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Chocolate Filled Cookies – Halloween Cookie Sandwich

Chocolate Filled Cookies – Halloween Cookie Sandwich

These chocolate filled cookies make the perfect Halloween cookie sandwich. Soft pumpkin cookies are stuffed with creamy chocolate for the ultimate dessert. Make this Halloween cookie sandwich with the kids and they’ll be THRILLED!

Chocolate Sandwich Cookies
These Halloween chocolate sandwich cookies are a delicious treat! Pumpkin spice cookies with creamy chocolate inside…the perfect treat for Halloween!

I honestly don’t know if these are called chocolate sandwich cookies or sandwich cookies or stuffed chocolate cookies or chocolate filled cookies….whatever you want to call them….one thing is certain….they are DELICIOUS!

First, you start off with two pumpkin flavored sugar cookies. Keep one side solid and cut out a cute jack o’lantern face on the second. Once they’re baked and slightly cooled. You pipe the delectable chocolate filling inside. Close the cookies together and enjoy the perfect Halloween cookie sandwich!

These do require just a bit of extra work in the kitchen….but they’re totally worth it because my kids have a blast making them!

Now, there’s a trick to making the cookies soft while also keeping the shape of the cookie cutter. You can really make these chocolate sandwich cookies any shape….take a look at all of these awesome spooky Halloween cookie cutters I found!

The trick to having soft cookies is all about the butter! I use salted stick butter BUT I take it out of the fridge about an hour or so before making my cookie dough so that it softens. Now, you don’t want the butter to be room temperature….you want it to still be cool to the touch but soft and malleable.

Chocolate Sandwich Cookies
Yield: 15 Cookies

Chocolate Sandwich Cookies

Prep Time: 15 minutes
Cook Time: 8 minutes
Additional Time: 5 minutes
Total Time: 5 minutes

These chocolate sandwich cookies are so much fun to make for Halloween! Just be careful that you don't overcook want them soft so you can add the chocolate cream inside!


  • 1 Cup Salted Butter - Softened
  • 1 Cup Granulated Sugar
  • 1 Egg
  • 1 TBS Vanilla extract
  • 1 TBS Pumpkin Spice
  • 2 tsp Baking Powder
  • 3 Cups Flour
  • Orange Food Coloring
  • Chocolate Fudge Filling:
  • 5 TBS Salted Butter - Softened
  • 3/4 Cup Hershey Cocoa Powder
  • 2 1/2 Cups Powdered Sugar
  • 1/4 Cup Milk
  • 1 tsp Vanilla extract


For Cookies:

Blend together butter and sugar.

Add in egg, vanilla extract, pumpkin spice, and 3-5 drops of orange food coloring.

Once mixed, add in baking powder.

Slowly add in flour...make sure it's mixed but not overly mixed. If your dough starts feeling too dry and begins cracking add in 1 TBS of milk.

Roll the dough on a prepared surface until it's about 1/2" thick.

Cut out shapes...remember you want a solid back and decorative front.

Bake at 350 degrees for 9 minutes. You want the cookies to be cooked through but not crispy on the edges.

Let your cookies cool slightly before adding the chocolate filling.

For Chocolate Filling:

Melt butter and stir in cocoa powder.

In a mixer, on medium speed, slowly add in powder sugar, milk, and vanilla extract.

Mix until the chocolate filling is soft and creamy.

Place a spoonful of chocolate filling on solid cookie and top with decorative front cookie.


You can easily change these to ghosts by omitting the orange food coloring and using a ghost cookie cutter.

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