Caramel Filled Chocolate Cake Cookies (a.k.a. Rolo Cookies)

Post image for Caramel Filled Chocolate Cake Cookies (a.k.a. Rolo Cookies)

by Amy Flanigan on December 20, 2011 · 32 comments

Yes, my love for pie runs deep. However, do you know how much I love cookies? If I was ever going to start another food blog (and no, that is not going to happen…I barely sleep as it is!), I would devote it all to cookies.

Our holiday card this year included some miscellaneous data like how many dishes I washed this year (9,015), trips to the market (732), and cookies I baked (472) – in hindsight I think all those numbers are a little conservative. Especially the cookies, considering it’s one of my favorite things to do with the kids almost every. single. weekend. Add that up and you get close to 1,300 cookies. Math was never my strong suit.

Anyway, a month or so ago I was trying out a bunch of new cookie recipes, and shouted on Facebook my utter frustration that none of them were any good. (You really have to mess up a cookie for it not to be any good.) But recipe after recipe left me so disappointed. Too dry, too bland, too messy, meh…

Apparently 4th time is a charm. Chocolate cake surrounding melted caramel, and coated in powdered sugar. What more is there to say?

These were a home run. These are my friend Kary’s latest addiction. And these are what will be waiting for Santa in a few days.

Caramel Filled Chocolate Cake Cookies (a.k.a. Rolo Cookies)
Makes approx. 48 cookies
Prep time: 20 minutes
Cook time: 10 minutes (per batch)

Ingredients
• 1 (12 ounce) package Rolos
• 1 box Devils Food Cake mix, sifted
• 2 eggs
• 1/3 cup vegetable oil
• 1/2 cup powdered sugar

Directions
Preheat oven to 350 degrees.

Combine cake mix, oil, and eggs. Mixture will be thick! Take a small portion of the dough (about a 1/2 tablespoon, just enough to cover the rolo) and form a ball around the rolo.

Roll in powered sugar and place on a greased cookie sheet. (These don’t spread much, so I was able to fit 12 on a sheet.)

Bake for 10 minutes. Press down slightly/gently and let cool for a few minutes.

(slightly adapted from Six Sisters Stuff)

Print this recipeSave this recipe

 

PinterestFacebookTwitterStumbleUponGoogle+Share

{ 32 comments… read them below or add one }

tejeme mucho February 12, 2013 at 6:12 am

It looks great!!! Yum. But I’m from Argentina and I don’t know what is Rolo. It is like a regular cake? Thanks!

Reply

Amy February 12, 2013 at 6:22 am

Rolo is a chocolate covered caramel candy. It looks like this: http://www.amazon.com/Rolo-Chewy-Caramels-Chocolate-12-Ounce/dp/B001FA1EEK

Reply

Colleen Campbell October 22, 2012 at 3:58 pm

Great Recipe!!!!!! Have made these so many times and always get rave reviews!!!

Reply

Amy October 22, 2012 at 5:47 pm

That’s awesome! These are one of my friend’s favorite cookie. Whenever she’s stressed out or unhappy, I make up a batch for her. Instant mood lifter!

Reply

Jennifer March 6, 2012 at 6:33 pm

Thanks for sharing!! These were amazing. The dough was really sticky to work with, but well worth it.

Reply

Dianna Francis March 1, 2012 at 1:44 pm

I make the same cookies except instead of Rolos in the middle, I add mint chocolate chips to the batter. Always a winner at my house :)

Reply

Amy March 2, 2012 at 2:15 pm

Yum-O! Will try that next time…

Reply

Brenda Barelmann December 26, 2011 at 12:46 pm

These are (were) Awesome!!!!

Reply

Amy December 26, 2011 at 8:58 pm

Hi Brenda! What a nice surprise to see your name. I’ve made these a few times now for friends and it leaves people needing more. Like a drug. Do you follow along regularly, or just discovered this post?

Hope your holiday treated you kindly and you’re staying warm.

Reply

honeywhatscooking December 21, 2011 at 7:00 pm

i loveeeeee rolos. it’s about time someone baked with them. looks so good… love caramel and chocolate.

Reply

Stephanie December 21, 2011 at 2:01 pm

Billy’s not a fan of caramel (WHAT?! I know…), so these would never fly in our house. But, I can dream. They looks DELICIOUS. Like outrageous. Santa will be leaving your house one happy man this year!

