COO for; Mom of 3, love walking, baking, beautiful paper and pretending to be organized.

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Stuffed Cookies – Rolo Cookie Recipe

Since Shannon started the stuffed cookie theme around here, I’ve been dreaming of these – Rolo Cookies!  Since winning the Pillsbury Bake-Off in 1990, the Rolo Cookie recipe has been shared from friend to friend. So, now I’m sharing my version with you!  Enjoy!


2 ½ cups flour 1 cup butter
¾ cup unsweetened cocoa 2 eggs
1 teaspoon baking soda 2 teaspoons vanilla
1 cup granulated sugar 1/2 cup granulated sugar
1 cup brown sugar 1/2 cup white chocolate discs


Sift together flour cocoa and soda; set aside.  Beat sugars and butter until well blended; add eggs and vanilla. Add dry mixture and blend well.  Shape cookies into small balls. (I used a 1/2-inch cookie scoop.)

Press Rolo into center and cover with dough.  Roll cookies in granulated sugar.  Bake on ungreased cookie sheets at 350 degrees for 8-10 minutes, until tops of cookies are slightly cracked.  Cool on racks.  Melt the white chocolate in a plastic bag for 30-second blasts in the microwave until smooth. Cut a corner of the bag and drizzle over cookies.

Makes about 4 dozen cookies.

Adapted from Favorites

p.s. I may or may not have “Win the Pillsbury Bake-Off” on my bucket list.  More “stuffed” goodness to come next week!

More Recipes

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Girl Scout Cookie Recipes

Homemade Oreo Cookie Recipe

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Comments (6)

  1. Maggie Colangelo 11/07/2012 at 10:32 am

    You forgot to put 4 dz rolos on the ingredient list

  2. martha beals 02/19/2012 at 4:52 pm

    Baked a batch of this last night for my daughters snack in school today. I tasted even if it is not yet cool..Very delish..

  3. Amanda 02/18/2012 at 3:19 pm

    ohhh man! it looks absolutely fah-bulous!

  4. Deirdre @ Ladies Holiday 02/16/2012 at 6:57 pm

    Wow! I haven’t thought about Rolos in years!!

  5. Amy Allen Johnson 02/16/2012 at 6:55 pm

    Yep! I’d break the Andes and stack it.

    Have tried 1/4 of a york peppermint patty-it works! The mini snickers are just okay but I don’t like the taste of baked nougat. The mini reeses cups or even junior mints… mmmm. And I like that this version isn’t from the cake mix, maybe just mentally tastes better!

  6. Carina Wytiaz 02/16/2012 at 1:05 pm

    Amy, you are just mean. I bet you could stuff these with Andes…