Drain cherries, reserving 3 teaspoons juice. Cut cherries in half, and set aside.
Beat butter and sugar at medium speed with an electric mixer until creamy; add egg, vanilla, and 2 teaspoons reserved cherry juice, beating until blended. Combine flour and next 4 ingredients; gradually add flour mixture to butter mixture, beating until blended after each addition. Shape dough into 1-inch balls, and place on ungreased baking sheets. Press center of each ball with thumb, and place 1 cherry half in indentation.
Cook chocolate and milk in a small saucepan over low heat, stirring occasionally, until melted. Stir in remaining reserved cherry juice. Cool slightly. Spoon 1 teaspoon mixture over each cherry half.
Bake at 350° for 10 minutes. Freeze up to 3 months.
I made these cookies the first time a few years ago. They are easy to do, I was worried that when you drizzled the chocolate over the cherry it would be a mess, it was not. It flows smoothly over the top. These are the best cookies and everyone loves them. They are a favorite of our family every christmas! It tastes like a chocolate covered cherry!
My husband loves this cookie. I am not a fan of it. It is way too sweet for me and I love chocolate and have a sweet tooth. But that being said I make it every Christmas for him and I will eat one or two.
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