Rolo Cookies (12 Days of Christmas Treats)

Rolo Cookies

On the ninth day of Christmas my true love gave to me ... Rolo Cookies!
On the eighth day of Christmas my true love gave to me ... Peanut Butter 'Sandwiches'!
On the seventh day of Christmas my true love gave to me ... Tiny Chocolate Chip Cookies!
On the sixth day of Christmas my true love gave to me ... Santa Buttons!
On the fifth day of Christmas my true love gave to me ... Cranberry Crumb Bars!

On the fourth day of Christmas my true love gave to me ... Chocolate Crinkles!

On the third day of Christmas my true love gave to me ... Cinnamon Roll Cookies!
On the second day of Christmas my true love gave to me ... Microwave Peanut Brittle!
On the first day of Christmas my true love gave to me ... Almond Lace Cookies!


I've made and posted about these once before, but that was a few years ago. That's the only time I've ever made these cookies, but they made a big impression. Brad talks about them a lot. He needed a dessert for a co-worker's birthday a few weeks ago and he requested these cookies. And he'd been asking me if I wanted him to go buy Rolos for these cookies for awhile before that. I took these to work, too, and everybody always wanted to know "What's in the middle of this cookie? And how did it get there?" I think they would be fun to make with kids, because as fun as it is to be on the receiving end of a surprise it's fun to give away surprises, too!

Rolo Cookies
Adapted from BakeSpace
Makes about three dozen cookies.
Printer-friendly recipe

Ingredients
2.5 cups all-purpose flour
1 teaspoon baking soda
1 cup brown sugar, packed
1 cup unsalted butter, room temperature
2 teaspoons vanilla
3/4 cup unsweetened cocoa
1 cup sugar
2 large eggs
1 bag or about 6 rolls of Rolos

Topping
1 cup pecans, chopped
1 tablespoon sugar

Directions
1. In a small bowl, whisk together flour, cocoa and baking soda. Set aside.
2. In a large bowl, beat sugars and butter on high speed until fluffy, about 30 seconds. Add vanilla and eggs, one at a time, mixing well after each addition. Add flour mixture and mix well. Cover bowl with plastic wrap and chill and least 30 minutes.
3. Preheat oven to 375 degrees. Prepare two cookie sheets with parchment paper.
4. In a small bowl, combine pecans and sugar.
5. Scoop about a tablespoon of chilled dough, and using your thumb make a well in the center. Insert rolo then squeeze dough around it to cover. Roll ball in pecan-sugar mixture and place on sheets, two inches apart.
6. Bake about 10 minutes or until set and slightly cracked on top. Cool about two minutes on sheet before moving to wire racks to cool completely.