Halloween Brownie Roll Out Cookie Sandwiches

by Erin

These chocolate brownie cut out cookie sandwiches are the perfect ghoulish treat for Halloween.

This content contains affiliate links. As an Amazon Associate I earn from qualifying purchases.

Jump to recipe

Happy almost Halloween everyone!

I feel like the fall holidays are always overshadowed by Christmas every year. Halloween and Thanksgiving have yet to pass and Christmas music is already being played and all the stores have their winter holidays sections ready to go. Don’t get me wrong, all that shiny stuff does make me happy, but we gotta take care of the darker side first.

Yes my friends come to the dark side, we have cookies! (Oh my goodness I am sorry I had to. The entire time I was making these I kept thinking of that shirt.)

But seriously, these arn’t your typical cut out sugar cookies – they’re chocolate! Although they are not as chocolatey as I had imagined they would be so it’s a good thing there’s frosting sandwiched in between. Frosting makes everything better, especially when it is cream cheese (at least I think so).

More Halloween ideas:


Yield: Makes 18 cookie sandwiches, or 3 dozen cookies Cooking Time:
Nutrition facts: 200 calories 20 grams fat



  • 3 cups all-purpose flour
  • 2/3 cup cocoa powder
  • 1/2 tsp salt
  • 1/2 tsp baking powder
  • 1 cup butter, softened
  • 1-1/2 cups sugar
  • 2 large eggs
  • 1-1/2 tsp vanilla extract


  • 6 oz. reduced fat cream cheese, at room temperature
  • 4 Tbsp unsalted butter, at room temperature
  • 1/2 cup confectioner's sugar
  • 1 Tbsp milk
  • 1/2 tsp vanilla extract
  • Food coloring


  1. Mix together the flour, cocoa, salt and baking powder in bowl and set aside.
  2. In a large bowl, cream butter, sugar together. Followed by the eggs and vanilla.
  3. Gradually add the dry flour mixture into the wet mixture. Wrap in plastic and chill for at least one hour.
  4. Preheat oven to 350 degrees.
  5. Roll out the cookie dough on floured counter to 1/4 inch thick. Use cookie cutters to cut into desired shapes: cut out cookies using pumpkin or skull outline side of cutter. Then, use the other side of the cutter to create skull or pumpkin faces in half of the cookies.
  6. Bake on a lined baking sheet for 10 minutes or until the edges are firm and the centers are slightly soft and puffed. Transfer to a cooling rack.
  7. Meanwhile, make the filling: In a small bowl, whisk together the cream cheese, butter, confectioner's sugar, milk and vanilla until smooth and fluffy. Add food coloring and mix thoroughly. Spread about 1 tablespoon filling on each non-face cookie and top with a cut-out cookie.
Did You Make This Recipe?
I want to see! Tag me on Instagram at @TheSpiffyCookie and hashtag it #TheSpiffyCookie.

Source: Idea from Target’s Halloween double-sided cookie cutter set. Cookies discovered on Lovin’ From the Oven, originally from Smitten Kitchen. Frosting adapted slightly from Alton Brown on Food Network.

Did you make this recipe? I want to see!
Tag @THESPIFFYCOOKIE on Instagram and hashtag it #THESPIFFYCOOKIE


You may also like


25 Easy Halloween Cookie Recipes to Make for Your Little Monsters! - Fine Radar October 4, 2022 - 3:36 am

[…] Spiffy Cookie’s Pumpkin Brownie Roll Outs are creepy and they’re kooky–or should we say […]

Megan November 2, 2013 - 12:28 am

Best sugar cookie roll out dough I have ever worked with!!!

Lisa @ Snappy Gourmet January 16, 2012 - 12:53 pm


kita November 1, 2011 - 8:59 pm

How cute are these?! I would never have the patience for such pretty cookies. Kudos!

Christina @ ovenadventures October 30, 2011 - 7:50 pm

these are awesome. I love the col

Curt October 30, 2011 - 7:22 pm

Now those are about the coolest I’ve seen yet!

Tracy October 30, 2011 - 11:19 am

These are so super adorable! Fun and festive and perfect for Halloween!

Tracey October 28, 2011 - 10:09 pm

These are adorable Erin, and I just love the tinted green and orange frosting. I’m glad Halloween is getting so much blog love, it’s a great holiday for baking fun treats!

Erin @ Dinners, Dishes and Desserts October 28, 2011 - 8:40 pm

Oh my, these are awesome! So cute. Why didn’t I think of them!!

Food Snots October 28, 2011 - 6:28 pm

These turned out way cute!!

Mel October 28, 2011 - 2:10 pm

These look so cute! I love the peek-a-boo cutters you used too!

spiffycookie October 28, 2011 - 2:14 pm

I love them too! I wish they were available for every holiday. Although sometimes they were a pain (cookie dough sticking if I didn’t dust with enough flour).

Danielle @ Runs With Spatulas October 28, 2011 - 2:05 pm

Awesome! I’ve been looking for a roll-out chocolate sugar cookie recipe!

spiffycookie October 28, 2011 - 2:06 pm

It keeps it’s shape really well too!

Jenn@Baking Jenn's Blog October 28, 2011 - 12:41 pm

These are so cute!

Sook October 28, 2011 - 12:32 pm

Oh! So cute!!! What a brilliant idea.

Jennifer @ Mother Thyme October 28, 2011 - 11:45 am

These are so darn cute, I love these! So festive for this time of year!! :)

Meagan Wied October 28, 2011 - 10:47 am

Those look really cute and just in time for Halloween!


Leave a Comment

* By using this form you consent to the storing of your message attached to the e-mail address you've used. (Data will not be shared with any 3rd-parties)

This site uses Akismet to reduce spam. Learn how your comment data is processed.

This website uses cookies to improve your experience. Accept Read More