Chocolate Filled Thumbprint Cookies

Chocolate Filled Thumbprint Cookies aren't just for Christmas plates! Enjoy these buttery, chocolate-y cookies all year long with this simple recipe. Share them if you want– but I won't tell if you don't 😉 

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Chocolate Filled Thumbprint Cookies Recipe


  • butter
  • white sugar
  • salt
  • all purpose flour

Chocolate Filling

  • 1 cup semisweet chocolate chips
  • 1/4 cup heavy whipping cream

Chocolate Filled Thumbprint Cookies Recipe

Questions Answered: Thumbprint Cookies

Why do my thumbprint cookies crack?

It's nearly impossible to make thumbprint cookies that don't crack, so my advice would be to not sweat the small stuff. But I know that's easier said than done. So if you're on a mission to make thumbprint cookies that don't crack, here are a few things you need to know.

  1. The dough is going to stiffen as it rests, and stiff dough cracks. Which means your best chance at forming a ball and creating an indent that won't crack is to work QUICKLY.
  2. Because the dough stiffens as it rests, and because it will stiffen more quickly once it's out of the bowl– it's important to press the indentation (or thumbprint) in as soon as you roll the dough. Don't wait until all the dough has been rolled and on cookie sheets. Instead, work with one piece of dough at a time: scoop, roll, indent, put on the cookie sheet, and repeat.
  3. Last of all: if you can't prevent the cracks, you can fix them. Simply pinch the cracks together and smooth it over with your fingers to cover up the evidence!

Chocolate Filled Thumbprint Cookies Recipe

Can I freeze thumbprint cookies?

YES! In fact, thumbprint cookies are probably the best cookies of ALL the cookies to freeze. Why? Because you can fill them with fresh toppings after they thaw, and no one will ever know those cookies have been sitting in your freezer for 3 months.

The best fillings for thumbprint cookies are chocolate ganache, caramel, jam, and cream cheese frosting.

Chocolate Ganache

How do I make my cookies look professional?

The number one suggestion I have for creating and styling cookies is to make them look as tidy as possible. And one of the best ways to do this is by adding any fillings or frosting using a piping bag.

It's commonplace to spread frosting with knife or fill a thumbprint cookie with a spoon. But if you care about the appearance of your cookies, a piping bag will go a long way in preventing unwanted drips and smears. 

How to Make this Recipe

Mix the dough.

It may seem a little crumbly at first, but I promise it comes together. Just keep mixing!

Chocolate Filled Thumbprint Cookies Recipe