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Jack-O’-Lantern Sandwich Cookies

Desserts

Jennifer Scott
August 29, 2025

Why Make This Recipe

Jack-O’-Lantern Sandwich Cookies are fun, festive, and perfect for Halloween. These delightful treats add a touch of whimsy to any gathering. They are easy to make and enjoyable to eat, making them a hit for kids and adults alike. With their delicious pumpkin flavor and creamy filling, they are not just a treat but an experience. Baking these cookies can create lasting memories with family and friends during the spooky season.

How to Make Jack-O’-Lantern Sandwich Cookies

Ingredients:

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

Directions:

In a large bowl, whisk together the flour, pumpkin spice, baking powder, and salt.
In another large bowl, beat the softened butter and both sugars together with a hand mixer until creamy.
Add the egg and beat until fully mixed. Then, add the pumpkin and vanilla and beat again until smooth.
Gradually add the dry ingredient mixture and beat until just combined.
Divide the dough into two discs and refrigerate until well chilled, at least 2 hours or up to 3 days.
Line two baking sheets with parchment paper. Roll out the dough to 1/4 inch thick and cut the cookies using a pumpkin cookie cutter. Freeze the cut cookies for 15 minutes.
Preheat the oven to 350 degrees Fahrenheit. Cut faces into half of the cookies using a paring knife and bake until set, about 8 to 10 minutes. Let them cool completely.
For the frosting, beat the softened cream cheese and powdered sugar until smooth. Add vanilla and a pinch of salt, mixing it well.
Spread frosting on the flat side of cookies without faces, then top them with cookies that have faces to make sandwich cookies.

How to Serve Jack-O’-Lantern Sandwich Cookies

Serve these Jack-O’-Lantern Sandwich Cookies on a festive plate during Halloween parties, family gatherings, or just for a fun treat at home. They look great as part of a dessert table and are sure to impress your guests. Pair them with warm beverages like apple cider or hot chocolate for a cozy fall snack.

How to Store Jack-O’-Lantern Sandwich Cookies

Store any leftover Jack-O’-Lantern Sandwich Cookies in an airtight container at room temperature for up to five days. If you need to keep them for a longer period, consider refrigerating them, where they can last up to a week. Just remember to let them come to room temperature before serving for the best taste and texture.

Tips to Make Jack-O’-Lantern Sandwich Cookies

Make sure your butter is softened but not melted for the creamiest texture.
Chill the dough well before rolling it out; this helps the cookies keep their shape.
You can use different cookie cutters to create various shapes, not just pumpkins!
Try adding chocolate chips to the filling for a tasty twist.

Variation

For a change, consider using different flavored frosting like chocolate or cinnamon cream cheese. You can also swap out the pumpkin spice for other spices like ginger or nutmeg for a different taste.

FAQs

1. Can I use store-bought pumpkin puree instead of homemade?
Yes, store-bought pumpkin puree works perfectly for this recipe.

2. How can I make my cookies more colorful?
You can add food coloring to the cream cheese frosting for a fun and colorful look.

3. Can these cookies be frozen?
Yes, you can freeze the assembled cookies in an airtight container for up to three months. Just let them thaw at room temperature when ready to enjoy.

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Jennifer Scott

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