Pumpkin Cream Cheese Thumbprint Cookies with Chocolate Drizzle

Prep: 30 minCook: 12 min42 cookiesmedium
Pumpkin Cream Cheese Thumbprint Cookies with Chocolate Drizzle

Soft, spiced pumpkin cookies filled with rich cream cheese frosting and decorated with chocolate drizzle. These thumbprint cookies combine warm fall spices with tangy cream cheese for a perfect autumn treat. The tender pumpkin base provides moisture while cinnamon and nutmeg add seasonal warmth. Each cookie features a signature thumbprint filled with smooth cream cheese filling and finished with contrasting chocolate drizzles. Ideal for holiday gatherings, bake sales, or cozy afternoons with coffee. The chilled dough ensures cookies hold their shape while baking, creating the perfect well for the creamy filling.

Ingredients

Yield: 42 cookies
  • 3 ½ c all-purpose flour
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  • 1 ½ tsp baking powder
  • ½ tsp salt
  • 1 ¼ tsp cinnamon
  • ¼ tsp ground nutmeg
  • ½ c unsalted butter, room temperature
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  • 8 Tbl unsalted butter, room temperature
    vegan butter1:1vegandairy-freedairy-free

    conf:4

    Full guide →
  • ½ c shortening, butter-flavored
  • 1 c sugar
  • ½ c light brown sugar, packed
  • 1 large egg
  • 2 tsp vanilla
  • ¾ c pumpkin puree
    sweet potato puree1:1dairy-free

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    Full guide →
  • 4 oz cream cheese, room temperature
    vegan cream cheese1:1vegandairy-free

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    Full guide →
  • 3 Tbl unsalted butter, room temperature
    vegan butter1:1vegandairy-freedairy-free

    conf:4

    Full guide →
  • 1 c powdered sugar
  • 1 tsp vanilla
  • salt
  • c milk or semi-sweet chocolate chips
  • c white chocolate chips
  • 1 tsp shortening, divided

Instructions

  1. 1

    Combine flour, baking powder, salt, cinnamon and nutmeg in medium bowl and set aside

  2. 2

    Mix butter and shortening in stand mixer with paddle attachment until combined

  3. 3

    Add sugar and brown sugar and beat until combined and creamy

  4. 4

    Beat in egg and vanilla

  5. 5

    Mix in pumpkin puree

  6. 6

    Gradually add dry ingredients and mix until just combined, scraping bowl

  7. 7

    Cover bowl with plastic wrap and refrigerate several hours or overnight until firm

  8. 8

    Preheat oven to 350 degrees

  9. 9

    Scoop 2 tablespoons dough per cookie and roll into balls

  10. 10

    Place on lightly greased baking sheet spacing 2 inches apart

  11. 11

    Bake for 12 minutes until puffed and lightly golden on bottom

  12. 12

    Remove from oven and press 1/2 tablespoon measuring spoon into center of each cookie

  13. 13

    Cool on cookie sheet for 5 minutes then transfer to wire rack

  14. 14

    Cool completely before filling

  15. 15

    Mix cream cheese and butter until creamy

  16. 16

    Add powdered sugar, vanilla and salt and mix until combined

  17. 17

    Fill cookie indentations with cream cheese filling

  18. 18

    Place chocolate chips in separate bowls and add 1/2 teaspoon shortening to each

  19. 19

    Microwave until melted, stirring every 30 seconds

  20. 20

    Drizzle melted chocolate over cookies with fork

  21. 21

    Allow chocolate to set before serving

Tips

Tip 1

Chill dough thoroughly to prevent spreading and ensure clean thumbprint indentations hold their shape during baking.

Tip 2

Use room temperature cream cheese and butter for smooth, lump-free filling that pipes or spreads easily.

Tip 3

Press thumbprints while cookies are still warm from the oven for best results, then let cool completely before filling.

Good to Know

Storage

refrigerate leftover cookies

Make Ahead

dough can be chilled overnight before baking

Serve With

at room temperature

Common Mistakes

Watch

chill dough thoroughly to avoid spreading during baking

Watch

press thumbprints while cookies are warm to avoid cracking

Substitutions

Dairy-Free Swaps

pumpkin puree
sweet potato puree1:1dairy-free

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Full guide →
cream cheese
vegan cream cheese1:1vegandairy-free

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Full guide →
butter
vegan butter1:1vegandairy-freedairy-free

conf:4

Full guide →

Gluten-Free Swaps

all-purpose flour
gluten-free flour blend1:1gluten-freegluten-free

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Find more substitutions →

FAQ

Can I make these cookies ahead of time?

Yes, you can make the dough up to 2 days ahead and refrigerate, or bake cookies and store unfilled for up to 3 days before adding filling and chocolate.

What if I don't have shortening?

You can substitute additional butter for the shortening, though cookies may spread slightly more during baking.

How long do these cookies keep?

Store filled cookies in refrigerator for up to 5 days. Unfilled cookies keep at room temperature for up to 1 week.