Rolo Cupcakes


Chocolate Cake:

  • 1 Box Devil's Food or Chocolate Cake Mix
  • 3 eggs
  • 1/2 C. oil
  • 1 C. buttermilk or milk
  • 1/2 C. sour cream
  • 2 tsp. vanilla extract

Caramel Filling:

  • 1 C. sugar
  • 6 Tbsp. butter room temperature
  • 1/3 C. heavy cream

Chocolate Frosting:

  • 1 C. butter softened
  • 3/4 C. unsweetened cocoa powder
  • 2-3 Tbsp. milk
  • 2 tsp. vanilla extract
  • 3-4 C. powdered sugar

Rolos for decoration


  1. 1. Preheat oven to 350 degrees and line pans with cupcake liners.
  2. 2. Sift cake mix into a small bowl and set aside.
  3. 3. In a large bowl, combine eggs, oil, buttermilk, sour cream and vanilla extract.
  4. 4. Add cake mix and stir until smooth.
  5. 5. Fill cupcake liners 3/4 full and bake for 17-22 minutes or until an inserted knife comes out clean.
  6. 6. Filling: In a sauce pan over medium-high heat, whisk the sugar until it turns into a dark amber color. Immediately add the butter and whisk quickly until it is melted. Once melted, remove from heat. Then whisk while adding your cream. Let cool.
  7. 7. Chocolate Frosting: Beat butter for 2 minutes. Add cocoa, 2 Tbsp. milk and vanilla extract. Beat again. Slowly add in powered sugar until you reach your desired consistency, add more milk of needed.
  8. 8. To assemble, cut little holes out of the tops of your cooled cupcakes, fill with caramel, cover the hole with buttercream, drizzle extra caramel over the top and finish with a Rolo.

Recipe Notes

Feel free to use store bought caramel. No shame in that.