Easy Caramel Filled Chocolate Cookies

Easy Caramel Filled Chocolate Cookies

  Easy Caramel Filled Chocolate Cookies

Not sure I’ll ever get used to how hot it gets here in the summer. If it’s not over 100 it is really close to it. The kids are back in school, have been for two weeks now. I still don’t understand why they go back in August. Maybe I never will, it goes right along with the parts of homework I don’t get either.

With them back in school, I am trying to fill my day with all things important, you know…..laying on a raft in the pool…….oh no, not that…I would never do that. LOL!

I do feel bad that they are stuck behind those desks all day. So I took a break from my busy schedule…..ahem ๐Ÿ™‚ and whipped up these Rolo cookies.

Back to the cookies: I love caramel and well these just ooze that caramel goodness.

Begin by unwrapping these beauties…

I think the most time-consuming part was unwrapping the Rolo Candy, so be sure to take a break and indulge in a few to make the task easier.

Then mix up the batter

Scoop in out with a 2 Tablespoon scoop for each cookie

Wrap each Rolo in cookie dough

roll to form a ball

I felt like I was on the episode of I Love Lucy rolling the chocolate balls of yummy goodness…well she was wrapping them but that image of her sure came to mind.

Bake and cool cookies.

Easy Caramel Filled Chocolate Cookies


  • 1 Chocolate Cake Mix
  • 2 eggs
  • โ…“ cup oil
  • 36 Rolo candies


  • Combine cake mix, eggs, and oil.
  • Wrap 2 Tablespoons around each unwrapped Rolo Candy.
  • Bake in 350 degree oven for 8-10 minutes.
  • Dust with powdered sugar when cooled.

Dust with powdered sugar, pretend it’s snowing to keep cool in the hot weather….then enjoy the chocolaty melted gooey goodness. …Don’t worry I left some for the kids.

 Easy caramel Filled Cookies @createdbydiane


  1. These are delicious!!! The first time I tasted rolo cookies was in Billerica MA, a co-worker of mine did them. I could never forget their taste!! Your look irresistible!

  2. Kids don’t go back to school here until Sept. 6th. They go until almost the end of June however which I think is later than CA. These sure would be good tucked into a lunch every once in awhile.

    P.S. So glad that I don’t have to deal with homework any longer but feel for my kids who school-aged children bring home more homework than they ever did and certainly tons more than we ever had to when I was in school.

  3. This look incredible. It’s been ages since I ate rolos. I remember when I was a child my twin sister used to love rolos. I always preferred chocolate buttons.

    Next time I find myself a pack of rolos I’ll be sure to give these a try. Love how easy they are to put together!

  4. These cookies look fantastic! I really think I need to make them ASAP!

    I have a dvd of that “I Love Lucy” episode. I love it!

    Have fun floating in the pool:)

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