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Cherry Filled Chocolate Sandwich Cookies

These Cherry Filled Chocolate Sandwich Cookies are the perfect treat for the chocolate and cherry lovers in your life!
Course Cookie, Dessert
Cuisine American
Keyword cherry filled chocolate sandwich cookies
Prep Time 20 minutes
Cook Time 7 minutes
Total Time 27 minutes
Servings 36
Calories 175kcal
Author Trish - Mom On Timeout



  • 1 1/2 cups all purpose flour
  • 1/2 cup unsweetened baking cocoa
  • 1/2 tsp baking soda
  • 1/2 tsp salt
  • 3/4 cup light brown sugar
  • 1/2 cup granulated sugar
  • 1/2 cup unsalted butter melted
  • 1 tsp vanilla extract
  • 1 egg room temperature
  • 2 tbsp water
  • 1 cup mini chocolate chips

Cherry Frosting Filling

  • 1/2 cup unsalted butter softened
  • 4 cups powdered sugar
  • 1/2 cup maraschino cherries drained and chopped
  • 3 tbsp maraschino cherry juice from jar
  • 1 tsp almond or vanilla extract
  • additional cherry juice and powdered sugar as needed



  • Preheat oven to 375 degrees.
  • Whisk together flour, cocoa, baking soda and salt. Set aside.
  • Cream sugars and butter together until light and fluffy.
  • Add in egg, vanilla and water and beat until well blended.
  • Gradually stir in dry ingredients.
  • Fold in mini chocolate chips.
  • Line cookie sheet with parchment paper or lightly grease.
  • Spoon rounded teaspoons of cookie dough onto prepared cookie sheet and flatten slightly with your finger tips.
  • Bake for 5-7 minutes or until they are set. Do not over bake.
  • Remove from oven and let cool on a rack.

Cherry Frosting Filling

  • Beat softened butter until smooth and creamy.
  • Beat in one cup of powdered sugar slowly.
  • Add in cherry juice and extract and continue beating until combined.
  • Gradually beat in remaining powdered sugar until desired consistency is achieved.
  • Fold in chopped cherries and check for consistency again. If the cherries still had any juice on them you may need to stir in additional powdered sugar,
  • Pair up like-sized cookies and spread on 1-2 teaspoons of cherry frosting on the bottom of one cookie. Top with remaining cookie. Repeat until all sandwich cookies have been built.
  • Store in an airtight container.


Calories: 175kcal | Carbohydrates: 29g | Protein: 1g | Fat: 7g | Saturated Fat: 4g | Cholesterol: 19mg | Sodium: 58mg | Potassium: 34mg | Fiber: 1g | Sugar: 24g | Vitamin A: 175IU | Vitamin C: 1mg | Calcium: 14mg | Iron: 1mg