I love Christmas and everything that is included with the holiday. Decorations, caroling, and of course the baking! Really any excuse for baking is a good excuse to me and these delicious cookies were my first baking adventure of the Holiday Season.
Lucky for me, they turned not only pretty, but delicious.
The cookies are soft and chewy and yummy chocolate goodness.
The filling is sweet and cherry and gooey.
Mix the two together and you have cookie heaven. Toss them on a festive plate, and take them to work, caroling or to your neighbor. They’ll think you spent a hours slaving over them, and yet these cookies are ready in 20 minutes!
If you love cherry cookies, then you’ll have to check out these other two favorite cookies of mine: Cherry Bells (a family favorite) & Chocolate Cherry Cookies.
If you are looking for even more delicious cookie ideas, we are participating in a virtual cookie swap! Check out the other yummy cookies below the recipe!
Chocolate Cherry Sandwich Cookies

Ingredients
- Soft Chocolate Cookies:
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- 1/3 cup unsweetened cocoa powder
- 1/2 teaspoon baking soda
- 1/4 teaspoon salt
- 1 1/4 cups all-purpose flour
- 1/2 cup butter, softened
- 2/3 cup brown sugar
- 1/4 cup granulated sugar
- 1 teaspoon vanilla
- 1 large egg
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- Cherry Cream Filling:
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- 1/4 cup butter, softened
- 2 cups powdered sugar
- 1/2 cup drained and chopped maraschino cherries
- 1 Tbsp maraschino cherry juice from jar
- 1/2 tsp vanilla extract
Instructions
Soft Chocolate Cookies:
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Preheat oven to 350*F.
Line two cookie sheets with parchment paper, silicone baking mats or non stick foil.
Using a stand mixer, cream together butter and both sugars.
Mix in egg and vanilla and mix until smooth and creamy.
Add salt, baking soda and cocoa powder, mix until combined.
Add flour and mix until dough comes together.
Using a small cookie scoop, scoop balls of dough onto cookie sheets. If you don't own a cookie scoop, scoop approximately 1 Tablespoon sized balls onto cookie sheet.
You should get about 40 cookies, making a total of 20 sandwiches.
Bake for 5-6 minutes.
These cookies are dark so you wont be able to "see when they start to darken". Do a test batch (3 cookies) to determine if 5 minutes is long enough or if 6 is needed {each oven will be different}. You'd rather have underdone cookies than overdone hard crunchy cookies - promise!
Once done, let cool 2 minutes before transferring to a wire cooling rack.
Once they are completely cool, you can fill them.
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Cherry Cream Filling:
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In a large mixing bowl beat the butter until smooth.
Add 1 cup powdered sugar and mix well.
Add cherry juice and mix.
Add last 1 cup of powdered sugar and mix well.
Add vanilla and beat until combined.
With spatula, fold in the cherries and add more powdered sugar or cherry juice as needed to reach desired frosting consistency and flavor. {Should be thick}
Place a spoon full of frosting on bottom of 1 cookie. Place bottom of a second cookie on top of frosting to create a sandwich. Do this for all cookies.
Eat immediately or store in an air tight container up to 5 days.
Cherry Filling from: Tastes Better From Scratch