Go Back

Chocolate Covered Cherry Cookies

These chocolate covered cherry cookies have a soft chocolate cookie base and a thumbprint of chocolate and a maraschino cherry!
5 from 1 vote
Prep Time 10 minutes
Cook Time 8 minutes
Assembly Time 20 minutes
Total Time 38 minutes
Course Dessert
Cuisine American
Servings 50 cookies

Equipment

  • Hand or stand mixer
  • medium mixing bowls
  • Measuring cups and spoons
  • piping bag (optional)
  • silicone spatula
  • Cookie sheet

Ingredients
  

For the chocolate cookies

  • ¾ cup unsalted butter softened
  • cup light brown sugar packed
  • 2 tablespoons milk
  • 1 egg
  • cup semi-sweet chocolate (melted), 2 ounces
  • 2 cups all-purpose flour
  • ½ cup unsweetened cocoa powder
  • 1 teaspoon baking soda
  • 1 teaspoon salt

For the cookie topping

  • 50 maraschino cherries (stemless)
  • ½ cup semi-sweet chocolate melted, 4 ounces

Instructions
 

To make the chocolate cookies

  • Preheat oven to 350 degrees (use convection bake if you have it).
  • Using a stand mixer fitted with the paddle attachment or a hand mixer beat softened butter and brown sugar on high for 1-2 minutes. Scrape down the bowl once complete.
  • Add in milk, egg, and melted chocolate. Mix until combined. Scrape down the bowl once complete.
  • In separate bowl, whisk dry ingredients together (flour, cocoa powder, baking soda, salt).
  • Add dry ingredients to wet ingredients in 2-3 portions. Mix until combined, scrape down the bowl once complete.
  • Roll the dough into small 1-inch dough balls and place them on a well-greased cookie sheet (you can also line the cookie sheet with parchment paper). Each cookie should be at least 2 inches apart.
  • Bake for 8-10 minutes or until the top of the cookies just begins to crack.
  • Remove them from the oven and use a teaspoon measuring spoon to add a 'thumbprint' in each cookie. Do this immediately when they come out of the oven.

To assemble the cookies

  • Drain the maraschino cherries and pour them onto some paper towels to dab off any excess liquid.
  • Allow the chocolate cookies to cool to room temperature, then spoon a small amount of chocolate (about ½ a teaspoon) into the thumbprint of about 10 cookies.
  • Place one maraschino cherry on top of the melted chocolate (the chocolate acts as a 'glue' for the cherry).
  • Repeat the above steps, spooning the melted chocolate into about 10 cookies at a time, then adding maraschino cherries until you have covered each cookie.
  • Use the remaining melted chocolate to drizzle over the top of each cookie. Place the chocolate in a piping bag or ziploc bag and cut a very thin tip to drizzle the chocolate for best results.
  • Allow the chocolate to set, then enjoy!
Keyword cherry cookies, cherry thumbprint cookies, chocolate covered cherry cookies, chocolate thumbprint cookies