Chocolate Rolo Thumbprint Cookies Recipe

As if Chocolate Thumbprint Cookies weren't delicious enough! Adding Rolos, that are caramel filled, to the centers of each chocolate cookie, sends them into another world. These soft and chewy cookies are great for holiday baking or any celebration throughout the year!

Caramel oozing out the center of a chocolate cookie

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. 

Looking down on chocolate rolo thumbprint cookies

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

PRIZE WINNING COOKIES!

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!

Do you have a prize winning cookie recipe? We’d love for you to post it on our Pip and Ebby Facebook page to tell us about it OR message us!

MAKE A BATCH OF CHOCOLATE ROLO THUMBPRINT COOKIES

Having a favorite cookie loaded with chocolate flavor and all kinds of melted caramel is a necessity!

  • Preheat oven to 350 degrees F. Line two large baking sheets with parchment and set aside.

  • In a large bowl, combine salted 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.

  • Roll dough into 1 1/2-inch balls and place onto baking sheets. Gently press your thumb into the center of each ball until indentation has formed.

  • Place a Rolo candy onto the top of each indentation and bake in the preheated oven for 10-15 minutes, or until the Rolos start leaking caramel. Remove the cookies from the pan and let them cool completely on a cooling rack for 5 minutes, then enjoy!

ROLO CANDIES UNWRAPPED - A TIME SAVER

When I created these cookies, I had the pleasure of unwrapping each gold foiled chocolate individually. It wasn’t a hard call - these cookies were worth the effort! But now, you can actually BUY a bag of Unwrapped Rolo treats and save yourself the time. Isn’t the candy world good to us?!

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!

WHETHER YOU ARE LOOKING FOR JUST A DELICIOUS COOKIE OR A GREAT HOLIDAY COOKIE, YOU’VE COME TO THE RIGHT PLACE!

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Close up of cookie with oozy caramel center

CHOCOLATE ROLO THUMBPRINT COOKIES

Rolo, Chocolate, Cookie
Dessert
American
Yield: 15
Author:

Chocolate Rolo Thumbprint Cookies

As if Chocolate Thumbprint Cookies weren't delicious enough! Adding Rolos, that are caramel filled, to the centers of each chocolate cookie, sends them into another world. These soft and chewy cookies are great for holiday baking or any celebration throughout the year!
prep time: 15 Mcook time: 20 Mtotal time: 35 M

ingredients:

  • 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

instructions:

How to cook Chocolate Rolo Thumbprint Cookies

  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!

Calories

247.59

Fat (grams)

14.26

Sat. Fat (grams)

8.93

Carbs (grams)

27.89

Fiber (grams)

0.88

Net carbs

27.00

Sugar (grams)

13.81

Protein (grams)

2.60

Sodium (milligrams)

224.08

Cholesterol (grams)

33.51
Created using The Recipes Generator