Wilton Halloween Chocolate Sandwich Cookies

Finding fun Halloween treat recipes is very easy when you browse Wilton Halloween Ideas. From the complicated to the very easy, Wilton has goodies that are sure to impress, no matter what your skill level!

I saw the Wilton Jack-o-Lantern Sandwich Cookie recipe and couldn’t resist trying them out. And because I enjoy experimenting, I used both the suggested Silicone Mini Jack-O-Lantern Mold and the Halloween Cookie Shapes Non-Stick Pan to get a variety of shapes. I love how they turned out! This is a great project for anyone, especially someone a short on time or a bit intimidated to decorate the outside of the cookies. You’ll get a fabulous Halloween look!


3/4 cup butter or margarine softened
1 cup granulated sugar
1 egg
1 teaspoon vanilla extract
1 1/2 squares unsweetened chocolate melted and cooled
2 cups all-purpose flour
1 teaspoon baking powder
1 can White Ready-To-Use Decorator Icing or 2 cups Buttercream Icing
2 teaspoons freshly grated orange zest
Orange Icing Color as needed


Preheat oven to 375°F. Spray the Jack-O-Lantern mini mold and/or Halloween Cookie Pan cavities with vegetable pan spray or Bake Easy Spray (which worked great for me!) and set aside.

Melt unsweetened chocolate just before being completely smooth and stir it to finish melting so as to not overheat. Set aside to cool.

Cream butter and sugar with electric mixer until light and fluffy.  Add in egg and vanilla then mix well before stirring in melted chocolate. (Just be sure to not get any ideas about trying the unsweetened chocolate. Despite my warning my husband did anyone and was met with some very unsweet, bitter chocolate! :) It is tempting I know… )

Combine flour and baking powder in a separate bowl and gradually add it to butter and sugar mixture. Beat until smooth.

Press a heaping tablespoon cookie dough into prepared cavities. I used my handy cookie scoop and it worked perfectly to create the same size. The dough should be about 1/4-inch thick. For baking times and because these cookies will be pressed together, it is important to have about the same thickness on all the cookies.

Bake 15 to18 minutes or until edges are set for the Jack-O-Lantern Mold. (Note: Centers will be soft). Cool in mold on cooling grid 20 minutes; remove from mold and cool completely.

For the Halloween Cookie Shape pan, fill the cavities with a  tablespoon of batter and press down. You want the captivities to be 2/3 full. Bake for 7-10 minutes or until edges are set.

Icing Directions

Combine icing with orange zest in medium bowl. Add orange icing color to achieve desired color.

When cookies are completely cooled, spread icing onto flat side of one cookie. Top with second cookie. This recipe yielded approximately 14 sandwich cookies (which have two cookies each).

If your family is not a fan of orange zest, you can either use color the icing orange and leave out the zest or simply use white buttercream icing. I personally loved the combination of flavors with chocolate and orange but my husband admitted that he would have preferred plain icing. You can easily make both versions for variety or play around with icing colors! Lime green would also be fun!


If making these chocolate sandwich cookies sounds like fun or you are thinking of all the other ways you can use the two Wilton pans featured, be sure to enter our Spooktacular Halloween Giveaway from Wilton where we are giving away three of the jack-o-lantern silicone molds and two of the Halloween cookie shapes pans.  Hurry, this giveaway ends October 19, 2010!

Wilton Mom Brand AmbassadorDisclosure – As a Wilton Mom Ambassador I was provided with the Wilton products used in this post, while baking ingredients were purchased by myself. Opinions expressed are my own and are not influenced by monetary compensation.

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  1. says

    Ooooo…they look Yummy! I might have to check out Wilton’s website to get some good ideas. Thanks for sharing your beautiful, delicious looking creations!

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