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Rolo® Cookies

Rolo Cookies

The first time I had Rolo® cookies I was astounded! Who thought up this amazing cookie? Who thought to put a caramel candy inside a rich chocolate dough and then cover it all with sugar? This is definitely the devil’s food cake of the cookie world.

In fact, I think often of these cookies. And the worst part is I will go to make them and realize I don’t have any Rolo® bags. I think I may start buying up Rolo® bags and freezing them. That way I’ll always have Rolo® bags whenever I get the urge to make these cookies!

Since I think of these cookies often, here’s “I Thought About You” sung by Frank Sinatra.

Rolo® Cookies

Yield: 45 cookies


  • 2 cups all-purpose flour
  • 1 cup cocoa
  • 1 teaspoon baking soda
  • 1 cup granulated sugar
  • 1 cup brown sugar, packed
  • 1 cup butter, softened
  • 2 teaspoons vanilla extract
  • 2 large eggs
  • 45-50 Rolos®, unwrapped (from a 13-ounce bag)
  • 1 cup Sugar in the Raw®


  1. In medium bowl, combine flour, cocoa and baking soda; mix well.
  2. In large bowl, combine 1 cup sugar, brown sugar and butter; beat until light and fluffy. Add vanilla and eggs; beat well. Add flour mixture; blend well. If necessary, cover with plastic wrap; refrigerate 30 minutes for easier handling.
  3. Preheat oven to 375 degrees. For each cookie, with floured hands, shape about 1 tablespoon dough around 1 Rolo® candy, covering completely.
  4. In small bowl, place Sugar in the Raw®. Roll balls of dough in sugar. Place 2 inches apart on ungreased cookie sheets lined with parchment paper.
  5. Bake at 375 degrees for 8 to 10 minutes or until set and slightly cracked. Cool 4-5 minutes; remove from cookie sheets when they are set enough to not fall apart in the middle where the caramel in the Rolos® is still soft.
  6. Cool on wire rack for 15 minutes or until completely cooled.

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About Jillaine: As a professional jazz singer who also studies law, savoring daily nosh with family refreshes me. You are invited to my table to try great food, hear tasty music, and join in upbeat conversation!

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