie Shortbread Thanksgiving Cookies

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By: Ashley Wilson | Published: November 11, 2025 | Updated: November 25, 2025

Close-up pumpkin pie shortbread cookies with glossy pumpkin centers on white plate

Buttery shortbread. Silky pumpkin filling. All the cozy pie flavor—shrunk into an elegant, two-bite cookie.

Perfect for Thanksgiving dessert boards and Friendsgiving spreads, these little treats look fancy but come together fast. They’re tender, pretty, and surprisingly simple.

Serve them with coffee, tea, or spiced cider, and watch the plate disappear. One batch feels festive. Two feels smart.

Make a tray for guests… and keep a few hidden for you. You’ll want them.


🧾 Ingredients for Pumpkin Pie Shortbread Cookies

Ingredients for pumpkin pie shortbread cookies on a white quartz counter
Pumpkin Pie Shortbread Thanksgiving Cookies 9

Shortbread Cookie Base

  • 1 cup (2 sticks) unsalted butter, softened
  • ½ cup powdered sugar
  • 2 teaspoons vanilla extract
  • 2 cups all-purpose flour (spooned and leveled)
  • ¼ teaspoon fine sea salt

Pumpkin Pie Filling

  • ¾ cup pumpkin puree (not pumpkin pie filling)
  • ¼ cup brown sugar, packed
  • 2 tablespoons granulated sugar
  • 1 large egg yolk
  • 2 tablespoons heavy cream
  • 1 teaspoon vanilla extract
  • ¾ teaspoon ground cinnamon
  • ¼ teaspoon pumpkin pie spice
  • Pinch of salt

Finish (Optional)

  • Tiny pinch of flaky salt
  • Light dusting of cinnamon or nutmeg

🍪 How to Make Pumpkin Pie Shortbread Cookies

These pumpkin pie shortbread cookies pair a melt-in-your-mouth base with a silky, gently spiced pumpkin center. They’re sturdy enough to plate beautifully, yet tender when you bite into them.

  • Use room-temperature butter for the shortbread so it creams easily.
  • For the filling, cook low and slow so it thickens without curdling.
  • Cool the shortbread slightly before filling so the centers hold their shape.

👩‍🍳 Step-by-Step Instructions

1. Preheat & Prep
Preheat oven to 350°F (175°C). Line two baking sheets with parchment paper.

2. Make the Shortbread Dough
Beat butter and powdered sugar until smooth and fluffy. Mix in vanilla. Add flour and salt; mix just until a soft dough forms.

3. Shape the Cookies
Scoop 1½–2 tablespoon portions (a small cookie scoop works well). Roll into balls and place 2 inches apart. Use the back of a teaspoon to press a shallow well in the center of each ball.

4. Bake the Shortbread Shells
Bake 10–12 minutes, until the edges look set and just turning pale golden. If the wells puffed, gently press them again while warm. Let cool on the sheet for 5 minutes, then transfer to a rack.

5. Cook the Pumpkin Filling
In a small saucepan, whisk pumpkin puree, brown sugar, granulated sugar, egg yolk, cream, vanilla, cinnamon, pumpkin pie spice, and a pinch of salt. Cook over low heat, stirring constantly, 4–6 minutes until glossy and thick enough to coat the spoon. Remove from heat; cool 5–10 minutes to thicken slightly.

6. Fill the Cookies
Spoon about 1–1½ teaspoons of warm pumpkin filling into each shortbread well. Smooth lightly with the back of the spoon so the tops look shiny and even.

7. Set & Finish
Let the cookies sit at room temperature 20–30 minutes, or chill 10 minutes to set faster. Sprinkle a tiny pinch of flaky salt or a whisper of cinnamon if you like.

8. Serve
Arrange on a platter and serve slightly warm or at room temp. Each bite tastes like a tiny pumpkin pie on a buttery cookie.


🍰 Benefits of Pumpkin Pie Shortbread Cookies
Mini Pie Flavor All the taste of classic pumpkin pie in a tidy, two-bite cookie.
Pretty on Platters Shiny pumpkin centers look elegant on holiday dessert boards.
Make-Ahead Friendly Bake the shortbread, cook the filling, assemble when ready.
Easy to Share Perfect for parties, cookie boxes, and cozy fall desserts.

🧡 Tips for Perfect Pumpkin Pie Shortbread Cookies

  • Keep the dough soft but not sticky. If it’s too soft to roll, chill 10–15 minutes and try again.
  • Don’t overbake. Pale golden edges are perfect; overbaking makes shortbread dry.
  • Smooth the wells. A second press right out of the oven keeps space for the filling.
  • Low heat = silky filling. Stir constantly and remove from heat as soon as it thickens.
  • Let them set. The filling firms as it cools, giving you clean, glossy centers.
  • Dress them up. A tiny pinch of flaky salt or a micro-dust of cinnamon makes them look bakery-made.
  • Gluten-free swap. A 1:1 gluten-free flour blend works nicely in shortbread.
  • Dairy-free option. Use plant butter for the shortbread and coconut cream in the filling (flavor will change slightly).

🍁 Make-Ahead, Storage & Freezing

  • Make-Ahead:
    Bake the shortbread shells up to 2 days ahead; store airtight at room temp. Cook the pumpkin filling, cool, and refrigerate up to 3 days. Rewarm gently over low heat until just spreadable, then fill.
  • Storage (Assembled):
    Keep cookies in a single layer (or with parchment between layers) in an airtight container in the fridge for up to 4 days. Bring to room temp before serving for the softest bite.
  • Freezing:
    Freeze unfilled shortbread shells up to 2 months; thaw at room temp. The assembled cookies can be frozen, but the filling softens as it thaws—still delicious, just a bit tender.

