Chocolate Cherry Thumbprint Cookies

Chocolate and cherry together is one of the first flavors I remember loving – Black Forest Cake, ice cream (Cherry Garcia, I’m looking at you)… These cookies balance the two flavors well without tasting too sweet, and would make a perfect Valentine’s Day treat. Use a good quality cocoa powder to really bring out that chocolate flavor!


  • Preparation Time: 20 min.
  • Cook Time: 10 min.
  • Cuisine: American
  • Servings: 32 cookies


  • ½ cup butter, softened
  • ½ cup white sugar
  • ½ cup brown sugar
  • 2 eggs
  • 1 ½ cups white flour
  • ⅔ cup cocoa powder
  • ¼ tsp. salt
  • ¼ tsp. baking powder
  • ¼ tsp. baking soda
  • 2 tsp. cherry juice (from jar of maraschino cherries)
  • 36 maraschino cherries
  • ¼ cup semi-sweet chocolate chips
  • 2 tbsp. sweetened condensed milk
  • 1 tbsp. cherry juice (from jar of maraschino cherries)


  • 1
    Preheat oven to 350 degrees.
  • 2
    In a large mixing bowl, combine butter, brown sugar, and white sugar.
  • 3
    Add in eggs, and mix throughly.
  • 4
    In a separate bowl, mix flour, baking soda, baking powder, salt and cocoa powder together.
  • 5
    Slowly add the dry ingredients into the egg mixture while stirring.
  • 6
    Add vanilla and the 2 tsp. of cherry juice, and mix until just combined.
  • 7
    Refrigerate cookie dough for 30+ mins.
  • 8
    Once refrigerated, roll dough into 1” balls and place on a cookie sheet covered in parchment paper.
  • 9
    Using your thumb (or any other finger), make a small indent in the center of the cookie and place a cherry in each.
  • 10
    Bake cookies for 10 mins.
  • 11
    Remove from baking sheet and cool on a baking rack.
  • 12
    Make the fudge sauce by melting chocolate chips and sweetened condensed milk over low heat.
  • 13
    Once the chocolate sauce is completely melted (don’t overcook it, or it will dry out and burn), remove from heat and add in 1 Tbsp. of cherry juice.
  • 14
    Drizzle the sauce over each cookie. *The sauce does not completely harden, so these cookies are best not stacked on top of each other.
  • 15

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