Reply

Amy December 21, 2011 at 2:23 pm

He doesn’t like caramel? He doesn’t like caramel? He doesn’t… okay. This is going to take me a while to process.

Reply

Lauren at Keep It Sweet December 21, 2011 at 3:16 am

I love that such a simple cookie recipe finally was a winner. These look amazing, though, and I can see why!

Reply

Miranda @ Living One Bite at a Time December 20, 2011 at 6:42 pm

Oh my goodness, these look DELICIOUS! And, surprisingly, they look really easy. I love caramel, but had a little accident making it earlier this year, so I’ve been trying to stay away… whoops. This is the perfect way to add caramel to a baked good without having to make it from scratch!

Reply

Joanne December 20, 2011 at 5:44 pm

I don’t even want to know how many cookies I made this year…because then it would give me some clue as to how many I ATE. And I really have no desire to know that little statistic.

But I think I could use a good 48 more in my life. Especially if they have a caramel filling and chocolate outside. Swoon.

Reply

Meister @ The Nervous Cook December 20, 2011 at 4:22 pm

Woah, you’re not messing around with these at all!

Reply

Dad December 20, 2011 at 1:19 pm

Well, if diabetes passed the last two generations by, this will do it!

The Rolos make them the perfect movies snack. And 48 is the perfect amount for a sitting.

Reply

Amy December 20, 2011 at 2:16 pm

Ya…um…not all of the Rolos *cough* made it into the cookies *cough*

Reply

Kary December 20, 2011 at 12:21 pm

Ummmm…I don’t think Santa will find any of these waiting for him at your house now that I know where I can find them!! Can I just tell you that I’ve been dreaming of these? The picture does no justice and none I make will be as good as yours…sigh. Uh-oh, I just tried to lick the monitor… ;)

Reply

Amy December 20, 2011 at 2:18 pm

I was going to bring you another batch on Christmas Even…now Jen requested them for Christmas day. Good lord, I don’t know how much more my thighs can take of these ;-)

Reply

Jenna December 20, 2011 at 11:58 am

The picture says it all–the meltiness inside and the chocolate outside–divine! Thanks for being our recipe tester and passing on the winners. =)

Reply

Amy December 20, 2011 at 2:21 pm

Hee. My pleasure. Hey, if the worst thing I do all day is taste test sub par cookies to get to the great ones, I’ll take it!

Reply

Rachel @ Baked by Rachel December 20, 2011 at 11:00 am

My jaw dropped a bit when I saw this. So awesome!

Reply

Amy December 20, 2011 at 2:23 pm

Ha! Ya. I feel you. I actually had the same reaction when I first spotted them.

Reply

Andrea December 20, 2011 at 10:01 am

Alas, Amy, I am done with the Christmas cookies this year. So maybe I’ll make them for New Year’s Eve! If you’re not cookied out yet, there’s a wonderful recipe for Egg Nog Snickerdoodles at the StarTribune website. It was a runner up for this year’s Cookie Contest (published December 1, I think). Fast, unfussy, full of Rum (which I doubled and balanced out with a little extra flour).

Reply

Amy December 20, 2011 at 10:07 am

Ah, it’s totally okay! I know I posted these a little late. But they certainly don’t HAVE to be for Santa. Pfft. New Year’s works for me! I’ve seen a few Egg Nog Snickerdoodle cookie recipes floating around…I make a muffin version that is fantastic. I bet they’re really similar.

Reply

Jen December 20, 2011 at 9:53 am

OMG! Are you making these for Christmas?! Oh please, oh please, oh please!!!! DROOL….

Reply

Amy December 20, 2011 at 9:56 am

I was planning on making the White Chocolate Berry Bread…I suppose I could bring these, too *twist. my. arm*

Reply

Jen December 20, 2011 at 9:59 am

((twisting))

Reply

Amy December 20, 2011 at 10:00 am

Lol. Okay… :D

Reply

Sandi Benoit December 20, 2011 at 9:13 am

I swear Amy, your making me nuts!!! Dang these look and sound amazing!!!

Reply

Amy December 20, 2011 at 9:51 am

Hee. I know! But ’tis the season to indulge, right?

Reply

Leave a Reply

Your email address will not be published. Required fields are marked *

*

HTML tags are not allowed.

Previous post:

Next post: