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Snickerdoodle Thumbprint Cookies with Chocolate

  • Prep Time: 1 hour 15 mins
  • Cook Time: 15 minutes
  • Servings: 48
  • Course: Dessert

This healthy cinnamon-sugar snickerdoodle thumbprint cookie recipe has an added bonus: chocolate filling! With slightly crispy edges and a chewy, chocolaty center, these snickerdoodle cookies are the ultimate crowd pleaser.

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Ingredients

Chocolate Filling

  • 3 1/2 ounces dark chocolate, coarsely chopped
  • 1/4 cup whole milk
  • 1/4 teaspoon vanilla extract
  • 3 tablespoons confectioners’ sugar

Cookie Dough & Cinnamon-Sugar

  • 2 cups all-purpose flour, plus more if needed
  • 2/3 cup white whole-wheat flour
  • 1 1/2 teaspoons baking powder
  • 1/4 teaspoon salt
  • 1/3 cup canola oil or corn oil
  • 4 tablespoons unsalted butter, slightly softened
  • 1/2 cup plus 5 tablespoons granulated sugar, divided
  • 1 large egg
  • Finely grated zest of 1 medium lemon
  • 1/4 cup plus 1 tablespoon honey
  • 2 1/2 teaspoons vanilla extract
  • 1/2 teaspoon almond extract or lemon extract
  • 3 tablespoons ground cinnamon
  • Reynolds KITCHENS™ Parchment Paper with SmartGrid®

Directions

Step 1

To prepare chocolate filling: Put chocolate in a small, deep heatproof bowl. Set a fine sieve by the bowl. Put milk in a 2-cup microwave-safe glass measuring cup and microwave on High just until it begins to boil and foam up the sides, 40 to 60 seconds. Pour half the hot milk through the sieve onto the chocolate and let stand without stirring for about 2 minutes to soften the chocolate. Stir vigorously until smooth and the chocolate is mostly melted.

Step 2

Pour the remaining milk through the sieve into the bowl. Add vanilla. Stir vigorously until smooth. Sift confectioners’ sugar onto the mixture and stir in thoroughly. Refrigerate until very cold and stiff.

Step 3

To prepare cookies: Position a rack in middle of oven; preheat to 350°F. Line a large baking sheet(s) with Reynolds KITCHENS™ Parchment Paper with SmartGrid®.

Step 4

Whisk all-purpose flour, whole-wheat flour, baking powder and salt in a medium bowl. Beat oil, butter, 1/2 cup plus 1 tablespoon sugar, egg and lemon zest in a mixing bowl with an electric mixer on low speed until well blended. Beat in honey, vanilla and almond (or lemon) extract until evenly incorporated.

Step 5

With the mixer on low speed, then medium speed, beat about half the flour mixture into the wet ingredients until incorporated. Beat in the remaining flour mixture until just incorporated.

Step 6

Divide the dough into quarters. Roll each quarter into a 9-inch “log.” Slice the log into 12 equal pieces. Roll each piece into a ball.

Step 7

Combine the remaining 4 tablespoons sugar with cinnamon in a small bowl and transfer to a plate. Roll each ball in the cinnamon-sugar. Place about 1 1/2 inches apart on a prepared baking sheet. Press a well into the center of each cookie with a thumb. Fill with about 1/2 teaspoon of the cold chocolate filling.

Step 8

Bake the cookies on the center rack, one pan at a time, until firm when pressed near the edge, 8 to 12 minutes. Let stand for 5 minutes, then transfer to wire racks to cool to room temperature.

Tip

White whole-wheat flour, made from a special variety of white wheat, is light in color and flavor but has the same nutritional properties as regular whole-wheat flour. Store it in the freezer.

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