🍽️ Serving Ideas

Extreme close-up of pumpkin pie shortbread cookie showing soft interior
Pumpkin Pie Shortbread Thanksgiving Cookies 10
  • Holiday dessert boards: Pair with pecan bars, chocolate truffles, and sliced fresh pears.
  • Brunch treats: Offer alongside cinnamon rolls and fruit salad.
  • Coffee companions: A small plate of cookies with lattes or cappuccinos feels luxurious.
  • Gift boxes: Tuck into bakery boxes with tissue paper and a handwritten tag.

🔄 Variations You’ll Love

  • Maple-kissed: Swap 1 tablespoon of the granulated sugar in the filling for pure maple syrup.
  • Gingersnap shortbread: Add ½ teaspoon ground ginger to the shortbread for a warm spice note.
  • Pumpkin cheesecake swirl: Beat 2 ounces softened cream cheese into the cooled filling for a creamy twist.
  • Chai spice: Replace pumpkin pie spice with chai spice for a cozy tea-time flavor.
  • Nutty crumble top: Sprinkle ultra-fine crushed pecans around the edges after filling for texture.

❓ FAQs

Can I use pumpkin pie filling from a can?
Use plain pumpkin puree. Pumpkin pie filling is pre-sweetened and seasoned and can throw off texture.

What if my dough cracks when I make the wells?
It’s a touch dry. Smooth the crack with a fingertip or chill the dough briefly and try again.

My filling looks runny.
Cook a minute longer over low heat, stirring constantly, until it coats the spoon. It thickens more as it cools.

Can I double the recipe?
Yes—bake in batches so the shortbread retains its tender crumb.

Do these travel well?
Absolutely. Let them set fully, then place in shallow boxes with parchment between layers.


🍂 Related Recipes You’ll Love

Pecan Pie Cookies
Buttery cookies filled with glossy, toasted pecan topping—everything you love about pecan pie in a bite.

Crumble Pumpkin Pie Cookies (Copycat)
Soft bakery-style cookies with a silky pumpkin center—cozy, shareable, and so pretty on a platter.

Maple Caramel Bacon Crack Bites
Sweet, salty, and wildly addictive—your new party favorite for snacking and sharing.

Cranberry Cream Cheese Crescent Bites
Flaky, creamy, and festive—little pockets of tangy-sweet joy for holiday tables.


📌 “Pin the Pie Bite—Bake the Joy.”

Find more cozy fall desserts and bite-size beauties on Pinterest 👉 @DishesMadeEasy

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Close-up pumpkin pie shortbread cookies with glossy pumpkin centers on white plate

Pumpkin Pie Shortbread Thanksgiving Cookies


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  • Author: Ashley Wilson
  • Total Time: 37 mins
  • Yield: 24 cookies 1x
  • Diet: Vegetarian

Description

These pumpkin pie shortbread cookies pair buttery melt-in-your-mouth cookies with a silky, gently spiced pumpkin filling — perfect for Thanksgiving dessert trays or cozy fall coffee moments.


Ingredients

Scale

Shortbread Cookie Base:

1 cup (2 sticks) unsalted butter, softened

½ cup powdered sugar

2 teaspoons vanilla extract

2 cups all-purpose flour (spooned and leveled)

¼ teaspoon fine sea salt

Pumpkin Pie Filling:

¾ cup pumpkin puree (not pumpkin pie filling)

¼ cup brown sugar, packed

2 tablespoons granulated sugar

1 large egg yolk

2 tablespoons heavy cream

1 teaspoon vanilla extract

¾ teaspoon ground cinnamon

¼ teaspoon pumpkin pie spice

Pinch of salt

Finish (Optional):

Tiny pinch of flaky salt

Light dusting of cinnamon or nutmeg


Instructions

1. Preheat oven to 350°F (175°C). Line two baking sheets with parchment paper.

2. In a mixing bowl, beat butter and powdered sugar until light and fluffy. Mix in vanilla.

3. Add flour and salt and mix until a soft dough forms. Do not overmix.

4. Scoop 1½–2 tablespoon portions and roll into balls. Place 2 inches apart.

5. Press a shallow well into each dough ball with a teaspoon.

6. Bake for 10–12 minutes until pale golden. Re-indent if needed while warm.

7. In a saucepan, whisk together all pumpkin filling ingredients. Cook on low, stirring constantly, 4–6 minutes until thick and glossy. Let cool 5–10 minutes.

8. Spoon 1–1½ teaspoons of filling into each shortbread well. Smooth tops.

9. Let set 20–30 minutes or chill 10 minutes to speed up.

10. Sprinkle flaky salt or cinnamon if desired. Serve at room temp or slightly warm.

Notes

Make ahead: Shortbread shells can be baked 2 days ahead.

Store assembled cookies in fridge up to 4 days; bring to room temp to serve.

Freeze unfilled cookies up to 2 months. Filling softens when frozen but remains tasty.

Gluten-free 1:1 flour blends work well here.

For dairy-free, use plant-based butter and coconut cream (note: flavor will vary).

  • Prep Time: 25 mins
  • Cook Time: 12 mins
  • Category: Dessert
  • Method: Baking
  • Cuisine: American

Nutrition

  • Serving Size: 1 cookie
  • Calories: 180
  • Sugar: 10g
  • Sodium: 70mg
  • Fat: 11g
  • Saturated Fat: 7g
  • Unsaturated Fat: 3g
  • Trans Fat: 0g
  • Carbohydrates: 18g
  • Fiber: 1g
  • Protein: 1g
  • Cholesterol: 35mg

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