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Jack-O’-Lantern Sandwich Cookies Recipe

5 Stars 4 Stars 3 Stars 2 Stars 1 Star 4.9 from 63 reviews
  • Author: Megane
  • Prep Time: 15 mins
  • Cook Time: 10 mins
  • Total Time: 3 hrs 30 mins
  • Yield: 12 servings
  • Category: Dessert
  • Method: Baking
  • Cuisine: American
  • Diet: Vegetarian

Description

Celebrate Halloween with these festive Jack-O’-Lantern Sandwich Cookies featuring pumpkin-spiced sugar cookies filled with creamy vanilla cream cheese frosting. Perfectly soft and flavorful, these cookies are shaped like pumpkins with carved faces for a spooky yet sweet treat ideal for fall gatherings.


Ingredients

Scale

For the Cookie Dough

  • 2 3/4 cups all-purpose flour, plus more for surface
  • 1 1/2 tsp. pumpkin spice
  • 1 tsp. baking powder
  • 1/2 tsp. kosher salt
  • 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 tsp. pure vanilla extract

For the Cream Cheese Frosting

  • 6 oz. cream cheese, softened
  • 1 1/2 cups powdered sugar
  • 1 tsp. pure vanilla extract
  • Pinch kosher salt


Instructions

  1. Mix Dry Ingredients: In a large bowl, whisk together the all-purpose flour, pumpkin spice, baking powder, and kosher salt until well combined. This creates the base for the spiced cookie dough.
  2. Cream Butter and Sugars: In a separate large bowl, use a hand mixer to beat softened butter with granulated and brown sugars until the mixture is creamy and smooth. This step adds air and sweetness to your dough.
  3. Add Wet Ingredients: Beat in the egg until fully incorporated, then add pumpkin puree and vanilla extract, mixing until combined. These ingredients add moisture and flavor depth to the dough.
  4. Combine Dry and Wet: Gradually add the dry ingredients to the wet mixture, beating just until the dough comes together. Overmixing can make cookies tough, so mix gently.
  5. Chill Dough: Divide the dough into two discs, wrap or cover them, and refrigerate for at least 2 hours or up to 3 days. Chilling firms the dough for easier handling and better cookie shape.
  6. Roll and Cut Cookies: Preheat your oven to 350°F (177°C). Line two baking sheets with parchment paper. On a floured surface and working with one disc at a time, roll dough to 1/4-inch thickness. Use a pumpkin-shaped cookie cutter to cut out cookies and place them on the prepared sheets. Re-roll scraps to cut additional cookies.
  7. Freeze Cookies: Freeze the cut cookies for 15 minutes before baking. This helps them maintain shape during baking.
  8. Cut Faces: Remove cookies from freezer. Using a paring knife, carefully cut out jack-o’-lantern faces on half of the cookies. If dough softens, freeze again before baking.
  9. Bake Cookies: Bake in the preheated oven for 8 to 10 minutes, until the cookies are set but not browned. Let them cool completely on wire racks.
  10. Prepare Frosting: While cookies bake and cool, beat softened cream cheese and powdered sugar with a hand mixer until smooth. Add vanilla extract and a pinch of kosher salt, and mix until creamy.
  11. Assemble Sandwiches: Flip the solid pumpkin-shaped cookies (without faces) over and spread a generous layer of cream cheese frosting. Top each with a face-cut cookie to complete the jack-o’-lantern look and gently press to sandwich together.

Notes

  • Ensure dough is well chilled before rolling to prevent spreading and help cookies hold shape.
  • If dough or cookies become too soft while working, place back in fridge or freezer briefly.
  • Use a sharp paring knife to carefully cut face details for clean, precise jack-o’-lantern designs.
  • Cookies can be stored in an airtight container in the refrigerator for up to 5 days.
  • Allow assembled sandwich cookies to come to room temperature before serving for the best flavor and texture.

Nutrition

  • Serving Size: 1 sandwich cookie
  • Calories: 220
  • Sugar: 18g
  • Sodium: 120mg
  • Fat: 10g
  • Saturated Fat: 6g
  • Unsaturated Fat: 3g
  • Trans Fat: 0g
  • Carbohydrates: 28g
  • Fiber: 1g
  • Protein: 3g
  • Cholesterol: 30mg