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Rolo Cookies made with caramel Rolo’s Candy

In the midst of all the cookie recipes out there, I found this little gem and wanted to share it with you. These Rolo cookies are not just lovely to look at, but have a surprise center of ooey-gooey chocolate and caramel.

Rolo Cookies made with Rolo caramel chocolate candies.
The recipe I’m sharing would be great for the holidays, (it makes 50+ cookies) however these Rolo Cookies can be enjoyed any time of the year!

The process of getting a piece of Rolo candy inside a cookie isn’t as hard as I thought it would be. I rolled a medium/smallish ball of dough in my hand and pushed that candy right down inside it. I then ‘smooshed’ the dough over the end of the candy and rolled it in my hand again. It perfectly encased the candy in a nice round dough ball. After a couple of tries, I was scooping out just the right amount of cookie dough to completely cover the chocolate candy. Don’t make the coating too thin, or the candy may burst out and ooze caramel all over your cookie sheet. (Ask me how I know…)

Three Rolo cookies drizzled with white chocolate and sprinkled with chopped walnuts sit on a small white plate. Several more cookies can be seen behind cooling on a wire rack.
For the melted white chocolate drizzle, I purchased Ghiradelli white chocolate melting wafers. I just poured some in a bowl and microwaved it until it had sufficiently melted. I tried using a spoon to drizzle, but the chocolate just fell off in blobs. So I turned to a zip lock bag. By snipping just the tiniest bit of corner and pouring the melted chocolate inside, I had a makeshift piping bag. Drizzling the white chocolate on the cookies was super fast and easy after that. I hope you enjoy these great cookies as much as I have!
Here’s a link to more great Rolo Candy Recipes!

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Rolo Cookies

  • Author: Emily
  • Total Time: 49 minutes
  • Yield: 50 1x


Chocolate cookies with a surprise caramel filling, drizzled with white chocolate.


  • 2 1/2 cups all-purpose flour
  • 1 teaspoon baking soda
  • 3/4 cup cocoa powder
  • 1 cup unsalted butter, room temperature
  • 1 cup sugar
  • 1 cup brown sugar
  • 2 large eggs
  • 2 teaspoons vanilla extract
  • 2/3 cup finely chopped walnuts
  • 8 oz white chocolate melted
  • 50 Rolo Candies


  1. Place oven racks in upper middle and lower middle position and set oven to heat to 350 degrees. In a large mixing bowl, whisk the flour, baking soda and cocoa together.
  2. In a separate bowl, cream the sugars and butter together. Whisk in the eggs and vanilla until fully incorporated. Mix the flour/cocoa mixture into the wet ingredients to make the cookie dough.
  3. Roll a roughly 1 to 1 1/2 inch diameter ball of dough in your hand. Press one Rolo candy into the center until the edges of the dough are higher than the edge of the chocolate candy. Roll the dough again in your hand. It should completely surround the Rolo. The candy must be completely covered by the dough or the caramel will leak out while baking. Lightly touch the top of the dough ball into the chopped nuts. Place on a cookie sheet with the nut side up. Repeat with the remaining dough and candy until you have filled two cookie sheets.
  4. Place cookie sheets in the preheated oven and bake for 8 to 10 minutes, rotating front to back and upper to lower halfway through baking.
  5. Remove cookies to a cooling rack. When baking sheets are emptied, bake the next two batches. When the cookies are cool, drizzle with the melted chocolate using a spoon, or squeeze out of a ziplock bag with a tiny hole cut in the corner. Let the chocolate cool and set. Serve.
  • Prep Time: 40 minutes
  • Cook Time: 9 minutes
  • Category: Dessert
  • Cuisine: American

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