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Home » Recipes » Cookies & Bars

Last Updated: May 11, 2023 by Angela Latimer · Leave a Comment

Chocolate Chip Rolo Cookie Cups

Jump to Recipe
Chocolate Chip Rolos Cooke Bites
Pin image with text of chocolate chip rolo cookie cups.

Chocolate Chip Rolo Cookie Cups are a perfect quick dessert. Cookies and desserts paired with candy are always a hit with kids! This chocolate chip Rolo cookie cup recipe is no exception. For chocolate fans out there this is definitely one to print out and try!

Chocolate Chip Rolos Cookie Cups Recipe

I'm not the chocolate fan in our family, but these were fun bites of gooey chocolate caramel goodness.

My husband just loves, loves, loves chocolate chip cookies...they are his number one requested dessert despite everything else I can come up with. Crazy! I know.

And the kids would never complain about having cookies on the counter, but I think that these caramel chocolate chip bites managed to disappear even faster than the classic and in demand chocolate chip cookie!

Square image of chocolate chip rolo cookie cups.
So delicious, combining your favorite chocolate chip cookie with the delightfully gooey caramel Rolos!
Jump to:
  • Chocolate Chip Rolos Cookie Cups Recipe
  • 🥘 Ingredients
  • 🔪 Instructions
  • 🍫 More Chocolate Chip Recipes
  • 📖 Recipe Card
  • 💬 Comments & Reviews

🥘 Ingredients

  • 1 cup butter (2 sticks, unsalted)
  • ¾ cup sugar
  • 1 cup brown sugar (light)
  • 2 large eggs (large, beaten)
  • 1 tablespoon vanilla extract
  • 1 teaspoon baking soda
  • ¼ teaspoon salt
  • 3 ¼ cups all-purpose flour
  • 1 ½ c cups chocolate chips (mini or chopped in a food processor)
  • 48 Rolos candies (roughly 48, I used 1 ½ 12 oz packages, unwrap the Rolos)

*Be sure to see the free printable recipe card below for ingredients, exact amounts & instructions with tips!*

🔪 Instructions

  1. Melt butter and pour it into a large mixing bowl or your stand mixer bowl. 1 cup butter
  2. Add sugar and brown sugar while the butter is still hot and mix until combined well. ¾ cup sugar, 1 cup brown sugar
  3. Allow the butter/sugar mix to sit and cool for a few minutes around 10-15 minutes.
  4. Add baking soda and salt, and combine into the butter and sugar mixture. Add beaten eggs and vanilla extract then combine thoroughly. Add flour and mix until the flour is moistened, then add chocolate (chips or chopped pieces). 2 large eggs, 1 tablespoon vanilla extract, 1 teaspoon baking soda, ¼ teaspoon salt, 3 ¼ cups all-purpose flour, 1 ½ c cups chocolate chips
  5. Refrigerate the dough and chill for 1 hour.
  6. Preheat your oven to 350°F (175°C) and butter your mini muffin pan(s). Scoop heaping teaspoon portions of the cookie dough and press them into each muffin cavity. They should be about ⅔ full.
  7. Bake for 10-12 minutes or until the tops are a nice golden brown, then remove from the oven and press a Rolo candy into the center of each cookie cup.48 Rolos candies
  8. Allow the cookies to cool completely while still in the pan over a wire cooling rack. Store in an airtight container.

🍫 More Chocolate Chip Recipes

  • Chocolate Chip Mug Cake
  • Chocolate Chip Maraschino Cherry Almond Bars
  • Chocolate Chip Cookies Without Brown Sugar
  • Chocolate Chip Banana Nut Bread
  • Small Batch Chocolate Chip Cookies
  • Nestle Toll House Chocolate Chip Cookies

Do you love a recipe you tried? Please leave a 5-star 🌟rating in the recipe card below and/or a review in the comments section further down the page.
Stay in touch with me through social media @ Pinterest, Facebook, Instagram, or Twitter! Subscribe to the newsletter today (no spam, I promise)! Don't forget to tag me when you try one of my recipes!

