Chewy, Gooey Rolo Cookies Are The Best Christmas Cookie

Rolo Cookies. Do I really need to explain anything more in order to get your attention? I didn’t think so. However, I really have a lot to say about these amazing cookies. You will likely be salivating at the end and will need to try these as soon as possible.

If you have never had or heard of a Rolo, you need to take my advice and try a bag. Notice how I said bag? Because you will not want to stop at 1 Rolo. They are pretty small after all. In all seriousness, they are a bite size chocolate that surrounds a dollop of caramel inside of it. Sound great? It is.

Now, imagine having this delicious candy INSIDE of a soft chocolate cookie. Is your mouth starting to water just a little? You know what happens when you cook the chocolate cookies with a Rolo inside, right? The caramel goodness squishes out into the cookie. So when you take a bite of the cookie, you get a soft caramel-y center. Umm, umm. Are you drooling right now? I am!

Ingredients Needed

  • 1 box Brownie Mix
  • 2 Eggs
  • 3 tbsp Flour
  • 1/3 cup Powdered Sugar
  • 1/4 cup Vegetable Oil
  • 36 Rolos

Making The Cookies

Not only will your kids love these Rolo cookies, but they are easy to make. Kids will be able to help you make them and will actually be helpful doing so. They can undo the Rolo wrappers – huge time saver. Additionally, they can help roll the cookie dough around each Rolo. Finally, they will love rolling the cookie dough balls around in the powdered sugar.

Instructions

  • Preheat oven to 350 degrees and line baking sheets with parchment paper.
  • Using an electric mixer, beat brownie mix, eggs, oil, and flour until creamy.
  • Refrigerate for 30-60 minutes (until dough is firm enough to handle).
  • Shape 1 tablespoon of dough around 1 Rolo.
  • Roll each cookie ball in powdered sugar – coating generously.
  • Place on prepared baking sheet, keeping 2″ apart.
  • Bake until cookies crack on top (approx 8-10 minutes).

The worst part about this recipe is that once you have the dough made, you need to put it in the refrigerator for 30 – 60 minutes. I know it’s not that long, but when you are DYING for the yummy goodness of melted caramel and chocolate inside a soft, yet crunchy chocolate cookie, trust me, that half hour to an hour seems like an eternity. Even though the wait is brutal, make sure you wait until the dough is firm. Otherwise, the cookies won’t keep their shape around the Rolos. Thus, the waiting is a vital step in this recipe. Trust me, it will be worth it.

The BESTChristmas Cookies

These rolo cookies make an amazing display to your cookie table at Christmas gatherings. I’m sure someone will bring along a batch of chocolate chip cookies because those are staples and that’s great. And then there will likely be a plate or two of sugar cookies that are festively decorated in red, green, and white. And who doesn’t love seeing those and eating them as well? With these yummy cookie choices, you might not consider bringing cookies to your party for fear of cookie-boredom.

However, there is still room to wow guests with other types of cookies and that’s where these Rolo Cookies come in! You will be bringing them a chocolate cookie (amazing) with a rolo candy inside of it (super-duper amazing)! Regardless of how much you enjoy the regular Christmas cookie staples, these Rolo Cookies are sure to please!

More Cookies to Chew

White Chocolate Chip Cookies With Craisins

Root Beer Float Cookies

Italian Pistachio Cookies

Cheesecake Cookie Cups

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Dessert Cocktails To Try

What better way to wash down a delicious rolo cookie than with a dessert martini? I guess you could drink a glass of milk, but a creamy martini really sounds like a good idea!

Chocolate Amaretto Martini

White Christmas Martini

Gingerbread Martini

Pistachio Martini

Don’t forget to leave a reply below or share the recipe with on social media – sharing is caring!

Print

Rolo Cookies

Chocolate Cookies with rolos inside, yes please!
Course Dessert
Keyword caramel cookies, caramel desserts, chocolate caramel cookies, chocolate carmel dessert, chocolate cookies, cookies, rolo cookies, rolo desserts, rolos
Prep Time 15 minutes
Cook Time 10 minutes
Servings 36 Cookies
Author jenahoward

Ingredients

  • 1 box Brownie Mix
  • 2 Eggs
  • 3 tbsp Flour
  • 1/3 cup Powdered Sugar
  • 1/4 cup Vegetable Oil
  • 36 Rolos

Instructions

  • Preheat oven to 350 degrees and line baking sheets with parchment paper.
  • Using an electric mixer, beat brownie mix, eggs, oil, and flour until creamy.
  • Refrigerate for 30-60 minutes (until dough is firm enough to handle).
  • Shape 1 tablespoon of dough around 1 Rolo.
  • Roll each cookie ball in powdered sugar – coating generously.
  • Place on prepared baking sheet, keeping 2" apart.
  • Bake until cookies crack on top (approx 8-10 minutes).