The perfect Christmas cookie! These Chocolate Thumbprint Cookies are made of a buttery vanilla cookie and filled with a bourbon-infused chocolate ganache.

Chocolate Thumbprint Cookies

Trust me when I tell you that these chocolate thumbprint cookies are going to be your new Christmas cookie favorite, this year and every year.  These buttery vanilla thumbprint cookies are rolled in sugar and filled with wells of dark chocolate ganache (and a hint of bourbon!); these are irresistibly festive and simple but decadent cookies.  

I hope you don’t have a problem with cookies.

I have a feeling that you don’t (and this is why we’re friends), but I just want to give you fair warning that I make a lot of cookies in December.

I’ll try to mix things up a bit and push out some candy recipes (one coming Monday, actually) and maybe even a cake or cupcake, but there are definitely cookies in your pre-Christmas Sugar Spun Run future.  ‘Tis the season, right?

First up for this month are one of my new favorites: Chocolate Thumbprint Cookies.

We’ve got buttery, vanilla-bean flecked cookie bases, a coating of sugar crystals, and sweet chocolate wells of a bourbon infused chocolate ganache.

Do I have your attention?

These chocolate thumbprint cookie bases aren’t quite a shortbread, but they’re close.

They’re supremely buttery, but softer and less crumbly than standard shortbread (I’m all about soft cookies around here).  They also have an egg yolk added for a richer dough, and a little more vanilla than your standard shortbread cookie.

Good vanilla extract is a must in any good cookie recipe, and that’s why I always use Rodelle vanilla extract (also why I’m now a brand ambassador for them!).  Their Rodelle’s vanilla bean paste might be my favorite way to use vanilla in baking yet, so I added a little bit of that to the dough as well.

I definitely recommend an electric hand mixer or (preferably) a stand mixer when making your chocolate thumbprint cookie dough, as this dough is pretty thick and it can be tough to work in all of the flour that the recipe calls for.

Once everything is done mixing, the dough should be firm enough that you can roll it into balls and in sugar without needing any chilling beforehand.  We’ll chill them after we’ve rolled them (I’ll get to that in a bit), but first we want to roll them into balls and roll them in sugar.

I rolled these cookies in a coarse organic cane sugar because I liked the bigger sugar crystals, but regular granulated sugar would work just fine, too (turbinado sugar has a slightly more molasses-y flavor, but would also work with these cookies).

Next, press thumbprints into the dough.  It’s best to do this at room temperature because if the dough is too stiff or too cold, the edges will crack.  We want our edges smooth and seamless, because it’s just prettier that way.

Once you’ve prepped your cookie dough, chill it in the refrigerator or freezer for at least 30 minutes.  Your cookies will spread a little bit when they bake, but by chilling the dough beforehand you prevent any major spreading — you don’t want your thumbprints to be completely flat when they come out of the oven!

You will likely lose a little bit of depth in the craters when they come out of the oven, so keep a rounded teaspoon handy to re-indent those thumbprints as soon as they’re done baking (you only have a small window to do this, once they cool you won’t be able to re-indent your cookies without breaking them).

Enjoy, and if you’re looking for more great Christmas cookie ideas, Rodelle has a whole collection that you can check out HERE!

Chocolate Thumbprint Cookies

The perfect Christmas cookie!  These Chocolate Thumbprint Cookies are made of a buttery vanilla cookie and filled with a bourbon-infused chocolate ganache.  Simple, but decadent!
4.67 from 3 votes
Print Pin Rate
Prep Time: 15 minutes
Cook Time: 12 minutes
Total Time: 27 minutes
Servings: 30 cookies
Calories: 151kcal
Author: Samantha Merritt


  • 1 cup unsalted butter softened (226g)
  • 1/3 cup sugar (70g)
  • 1/3 cup light brown sugar tightly packed (70g)
  • 1 large egg yolk
  • 1 teaspoon Rodelle vanilla extract* (5ml)
  • 1/2 teaspoon Rodelle vanilla paste** optional
  • 2 1/4 cup all-purpose flour (280g)
  • 1/2 teaspoon salt
  • 1/2 cup coarse sugar for rolling turbinado or organic cane sugar both work well (100g)

Chocolate Bourbon Ganache

  • 1 cup semisweet chocolate chips (175g)
  • 1/4 cup heavy cream (60ml)
  • 1/2 Tablespoon unsalted butter
  • 1 teaspoon Rodelle vanilla extract* (5ml)
  • 1 teaspoon bourbon optional but recommended (5ml)
  • 1/8 teaspoon salt


  • Using an electric mixer, beat butter until well creamed.
  • Add sugars and beat until light and fluffy, about 30 seconds.
  • Add egg yolk, vanilla extract, and vanilla paste (if using), and stir well, pausing to scrape down the sides and mixing until ingredients are well-combined.
  • Add flour, gradually (about 1/2 cup at a time), pausing to scrape down sides of bowl. Halfway through the addition of the flour, sprinkle in the salt with the beater still running.
  • Roll cookie dough into approximately 1" balls and roll through the coarse sugar until completely covered in sugar.  Place on a wax paper lined plate and use your thumb to create an indent/crater in the center.  
  • Transfer cookie dough balls to freezer and chill for at least 30 minutes (this will keep cookies from spreading too much).
  • Preheat oven to 375F (190C) and prepare a cookie sheet by lining with parchment paper (if you don't have parchment paper, just use an ungreased cookie sheet).
  • Once oven is preheated, remove cookie dough from freezer and transfer to prepared baking sheet, spacing cookies at least 1 1/2" apart.   Bake for 12 minutes.
  • Remove from oven and immediately use a rounded teaspoon to re-indent the thumbprints, if needed.
  • Allow cookies to cool while you prepare the ganache filling.
  • Combine chocolate chips, heavy cream, and butter in a small saucepan over medium-heat.  Stir frequently until chocolate is completely melted and mixture is smooth.
  • Remove from heat and stir in vanilla extract, bourbon, and salt.  Stir well.
  • Allow mixture to sit and cool slightly, about 10 minutes.
  • Use a spoon to pour chocolate ganache into the crater of each prepared thumbprint cookie.  Ganache will set after about 1 hour at room temperature or you can put them in the refrigerator for about 30 minutes to speed up the process (cookies taste best at room temperature though).


*Find out more about Rodelle vanilla extract HERE**Go here to learn more about Rodelle's vanilla bean paste!


Calories: 151kcal
Tried this recipe?Mention @SugarSpun_Sam or tag #sugarspunrun!


In case you’re interested, I’ve used the recipe for the base of this cookie multiple times on my site (with slight variations).  Here are a few other recipes that you can make with this dough:

Chocolate Star Sprinkle Cookies

Homemade Tagalongs 

Key Lime Thumbprint Cookies