Print
clock clock iconcutlery cutlery iconflag flag iconfolder folder iconinstagram instagram iconpinterest pinterest iconfacebook facebook iconprint print iconsquares squares iconheart heart iconheart solid heart solid icon

Jack-O'-Lantern Sandwich Cookies Recipe

5 Stars 4 Stars 3 Stars 2 Stars 1 Star 4.3 from 3 reviews
  • Author: Sue
  • Prep Time: 30 minutes
  • Cook Time: 10 minutes
  • Total Time: 3 hours 30 minutes
  • Yield: 12 sandwich cookies
  • Category: Dessert
  • Method: Baking
  • Cuisine: American

Description

These festive Jack-O'-Lantern Sandwich Cookies combine the warm flavors of pumpkin spice with a creamy cream cheese frosting, perfect for Halloween celebrations. Soft pumpkin-flavored cookies are cut into pumpkin shapes, baked until tender, and sandwiched together with a sweet, tangy cream cheese frosting, creating a delightful treat that’s as fun to make as it is to eat.


Ingredients

Dry Ingredients

  • 2 3/4 cups all-purpose flour, plus more for surface
  • 1 1/2 teaspoons pumpkin spice
  • 1 teaspoon baking powder
  • 1/2 teaspoon kosher salt

Wet Ingredients

  • 1/2 cup (1 stick) butter, softened
  • 1/2 cup granulated sugar
  • 1/2 cup packed brown sugar
  • 1 large egg
  • 1/2 cup pumpkin puree
  • 1 teaspoon pure vanilla extract

Frosting

  • 6 ounces cream cheese, softened
  • 1 1/2 cups powdered sugar
  • Pinch kosher salt
  • 1 teaspoon pure vanilla extract


Instructions

  1. Mix Dry Ingredients: In a large bowl, whisk together the all-purpose flour, pumpkin spice, baking powder, and kosher salt until evenly combined.
  2. Prepare the Dough: In another large bowl, use a hand mixer to beat the softened butter, granulated sugar, and brown sugar together until the mixture is creamy. Add the egg and continue beating until fully incorporated. Mix in the pumpkin puree and vanilla extract, then gradually add the dry ingredients and beat until just combined. Divide the dough into two discs and refrigerate for at least 2 hours or up to 3 days until well chilled.
  3. Roll and Cut Cookies: Line two baking sheets with parchment paper. Working with one dough disc at a time, roll out the dough on a floured surface to approximately 1/4 inch thickness. Use a pumpkin-shaped cookie cutter to cut out cookies and place them on the prepared baking sheets. Re-roll any scraps to cut additional cookies. Freeze the cut cookies for 15 minutes to help them hold their shape.
  4. Preheat Oven and Cut Faces: Preheat your oven to 350°F (177°C). Using a paring knife, carefully cut jack-o’-lantern faces out of half the cookies. If the dough becomes too warm or soft, freeze the cookies again before baking to ensure they maintain their shape.
  5. Bake Cookies: Bake the cookies for 8 to 10 minutes or until set but not browned. Remove from the oven and allow them to cool completely on the baking sheets.
  6. Make Frosting: While the cookies cool, prepare the frosting. In a large bowl, use a hand mixer to beat together the softened cream cheese and powdered sugar until smooth and creamy. Add the vanilla extract and a pinch of kosher salt, mixing until fully combined.
  7. Assemble Sandwich Cookies: Flip the cookies without faces over, spread an even layer of the cream cheese frosting onto each, and then top with a cookie that has a jack-o’-lantern face cutout, gently pressing to create a sandwich.

Notes

  • Chilling the dough helps maintain the cookie shapes and prevents spreading during baking.
  • If the dough is too soft to work with, additional chilling or brief freezing will make it easier to roll and cut.
  • Use a sharp paring knife for clean, precise facial cutouts on the cookies.
  • Store assembled sandwich cookies in an airtight container in the refrigerator for up to 3 days.
  • For a festive touch, decorate the frosting edges with colored sugar or sprinkles before sandwiching.