Rolo Cookies

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Rolo Cookies . . . no one can resist these soft chocolate cookies with an ooey gooey caramel center. They are simply divine!

These caramel stuffed Rolo Cookies are simply divine. No one can resist the caramel filled cookies!

I always stock up on the after Christmas candy sales. Not because I want to eat the candy, but because I love baking with it! I have to hide it in my craft room so my family won’t find it and finish it off before I have a chance to try out all my recipes. I make sure it’s hidden from my view too, so I won’t be tempted. 😉

Chewy chocolate cookies with a caramel filling. These Rolo Cookies are hard to beat!

These caramel filled Rolo cookies have been a favorite for years. They may look plain on the outside, but the inside is filled with ooey gooey caramel. So yummy!

Check out the caramel filling in these Rolo Cookies. Trust me, you want to make these chocolate caramel cookies!

These chocolate Rolo cookies are always a favorite. You can't beat a chocolate cookie with an ooey gooey caramel center!

I stock up on Rolos whenever they are on sale just so I can make these. If you like chocolate and caramel, you’ve gotta give them a try!

Watch out, these Chocolate Rolo Cookies are addicting! Chewy chocolate cookies with a surprise caramel filling are hard to resist!

Of course these cookies are amazing when they are warm and the caramel is oozing out, but they are still mighty tasty after they have cooled.

rolo-chocolate-cookies-recipe(original photo – photos edited 10/2017)

Rolo Cookies (Caramel Filled Chocolate Cookies)

Yield: 3-4 dozen

Rolo Cookies

Rolo Cookies
Chocolate cookies filled with Rolo candies and rolled in sugar.
Prep Time 20 minutes
Cook Time 9 minutes
Total Time 29 minutes


  • 1 cup soft butter
  • 1 cup sugar
  • 1 cup brown sugar
  • 2 eggs
  • 2 tsp vanilla
  • 2 3/4 cups flour
  • 1/2 cup cocoa
  • 1 tsp baking soda
  • 1/2 tsp baking powder
  • 1/2 tsp salt
  • 1 12oz bag Rolos, unwrapped
  • Sugar for tops of cookies


Cream butter and sugars in a large mixing bowl. Beat in eggs and vanilla.

Sift together dry ingredients and stir in until well mixed.

Shape about 1 tablespoon of dough around each rolo. Dip tops of cookie in sugar. Place sugar side up on silpat lined or lightly greased cookie sheets.

Bake at 350° for about 9 minutes. Cool 2 minutes before removing to cooling racks.


Looking for more decadent cookie recipes? Give these a try!

Combine brownies with chocolate chip cookies, and you have Brookies. An epic cookie that everyone will love!
Dipped Brown Sugar Shortbread Cookies
These shortbread cookies are made with brown sugar, and are rich and flavorful. They just melt in your mouth!
Chocolate Reese’s Peanut Butter Cookies
These Chocolate Peanut Butter Cookies are loaded with Reeses peanut butter chips and peanut butter cups. So yummy!
For all my cookie recipes, click HERE.




  1. Thank you my darlin. I had a couple of these from Tatertots and Jello’s cookie exchange and they were so nummy! Now I can have more. Yahoo!

  2. These look DELICIOUS!!!

  3. Oh mygosh, I love rolos-these look amazing!

  4. These look SO yummy!!! Thanks for the recipe I really want to try this!

  5. As the lucky recipient of these yummy cookies, I can testify they are worth making! My family fought over the last two cookies, so I had to cut them into fourths! Thanks Kara!

  6. Now I’ve got that song…you can roll a rolo to your pal…in my mind.

    Looks delish.

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