Rolo-Filled Chocolate Cookies

  4.7 – 33 reviews  • Chocolate Cookie Recipes

a favorite among the family that typically sells out first at bake sales. These cookies have a warm caramel center that is soft and chewy. Best when served hot.

Prep Time: 30 mins
Cook Time: 10 mins
Total Time: 40 mins
Servings: 48
Yield: 4 dozen cookies

Ingredients

  1. 2 ½ cups all-purpose flour
  2. ¾ cup unsweetened cocoa powder
  3. 1 teaspoon baking soda
  4. 1 cup white sugar
  5. 1 cup firmly packed brown sugar
  6. 1 cup butter, softened
  7. 2 teaspoons vanilla extract
  8. 2 eggs
  9. 48 chocolate-covered caramel candies (such as Rolo®)
  10. 2 tablespoons white sugar
  11. 4 ounces chocolate almond bark (chocolate confectioners coating) (Optional)

Instructions

  1. Preheat oven to 375 degrees F (190 degrees C).
  2. Mix flour, cocoa powder, and baking soda together in a small bowl. Beat 1 cup white sugar, brown sugar, and butter together in a large bowl until light and fluffy. Add vanilla extract and eggs; beat well. Stir flour mixture into sugar mixture; mix well.
  3. Lightly flour hands. Shape about 1 tablespoon dough around 1 chocolate-covered caramel candy, covering it completely. Repeat with remaining dough and caramel candies.
  4. Place 2 tablespoons white sugar in a small bowl. Press one side of each ball into sugar. Place balls, sugar sides up, onto a baking sheet, about 2 inches apart.
  5. Bake in the preheated oven until cookie is set and slightly cracked, 7 to 10 minutes. Cool on the baking sheet for about 2 minutes. Transfer cookies to a wire rack to cool completely.
  6. Melt almond bark in a saucepan over low heat. Drizzle over cookies.

Nutrition Facts

Calories 125 kcal
Carbohydrate 18 g
Cholesterol 18 mg
Dietary Fiber 1 g
Protein 2 g
Saturated Fat 4 g
Sodium 64 mg
Sugars 11 g
Fat 6 g
Unsaturated Fat 0 g

Reviews

Erica Stephens
Great recipe for children to make with help from a grown-up. Grandchildren, ages 14, 8, and 4, loved making them with me, today. The only change I made was substituting 1/2 the brown sugar with Splenda brown sugar, and left out the almond bark drizzle on top, only putting a small amount of granulated sugar on top half of the balls before baking as recipe suggests, and nothing else. They turned out wonderfully. They were just perfect the way they were, and everyone loved them, warm out of the oven. I refrigerated some of the dough that was left so we could make some more another day this week for desert.
Lori Vaughn
I made these and followed the directions exactly. They came out absolutely PERFECT and really yummy My family agreed they are AMAZING hot out of the oven, but are also great the next day! 10 out of 10
Melissa Patton
Wonderful! Will definitely make again!
Alisha Garner
Excellent recipe. A bit crunchy when it cools but crumbly and good! I rolled it in 10 X sugar before I baked.
Alexandra Fields
Very good cookies. I added a little coarse ground salt to the top of the cookie – made them into chocolate salted caramel cookies!
Kara Farley
Delicious! Followed directions as written (did not frost with optional almond bark at end) and used a fellow reviewers advice to put parchment paper on cooling rack to prevent drips.
Alyssa Bryant
These were great, I skipped the sugar so they wouldn’t be too rich, doesn’t affect anything! Still delicious and my kids want me to make some more.
Frederick Henson
I use this recipe all the time! Although it does take a bit longer than other recipes, it’s DEFINITELY worth it. I get compliments every time I make it! I don’t use the almond bark over the top, though, because I think the cookie is sweet enough already.
Logan Malone
These were AMAZING!!!!!!!!!! Thanks for the recipe!
Michael Montgomery
Oh yeah! Had a friend make these and share them at a church potluck. Now, my family has to have them anytime we get an itch to buy Rolos.
Dr. Ryan Brennan DDS
I love this cookie! It’s easy and so elegant. Hard to eat more than one at a time though, it’s very rich. It’s the kind of cookie you need a cup of coffee with.
John Simpson
Made these just as the recipe said. Delicious,
Jennifer Williams
I rolled the whole ball in the sugar and my family loves this recipe. I dont like Carmel so I’m taking their word for it. Amazing cookie and really easy to make!
Timothy Smith
I coat the whole cookie in sugar because why not… but these are amazing and a real hit at parties!
Anthony Garcia
This is one of my families favorites! I was so glad to see it here when I was searching for my little recipe card (yes I still use them for extra special recipes, and this is one!)… These are delicious, chocolatey, with a chewy caramel center and they disappear like magic in my house.. The kids will even work to unwrap the Rolos for me if I bake these for them. 🙂
Amanda Cruz
These went over well. Had too strong of a vanilla flavor for my liking. The first couple cookies fell through my cooling rack. I added wax paper (or parchment paper) to the rack to solve that. A couple cookies ended up with paper stuck to them.
Herbert Davis
Just amazing and totally delicious, great recipe. Thanks for posting it!
Andrea Carlson
I’ve had this recipe for years and somehow all my Christmas cookie recipes went missing this year. This is the same recipe I had before except as shown in the picture I add a few chopped pecans to the top as a little garnish. Everyone loves these and a whole batch was demolished by my coworkers in 2 hours.
Patrick Lynch
I loved these cookies. I rolled some in sugar and some I topped with ground walnuts. Will definitely make these again.
Chelsea Montoya
I came across a similar recipe over 20 years ago on the back of a bag of Pillsbury flour. I used to make these quite a bit back then. I had lost the recipe and found it again on here. These came out great! The only thing I do different is add pecans to the batter and roll the cookies in chopped pecans after the sugar. The pecans aren’t in the original recipe, but my cousin requested them once and I liked how they came out. Thanks for the recipe.
Donna Mitchell
These were delicious even without rolling in sugar but on about 1/3 of mine the caramel popped out of the bottom of the cookie which was disappointing.

 

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