These Double Chocolate Thumbprints are dressed up for the holidays but lovely to make and eat all year long!! These got my family’s hearty approval!

Thumbprint Cookies are very adaptable! Add your favorite chocolate kiss variety depending on the occasion.

Double Chocolate Thumbprints on a white tray with one cookie perched in front.

Why You Must Make

  • Double Chocolate! Always a hit!
  • Add your favorite chocolate candies. Kisses of all varieties are fabulous, but you can also use caramel-filled Rolos, chocolate stars, mini Reeses Peanut Butter Cups, etc.
  • The cookie recipe was adapted from Fine Cooking magazine, so you know it’s delicious. Their recipe filled the cookies with chocolate ganache which is another tasty alternative.

When I mentioned baking up a batch of chocolate thumbprints to the hubby. I made the mistake of letting him know that I wanted to replace the chocolate ganache filling with Caramel Kisses.

I got what my friend, Patti, calls the “hamster look” of disappointment. Kind of a subtle pout. OK, OK, I could certainly make some with ganache. And my reward was his reaction after taking his first bite. He even suggested adding these to the tried and true cookies I give out to my friends each holiday.

Double Chocolate Thumbprints on a stack of square white plates.

How to Make

Nick was home for Thanksgiving break when I made these and I promised him the majority of these double chocolate thumbprints to share with his friends in the dorm. He, like me, adores caramel and gave me two thumbs up after his taste test. Trust me, these are amazing!

You can add any flavored Kiss you’d like, mini-Reeses, or just plain ganache. Just make sure to let the cookies cool for a few minutes before inserting the candy.

  1. Make the cookie dough.
  2. Use a cookie scoop to make rounds of dough and place them on a baking sheet.
  3. Bake as directed.
  4. Let cool for a few minutes, then either make a well in the middle of the cookies for ganache or add candies to the warm cookies.
  5. Finish cooling and dive in!
Double Chocolate Thumbprints on a white rectangular tray.

Expert Tips

  • PRO-Tip: Using a medium cookie scoop is a good way to get consistent-sized cookies.
  • To make them nice and round, you can chill the dough balls, then roll them between your palms.
  • I have trouble with my cookie scoop/disher not releasing the dough cleanly after a few uses due to build up of dough. When spraying with Pam does not work, I use my hot water dispenser to rinse and heat up the gadget, allowing for rounder, more consistent-sized balls of dough.
  • PRO-Tip: When the cookies are hot out of the oven, you can also carefully (use a hot pad in one hand to stabilize the pan) tap the cookies into rounds using a spatula.
  • Add any flavor of Hershey’s Kisses to your cookies. I used classic chocolate and caramel-filled Kisses.
Double Chocolate Thumbprints on a felt holiday stocking.

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Double Chocolate Thumbprints close view.

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Double Chocolate Thumbprints on a stack of square white plates

Double Chocolate Thumbprints

Prep Time 20 minutes
Cook Time 10 minutes
Total Time 30 minutes
Yield 5 dozen

Chocolate laden cookies adapted from Fine Cooking

Ingredients

Cookie dough

  • 1 ⅓ cups flour
  • ½ teaspoon salt
  • ½ teaspoon baking powder
  • ¼ teaspoon baking soda
  • 1 stick (4 ounces) butter, at room temperature
  • 1 ⅓ cups sugar
  • ½ cup cocoa powder, sifted
  • 3 eggs
  • 1 teaspoon vanilla
  • 3 ounces semisweet chocolate, melted and cooled slightly

For the chocolate filling:

  • 3 ounces semisweet chocolate, coarsely chopped (½ cup)
  • 4 tablespoons butter, cut into 3 pieces
  • M and M's, optional garnish
  • Or use Caramel or Plain Hershey's Kisses instead of the ganache

Instructions

  1. Preheat the oven to 350°. Line cookie sheets with parchment and set them aside.
  2. In a medium bowl, whisk the flour, salt, baking powder, and baking soda.
  3. Using a mixer, beat the butter, sugar, and cocoa powder on medium speed until well blended, about 2 minutes.
  4. Add the eggs one at a time, mixing until blended after each addition, then mix in vanilla.
  5. Add the cooled, melted chocolate and mix till combined, then add the flour mixture. Mix just till incorporated.
  6. Place tablespoons of dough about 1 ½ inches apart on the cookie sheets. Bake till the cookies are puffed and crackled, about 8-10 minutes.
  7. When the cookies are just out of the oven, and you plan to use the ganache filling, use the rounded side of a half-teaspoon measuring spoon, and make a deep well in the center of each cookie. Let the cookies sit on the cookie sheet for 4-5 minutes before moving to a rack to finish cooling.
  8. *If using Kisses, cool cookies for 4-5 minutes, then press unwrapped Kiss into the center of each cookie.
  9. To make the filling, melt the chocolate and butter in the microwave, stirring with a rubber spatula until smooth. Set aside until cool and slightly thickened.
  10. Spoon the chocolate mixture into the wells of the cooled cookies. Place an M and M in the center of the ganache, if desired.
  11. Set aside until the chocolate firms up, about 1 hour.

Notes

You may fill your thumbprints with ganache or any flavor of Hershey's Kisses you love.

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Nutrition Information:

Yield:

30

Serving Size:

1 cookie

Amount Per Serving: Calories: 134Total Fat: 5gSaturated Fat: 3gTrans Fat: 0gUnsaturated Fat: 2gCholesterol: 23mgSodium: 82mgCarbohydrates: 21gFiber: 1gSugar: 16gProtein: 2g

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