Chocolate Filled Peppermint Valentine Heart Cookies

  4.6 – 3 reviews  • Filled Cookie Recipes

This dish was published in our staff newsletter by the hotel’s chef, where I was employed. These minty, chocolatey cookies are ideal for Valentine’s Day!

Prep Time: 40 mins
Cook Time: 20 mins
Additional Time: 2 hrs
Total Time: 3 hrs
Servings: 60
Yield: 5 dozen filled cookies

Ingredients

  1. 4 ½ cups all-purpose flour
  2. ¾ teaspoon baking soda
  3. ½ teaspoon salt
  4. ¾ cup butter
  5. ¾ cup vegetable shortening
  6. ¾ cup white sugar
  7. ¾ cup packed brown sugar
  8. 2 eggs
  9. ¼ cup milk
  10. 1 ½ teaspoons peppermint extract
  11. 1 ¾ cups milk chocolate chips
  12. 2 tablespoons vegetable shortening
  13. 1 cup sifted confectioners’ sugar
  14. 1 drop peppermint extract, or to taste
  15. 1 drop red food coloring, or as needed
  16. ¼ teaspoon milk, or as needed
  17. ¼ cup milk chocolate chips
  18. 2 teaspoons vegetable shortening

Instructions

  1. Mix flour, baking soda, and salt in a bowl until thoroughly combined. With an electric mixer or stand mixer, beat together the butter, 3/4 cup shortening, sugar, and brown sugar in a large bowl until fluffy; beat in the eggs, 1/4 cup milk, and 1 1/2 teaspoons of peppermint extract. Gradually beat in the flour mixture, about 1 cup at a time, until the mixture forms a soft dough. Divide the dough into 4 pieces, cover, and chill for 1 hour in refrigerator.
  2. Preheat oven to 375 degrees F (190 degrees C).
  3. To make filling, melt 1 3/4 cups of milk chocolate chips with 2 tablespoons of vegetable shortening in the top of a double boiler over hot (not boiling) water. Stir the mixture until very smooth, and remove the filling from the heat to cool and slightly thicken.
  4. Remove one piece of cookie dough from refrigerator at a time, and working on a floured surface, roll the cookie dough out 1/8-inch thick, and cut out 120 hearts (total) with a 2 1/2-inch heart-shaped cookie cutter. Place half the hearts onto ungreased baking sheets. Carefully spread those hearts with about a teaspoon of the chocolate filling, avoiding the edges, and top each with another heart cookie. Gently pinch the edges of both cookies together to enclose the filling.
  5. Bake in the preheated oven for 10 minutes; let cool for 1 minute on the baking sheets before removing to finish cooling on racks.
  6. For peppermint drizzle, mix together the confectioners’ sugar, 1 drop of peppermint extract (to taste), red food coloring to your desired shade of pink or red, and milk as needed in a bowl to make a smooth, thin icing. For chocolate drizzle, melt 1/4 cup of milk chocolate chips with 2 teaspoons of vegetable shortening over hot (not boiling) water in a double boiler; stir and heat until the mixture is thin enough to drip in strings from a spoon.
  7. Drizzle each cooled cookie with a little peppermint drizzle on one side, and a little chocolate drizzle on the other. Let the cookies stand so the drizzle sets, about 30 minutes.

Nutrition Facts

Calories 144 kcal
Carbohydrate 18 g
Cholesterol 14 mg
Dietary Fiber 0 g
Protein 2 g
Saturated Fat 3 g
Sodium 65 mg
Sugars 10 g
Fat 8 g
Unsaturated Fat 0 g

Reviews

Carl Greene
These cookies look and taste beautiful! I got so many compliments on these! I wasn’t able to get 5 dozen, but that’s because I didn’t roll the dough as thin as the recipe called for. These were excellent after baking, but got even better the next day or two. Can’t wait to make these again!
Michael Dickerson
I followed the recipe ingredients but I changed the process. I baked the cookies first and then filled them. The dough was too soft to fuss with to attempt filling first. Great flavor and fun to look at.
Dawn Davis
Sooo yummy! I just made these and they are so amazing, the only thing more amazing than these cookies is that no one has reviewed them yet! I made mine just a little different, everywhere it said peppermint extract I used almond extract instead and then I also put a little almond sliver inside each one 🙂

 

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