For the ultimate chocolate lover, these Rolo Stuffed Cookies are prepared with a rich chocolaty and fudgy base, which is wrapped around a single Rolo candy. When you bite into one of the cookies, milk chocolate and caramel oozes out - sounds indulgent, right? Perfect for Christmastime, when calories don't count!
Start by preheating your oven to 375 degrees F. Line a baking sheet with a silicone liner or parchment paper and set that aside.
In a large mixing bowl, beat together the butter, granulated sugar, and brown sugar until it is light and fluffy. This will take about 3 minutes.
Next, add the egg and vanilla extract. Beat those in too until well combined with the butter and sugar mixture. Set aside.
Combine the flour, cocoa powder, baking soda, and salt into a bowl. Whisk those together until combined.
Add the flour mixture to the butter and sugar mixture. With a low speed on the mixer, beat until just combined. It’s important to not overmix the cookie dough, but be sure that all of the flour is absorbed into the wet ingredients. Set the mixer aside and use a rubber spatula to scrape down the sides of the bowl.
Measure out one tablespoon of the cookie dough and roll it into a ball. Holding the ball in the palm of your hand, use your index finger on your other hand to push a hole into the ball, but do not push all the way through. Nestle a Rolo candy into the hole and fold the cookie dough over it. Roll the ball again to seal the dough around the candy.
Finally, roll the ball into the sugar and place onto a baking sheet that has been lined with parchment paper.
Continue to roll the cookies, placing them about two inches apart onto the baking sheet.
Bake for 10 minutes.
Remove the cookies from the oven and allow them to cool on the pan for 5 minutes before transferring them to a cooling rack to finish cooling. These bake best when baking one tray at a time.