Italian Frosted Chocolate Cookies

4.6
(8)

I make these cookies each year at Christmas. They are a favorite of family and friends. This recipe makes approximately 120 cookies.

3
3
3
Prep Time:
1 hrs
Cook Time:
15 mins
Additional Time:
8 hrs
Total Time:
9 hrs 15 mins
Servings:
120
Yield:
10 dozen cookies

Ingredients

  • 7 cups all-purpose flour

  • 2 cups white sugar

  • 1 cup unsweetened cocoa powder (such as Hershey's®)

  • ¼ cup baking powder

  • 1 ½ teaspoons ground cinnamon

  • 1 ½ teaspoons ground cloves

  • 1 ½ teaspoons ground allspice

  • 1 teaspoon salt

  • 1 large orange, zested

  • ½ cup vegetable shortening (such as Crisco®)

  • ½ cup margarine (such as Parkay®)

  • 5 eggs

  • 1 teaspoon vanilla extract, or to taste

  • ¼ cup orange juice

  • ¼ cup whole milk

  • ½ (8 ounce) package cream cheese, softened

  • ½ cup chopped walnuts

  • 3 tablespoons whole milk, or more as needed

  • 1 teaspoon orange juice, or as needed

  • 3 cups confectioners' sugar, or more as needed

Directions

  1. Preheat oven to 350 degrees F (175 degrees C).

  2. Whisk flour, white sugar, cocoa powder, baking powder, cinnamon, cloves, allspice, and salt in a large bowl. Stir orange zest into flour mixture. Mix vegetable shortening and margarine into dry ingredients, using your hands, until mixture is crumbly.

  3. Beat eggs and vanilla extract in a bowl with an electric mixer until foamy; add egg mixture, 1/4 cup orange juice, and 1/4 cup milk to flour mixture and knead dough in the bowl until thoroughly combined and dough doesn't stick to your hands, about 8 minutes. Dough will be stiff. Knead cream cheese thoroughly into dough, followed by walnuts.

  4. Form dough into balls about 1 1/2 inches in diameter and place onto ungreased baking sheets.

  5. Bake cookies in the preheated oven until lightly browned, 12 to 14 minutes. Cool cookies on racks.

  6. Beat 3 tablespoons milk, 1 teaspoon orange juice, and 1 cup confectioners' sugar in a bowl until smooth; gradually beat in remaining confectioners' sugar until frosting is thick and drizzles slowly from a spoon.

  7. Dip tops of cookies into frosting and place frosted cookies on racks with waxed paper underneath to catch drips. Let cookies dry overnight.

Cook's Note:

Place waxed paper underneath drying racks. This catches the dripping frosting, and clean-up is much easier. I've found that the exact measurements for the frosting aren't that important. So long as the consistency is right, the frosting will be good. Add some milk and orange juice, more milk than orange juice (about 90 to 10 ratio) to get the right consistency. If it gets too thin, add some more powdered sugar. After frosting cookies, let them dry on a drying rack overnight. You can also add food coloring to the frosting and put sprinkles on these cookies.

Nutrition Facts (per serving)

78 Calories
3g Fat
13g Carbs
1g Protein
Nutrition Facts
Servings Per Recipe 120
Calories 78
% Daily Value *
Total Fat 3g 3%
Saturated Fat 1g 4%
Cholesterol 9mg 3%
Sodium 83mg 4%
Total Carbohydrate 13g 5%
Dietary Fiber 1g 2%
Total Sugars 7g
Protein 1g
Vitamin C 0mg 2%
Calcium 33mg 3%
Iron 1mg 3%
Potassium 28mg 1%

* Percent Daily Values are based on a 2,000 calorie diet. Your daily values may be higher or lower depending on your calorie needs.

** Nutrient information is not available for all ingredients. Amount is based on available nutrient data.

(-) Information is not currently available for this nutrient. If you are following a medically restrictive diet, please consult your doctor or registered dietitian before preparing this recipe for personal consumption.

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