Chocolate Rolo Cupcakes

I love candy. There I said it. I love caramel. Happy now? I am, because Rolos satisfy. Truly, they are the perfect candy, and they are so fun to bake with too!

Here’s a true story.

One day, I baked Rolo cupcakes. Then my bloggie bestie (Jocelyn), told me she was baking with Rolos.

We decided we were twins, separated at birth. No….not because of the Rolos. And we certainly don’t look alike (I have short dark, STRAIGHT hair, and she has beautiful blonde, curly hair). Everything else = twins.

For example, I did p90x, loved it, hated it. Jocelyn did p90x, loved it, hated it. Right?

We both spilled coffee on ourselves one day. The same day!! Catching on???

We both love Take 5 bars. And other candy. I know, scary, isn’t it??

Two words. Pumpkin Obsessed. You think I am bad, you should read my twin’s blog!

We both have kids who had dentist appointments…the same week! Woah.

There is one big thing though that makes us different. And I’m totally trying to fix, I mean convert her. She doesn’t like bacon with her sweets. I mean, c’mon. WHEN we meet in life for real, I’m totally bringing her one of my maple bacon doughnuts. And I’m going to make her eat it in front of me. That’s what twins do. So I’m told.

In the meantime, enjoy the rolo cupcakes, and then pop over to Jocelyn’s and see what she cooked up for you. I’m sure it’s totally cute and over the top, or extremely decadent. She tries to compete with me and all, just like a real twin. I let her win too in that department. She is super talented!!! (just a hint, she made Rolo pretzel peanut butter M&M bars– I told you she is over the top, but they look fabulous)!

Yield: serves 12

Chocolate Rolo Cupcakes

Chocolate Rolo Cupcakes
Prep Time 20 minutes
Cook Time 20 minutes


For the cupcakes:

  • 1 cup flour
  • 1/2 cup sugar
  • 1/2 cup brown sugar
  • 1/2 cup unsweetened cocoa powder
  • 1/2 tsp baking powder
  • 1/2 tsp baking soda
  • 1/2 tsp salt
  • 1/2 cup butter, melted
  • 2 eggs
  • 1 tsp vanilla extract
  • 1/2 cup hot coffee

For the frosting:

  • 1/3 cup butter, softened
  • 1/3 cup dark chocolate unsweetened cocoa
  • 2 1/2 cup powdered sugar
  • 1 tsp vanilla extract
  • 1/4 cup milk
  • 12 Rolo candies


  1. In mixing bowl, blend butter, eggs and vanilla for one minute. Add the flour, cocoa, sugars, baking powder, baking soda and salt. Mix until combined. Slowly add in the hot coffee and beat until smooth.
  2. Pour into 12 lined muffin tins. Bake in a 350 degree oven for 18-20 minutes. Remove and cool.
  3. For the frosting, beat the butter with the cocoa and powdered sugar. Slowly add in the vanilla and milk until desired consistency. Frost cooled cupcakes.
  4. Top with one Rolo. Enjoy!

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17 comments on “Chocolate Rolo Cupcakes”

  1. Yuppers! Twins for sure:-) I am just so glad we found each other! You inspire me totally to be a better baker! And you also inspire me to make more pumpkin treats…LOL! So glad you are just as obsessed about that orange veggie! Good luck getting me to eat that bacon doughnut;-)…although if it was dipped in Biscoff I just might think about it. Hee hee! You are the best!!!

  2. Make sure you take a picture of the doughnut eating!! I am glad you found your twin!! I will taste test for either of you any day!!

  3. yummy yummy..Delicious..Thanks for the recipe dear

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  4. @ Liz- I think you might even be on the way for me to Jocelyn’s…I’ll pick you up!!

  5. Great looking cupcakes, love the idea of the rolos, my favorite indulgence.

  6. These sound awesome!! ♥ me some Rolos!

  7. Oh heaven help us. Those look so wonderful. Pinned it! Come visit. We have a wonderful pumpkin cheesecake and cranberry couscous on the menu this week.

  8. It’s official! I;m off my diet! I need these cupcakes!! I haven’t had a Rolo in years, but I do know I like them! Now I need to visit your twins site so I can check out her Rolo Peanut Butter M&M’s Bar, I already know I love them with out looking. I’m so sad and have no control.

  9. Stop by for a look at my Shabby Apple “Little Black Dress” Giveaway! Hope you’ll join the fun!


  10. More beautiful cupcakes from your kitchen. I love your cake stand. I recently bought one from HomeGoods that has a Christmas ribbon running through it. I can’t wait to switch out the ribbons throughout the year. Hope you’ll drop by Sweet Indulgences Sunday this weekend.

  11. Looks so delicious!! Perfect for a party!

  12. These look absolutely delicious!!!

  13. These look amazing! I love rolos! Please link your recipe up at Muffin (and Cupcake) Monday. Thanks!

  14. These look delicious! I gotta bake these some time soon

  15. Jas

    These came out very dry… they looked like they’d be amazing. However, the frosting and rolo part were delicious.

  16. Amy

    These are on my cooling rack right now. Judging by the batter (yes, I did!) they are going to be fabulous!

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