Ladies Hat Pinata Cookies
Prep Time
1 hr
Cook Time
12 mins
Total Time
1 hr 12 mins

Brightly colored cookies shaped like ladies hats are decorated with modeling chocolate flowers and are filled with candy so when you crack them open you find candy hiding inside. 

Course: Dessert
Cuisine: American
Keyword: ladies hat cookies, ladies hat pinata cookies
Servings: 12
Author: Beth
Cookie Dough
  • 4 cups all-purpose flour
  • 3/4 teaspoon salt
  • 3/4 teaspoon baking powder
  • 1 cup butter, softened slightly
  • 1 1/2 cups sugar
  • 2 large eggs
  • 1 1/2 teaspoons vanilla bean paste or pure vanilla extract
  • 3/4 teaspoon almond extract
  • gel food coloring (pink, blue, yellow, violet)
  • 3/4 cup small candies like M&M's
  • 2-4 tablespoons royal icing or store bought cookie icing to match cookie color
  • 4-6 ounces modeling chocolate or fondant
  • corn syrup
Cookie Dough
  1. Mix the flour, salt, and baking powder together in a bowl. Set aside. 

  2. Cream butter and sugar until light and fluffy. Stir in eggs, vanilla bean paste, and almond extract.

  3. Add the dry ingredients and stir just until blended.
  4. Divide the dough into 4 equal parts and color pink, violet, blue, and yellow.
  5. Lightly dust your work surface, roll out the dough to between 1/8th of an inch and 1/16th of an inch thickness. Cut out 4 hat brims using a round scalloped cutter.
  6. Place on a parchment paper lined baking sheet and refrigerate for 15 minutes.
  7. Meanwhile preheat oven to 350 degrees Fahrenheit.
  8. Bake these cookies for 12-14 minutes.
  9. Re-roll each colored cookie dough out to a 1/16 inch thickness.
  10. Cut four circles of each color using 2 1/2 inch (or smaller) round cutters, so that when you drape the dough over your cake ball pan, the dough drapes over but doesn’t touch the base of the pan.
  11. Drape circles of dough over each mound on your pan and smooth with your fingers.
  12. Place the pan in the freezer for 15 minutes.
  13. Bake the cookies on the bottom rack of your oven for 8-11 minutes.
  14. Allow the cookies to cool completely.
Decorations & Candy
  1. To assemble your hat cookies, fill the rounded cookies with candies, then pipe a thin line of royal icing around the top edge of the cookie.
  2. Turn one of the scalloped cookies upside down, set it on top of the iced cookie, and press them together to seal. Turn the cookie right side up and allow to dry for at least 30 minutes.
  3. To decorate your hat cookies, roll out some modeling chocolate or fondant and cut into 1/8th inch wide by 8 inch long strips and attach to the hats using royal icing, cutting off any excess.
  4. Color small pieces of white modeling chocolate or fondant to match your hats. Color some green as well.
  5. Roll out the modeling chocolate and cut out flowers using a small daisy plunger cutter. Cut the center of the flowers out using a small round plunger cutter.
  6. Attach the centers to the daisies using a small dab of water.Note: I used Wilton’s new Water Brush, which I love. I don’t have to mess around with bowls of water, which I’ve been known to spill all over my modeling chocolate. The water is contained in the brush. It was perfect for attaching these tiny pieces together.
  7. Once all of your cookies are assembled and decorated they are ready to dress up your dessert table.