Chocolate Rolo Thumbprint Cookies

As if Chocolate Thumbprint Cookies weren't delicious enough! Adding Rolos to the centers sends them into another world. Great for holiday baking or any time of the year!


Whilst rinsing conditioner out of my hair in the shower yesterday, I realized that....CHRISTMAS IS NEXT WEEK! How the heck! There has been an unusual time warp this year due to the unseasonably warm weather we continue to experience here in Minnesota (and likely everywhere). In my tired little brain, it is approximately October 12th. Not December 15th. Thankfully I have these two cute little humans living in my home who remind me DAILY how many days left until the BIG day. If it weren't for them, I probably would have begun Christmas shopping on or around Valentine's Day. 


Also thanks to those cuties, I continue to bake! MORE CHRISTMAS COOKIES, MOMMY! As you please.

This particular recipe was created QUICKLY in order to make the deadline for Dan's work cookie contest. It won 2nd place! I literally came up with the recipe, made them and did the dishes all in less than one hour. If you're on the lookout for a quick and easy cookie, look no further!


Is anyone else's mental calendar waaaaaay off this year? I'm feeling a touch of insanity because of it. Before I know it, it will all be over and my head will be spinning violently. I am officially, as of this very moment, hitting my RESET button in order to fully enjoy and appreciate the next few weeks.

Enjoy these cookies AND the rest of your week! Thanks for being here!

Here are a few other easy, delicious goodies to throw together! Gooey Cinnamon Bars, Chocolate Caramel Bars, Snowy Lemon Balls


Chocolate Rolo Thumbprint Cookies

These cookies are not only ADDICTING, making them is ridiculously EASY!

Contributed by Megan Porta from

Published Dec 15, 2015

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Serves: 15-18

Total time: 35 min



  • 1 cup (2 sticks) butter, softened
  • 2/3 cup sugar
  • 1/3 cup cocoa powder
  • 2 cups flour
  • 1/2 teaspoon baking soda
  • 1/2 teaspoon salt
  • 18 Rolo chocolate candies, unwrapped
  1. Preheat oven to 350 degrees F. Line two large baking sheets with parchment and set aside.
  2. In a mixing bowl, combine butter, sugar and cocoa powder. Mix until creamy. In a separate bowl, combine the flour, baking soda and salt and stir until combined. Gradually add the flour mixture to the mixing bowl and mix until incorporated.
  3. Roll dough into 1 1/2-inch balls and place onto baking sheets. Carefully press your thumb into the center of each ball until indentation has formed.
  4. Place a Rolo into each indentation and bake in the preheated oven for 10-15 minutes, or until the Rolos start leaking caramel. Let cool for 5 minutes and enjoy!