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Rolo Chocolate Chip Cookie Cups

Rolo chocolate chip cookie cups on a cooling rack with Rolos and red hot heart candies scattered about

These Rolo chocolate chip cookie cups are super easy and fun to make. They’re also extremely popular with anyone who enjoys sweet treats.

One of the things we enjoy about them is that they can be decorated to suit the occasion. Whether you make them for a birthday party or special holiday, they’re the perfect treat.

3 plates of cookies decorated in a variety of colorful candies and sprinkles

There are so many different types of cookie cups. In fact, you can swap out the Rolo candies in favor of Junior Mints or Mini Reece’s Cups.

Toppings can be whatever you want. Whether you use icing or whipped cream, you can add colorful candies or sprinkles on top. You can also top them with chocolate chips or caramel bits.

Bring these cookies to an exchange, but don’t forget to bring copies of the recipe. Otherwise, you might find yourself taking orders from friends who can’t get enough.

Cookie Exchange Ideas

If you enjoy cookie exchange get-togethers, bring these Rolo chocolate chip cookie cups.

Also bring these delicious gluten-free peanut butter cookies. Anyone who is gluten-intolerant will appreciate them.

Other easy-to-make options are these decadent pecan brownie cookies or these delicious butterscotch pecan cookies.

My friend Julie has these white chocolate macadamia cookies on her blog Back to My Southern Roots.

Rolo Chocolate Chip Cookie Cups Ingredients

You only need two ingredients: Rolo candies and cookie dough. Of course, if you make the cookie dough yourself, there are more ingredients. But since it’s easier to purchase gluten-free dough, that’s what I did.

Package of chocolate chip cookie dough and a bag of Rolo candies

There are more options than cookies to decorate for the toppings. Keep in mind that if you use whipped cream, do it right before you serve it. Or you might wind up with a flat topping.

Variety of cookie decorations, including sprinkles, frosting, whipped cream, and candy

How to Make Rolo Chocolate Chip Cookie Cups

First, after spraying a mini muffin tin, drop balls or cubes of cookie dough into each cup.

Balls of cookie dough in a greased muffin tin

Next, bake the cookies for 10 minutes, or until the edges turn golden brown.

While the cookies are baking, unwrap 12 of the Rolo candies.

Pile of Rolos, some unwrapped and some still wrapped

As soon as the cookies come out of the oven, press the Rolo candies into the centers. You want to do this while the cookie shells are hot so the candy melts into them.

Rolos pressed into center of cookie muffins

After they cool, you can add icing and decorate them however you like.

3 decorated Rolo chocolate chip cookie cups on a plate

It’s fun to give that special someone a cookie with candy hearts or Red Hot candies on top.

Rolo chocolate chip cookie with Red Hot candies on top

A birthday celebration is more fun when you decorate in the guest of honor’s favorite colors.

Exchange Christmas cookies decorated in red and green. Or you can sprinkle gold or silver candy glitter over the top to make them glisten.

Cookie with red and green sprinkles on top

More Recipes

If you’re looking for some wonderful recipes, check out these easy, budget-friendly family dinners.

Or if you want to cozy up with a bowl of soup, you’ll enjoy this tasty and filling potato soup. Another soup you’ll like is this chicken rice soup.

Yield: 12 cookies

Rolo Chocolate Chip Cookie Cups

Rolo in Cookie

These cookies can be decorated for any occasion.

Prep Time 10 minutes
Cook Time 10 minutes
Total Time 20 minutes


  • 1 package of 12 ready-to-bake chocolate chip cookie dough cubes (regular or gluten-free)
  • 12 Rolo candies, unwrapped
  • Cookie decorations (icing, whipped cream, sprinkles, colorful candies, etc.)


    1. Preheat oven to 350 degrees. Spray the cups of a mini muffin tin with nonstick cooking spray.
    2. Place a cookie dough cube in each muffin cup.
    3. Bake for 10 minutes, until the edges of the cookie dough is golden brown.
    4. While the cookie cups are baking, remove the wrappers from 12 Rolo candy pieces.
    5. After the cookie cups are done, remove them from the oven and press the Rolo pieces into the center of each cookie cup.
    6. Allow the cookie cups to cool until they reach room temperature.
    7. After they cool, decorate the way you want.


It’s fun to decorate these cookie cups for holidays, birthdays, and other special occasions.

Nutrition Information



Serving Size


Amount Per Serving Calories 106Total Fat 5gSaturated Fat 3gTrans Fat 0gUnsaturated Fat 2gCholesterol 2mgSodium 56mgCarbohydrates 15gFiber 0gSugar 11gProtein 1g

The nutrition information is a product of online calculators. I try to provide true and accurate information, but these numbers are estimates.

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