📖 Recipe Card

Square image of chocolate chip rolo cookie cups.
Print Recipe Leave A Comment
Love This Recipe?Click On A Star To Rate It!
5 from 6 reviews

Chocolate Chip Rolo Cookie Cups

Chocolate Chip Rolo Cookie Cups are a perfect quick dessert. Cookies and desserts paired with candy are always a hit with kids! This chocolate chip Rolo cookie cup recipe is no exception. For chocolate fans out there this is definitely one to print out and try!
Author | Angela Latimer
Servings: 48 cookies
Calories: 164kcal
Prep 15 minutes minutes
Cooking 10 minutes minutes
Chilling Time 1 hour hour
Total Time 1 hour hour 25 minutes minutes
Pin Recipe Share on Facebook

Ingredients
 

  • 1 cup butter (2 sticks, unsalted)
  • ¾ cup sugar
  • 1 cup brown sugar (light)
  • 2 large eggs (large, beaten)
  • 1 tablespoon vanilla extract
  • 1 tsp baking soda
  • ¼ tsp salt
  • 3 ¼ cups all-purpose flour
  • 1 ½ c cups chocolate chips (mini or chopped in a food processor)
  • 48 Rolos candies (roughly 48, I used 1 ½ 12 oz packages, unwrap the Rolos)

(Note: 2x or 3x only changes the ingredient list)

Help Us Out!If you love a recipe, be sure to come back and share your ratings. This helps future users, and allows me to continue sharing free recipes! Angela

Instructions
 

  • Melt butter and pour it into a large mixing bowl or your stand mixer bowl.
  • Add sugar and brown sugar while the butter is still hot and mix until combined well.
  • Allow the butter/sugar mix to sit and cool for a few minutes around 10-15 minutes.
  • Add baking soda and salt, and combine into the butter and sugar mixture. Add beaten eggs and vanilla extract then combine thoroughly. Add flour and mix until the flour is moistened, then add chocolate (chips or chopped pieces).
  • Refrigerate the dough and chill for 1 hour.
  • Preheat your oven to 350°F (175°C) and butter your mini muffin pan(s). Scoop heaping teaspoon portions of the cookie dough and press them into each muffin cavity. They should be about ⅔ full.
  • Bake for 10-12 minutes or until the tops are a nice golden brown, then remove from the oven and press a Rolo candy into the center of each cookie cup.
  • Allow the cookies to cool completely while still in the pan over a wire cooling rack. Store in an airtight container.

Nutrition

Calories: 164kcal (8%) | Carbohydrates: 26g (9%) | Protein: 2g (4%) | Fat: 6g (9%) | Saturated Fat: 4g (25%) | Polyunsaturated Fat: 1g | Monounsaturated Fat: 1g | Trans Fat: 0.2g | Cholesterol: 19mg (6%) | Sodium: 98mg (4%) | Potassium: 41mg (1%) | Fiber: 0.4g (2%) | Sugar: 18g (20%) | Vitamin A: 146IU (3%) | Vitamin C: 0.1mg | Calcium: 28mg (3%) | Iron: 1mg (6%)
Did you try this recipe? Rate it below!I can’t wait to see your results! Mention @bake_it_with_love or tag #bake_it_with_love!
Course Cookies & Bars Recipes, Dessert Recipes
Cuisine American

Sav

Sa

« Slow Cooker Chicken and Dumplings
Lemon Strawberry Bread with Lemon Zest Icing »

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Chocolate Chip Rolos Cooke Bites
Pin image with text of chocolate chip rolo cookie cups.
Author bio photo with cake.

Hi there, I'm Angela

I am an avid vintage cookbook collector, cook, baker, and total foodie. I love sharing new, fun, creative recipes and great classic recipes, just like my Grandma used to make! Every recipe on BIWL is tested to ensure that cooks of any experience level can succeed.

Welcome to Bake It With Love. Enjoy!

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Chocolate Chip Rolos Cooke Bites
Pin image with text of chocolate chip rolo cookie cups.

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