• Skip to main content
  • Skip to primary sidebar

Crunchy Creamy Sweet

Easy Recipes for Busy Parents

  • All Recipes
  • Air Fryer
  • Asian
  • Dinner
  • Instant Pot
  • Dessert
  • About Us
menu icon
go to homepage
  • All Recipes
  • Subscribe
  • About Me
  • Contact
    • Facebook
    • Instagram
    • Pinterest
    • YouTube
  • subscribe
    search icon
    Homepage link
    • All Recipes
    • Subscribe
    • About Me
    • Contact
    • Facebook
    • Instagram
    • Pinterest
    • YouTube
  • ×

    You are here: Crunchy Creamy Sweet / Dessert / Cookies / Caramel Filled Chocolate Sugar Cookies Recipe

    Caramel Filled Chocolate Sugar Cookies Recipe

    Published: Sep 17, 2013 · Modified: Sep 3, 2019 by Anna 42 Comments · This post may contain affiliate links.

    Sharing is caring!

    8169 shares
    • Share
    • Tweet
    Jump to Recipe Print Recipe

    Ooey-gooey caramel-filled chocolate sugar cookies will knock your socks off! Crispy on the outside, gooey on the inside.

    The best caramel-filled chocolate sugar cookies

    Where do I start with these cookies... Because trying to find one word that would described them would be absolutely pointless. They look amazing, I am sure you'll agree. But I wish I could poof a plateful of them right onto your tables right now. Because if you think they look tempting, just wait until you take a bite!

    It's like the world stops and you are suddenly on a long slide made out of chocolate, landing in a huge pool of gooey caramel.

    caramel-filled chocolate sugar cookies

    These cookies have a sugar-coated crispy shell and warm and gooey center that melts in your mouth. You want to take a big bite to get to the caramel filling because these babies are huge! My cookies are usually 3/4 of the size of these. I could fit only 6 on my baking sheet. They will leave you speechless the moment you take them out of the oven. Chocolatey gorgeousnsess!!  (yes, there is such a thing)

    They are ridiculously easy to make! They are stuffed with Rolo candies (high five to all Rolos fans!!!) which adds even more chocolate to the center and makes the caramel melt into ooey gooey deliciousness! It will make you weak in your knees!

    Caramel Filled Chocolate Sugar Cookies stacked up.

    Caramel filled chocolate sugar cookies

    Author: Anna
    Ooey-gooey caramel-filled chocolate sugar cookies will knock your socks off! Crispy on the outside, gooey on the inside.
    5 from 20 votes
    Print Recipe Pin Recipe
    Prep Time 10 mins
    Cook Time 8 mins
    Total Time 18 mins
    Course Dessert
    Cuisine American
    Servings 24 cookies
    Calories 125 kcal

    Ingredients
     
     

    • 1.25 cup all-purpose flour
    • 6 Tbsp unsweetened cocoa powder
    • 1/2 tsp baking soda
    • 1/2 cup granulated sugar
    • 1/2 cup packed light brown sugar
    • 1/2 cup unsalted butter room temperature
    • 1 tsp vanilla extract
    • 1 large egg
    • 15 to 18 Rolos candies unwrapped
    • 2 Tbsp granulated sugar for rolling

    Instructions
     

    • Place butter in large mixing bowl. Beat with an electric mixer for 20 seconds. Add both sugars, egg and vanilla and mix well until everything is blended well.
    • In another mixing bowl, sift together the dry ingredients (flour, cocoa and baking soda). Add to the wet ingredients in three additions. Mix until all of the dry ingredients are incorporated.
    • Cover the bowl and refrigerate the dough for 30 minutes.
    • Preheat the oven to 375 degrees F.
    • Line a cookie sheet with a parchment paper or s silicone baking mat. Set aside.
    • Place the 2 tablespoons of sugar in a small bowl.
    • Scoop the cookie dough with a standard size ice cream scoop, leveling on the side of the bowl.
    • Roll the dough in your hands into a ball. Place a Rolo candie top side down into the dough ball, push down and cover with the dough on the sides. Roll again in your hands to make a ball.
    • Roll in sugar, place on prepared baking sheet.
    • Repeat with the rest of the dough, placing 6 balls of dough on a sheet at a time.
    • Bake for 7 to 9 minutes (8 minutes was the magic time for me). Cool on the sheet for 2 minutes, gently transfer onto a cooling rack.

    Nutrition

    Calories: 125kcal | Carbohydrates: 20g | Protein: 1g | Fat: 4g | Saturated Fat: 2g | Cholesterol: 17mg | Sodium: 46mg | Potassium: 49mg | Sugar: 13g | Vitamin A: 130IU | Calcium: 17mg | Iron: 0.6mg
    Tried this recipe?Leave a comment with rating below!

    sugar cookies filled with caramel

    Nothing more to say. Well, maybe one thing: MAKE THESE ASAP!

    More COOKIES RECIPES

    • Red Velvet Crinkle Cookies
    • Christmas M&M Cookies
    • Molasses Cookies
    • Mint Chocolate Chip Cookies

    Reader Interactions

    Comments

      Did you make this recipe? Let me know! Cancel reply

      Your email address will not be published. Required fields are marked *

      Recipe Rating




    1. Margo Sweet says

      January 04, 2014 at 7:24 am

      5 stars
      Oh Man!!! I think I will follow your advise and do them ASAP 🙂 They look incredible!!!!

      Reply
    2. Jocelyn says

      September 25, 2013 at 1:51 am

      5 stars
      Good gravy, these look so decadent and amazing!! I could eat more of these than I'd like to admit!! 😉

      Reply
    3. Kim (Feed Me, Seymour) says

      September 23, 2013 at 7:11 am

      5 stars
      Oh wow... Do these look amazing. I am adding them to my Christmas cookie list immediately!

      Reply
    4. Rokevena says

      September 22, 2013 at 6:01 pm

      I've just finished making the dough. Is to supposed to be wet looking? Or have I done somehing wrong?

      Reply
      • CrunchyCreamySw says

        September 22, 2013 at 7:52 pm

        The dough will be sticky but should not be wet. Try refrigerating the dough to make it easier to handle. Hope this helps! Thanks, Rokevena!

        Reply
    5. Curry and Comfort says

      September 19, 2013 at 4:40 am

      5 stars
      Talk about love at first bite. Love these cookies. 🙂

      Reply
    6. Georgia says

      September 18, 2013 at 5:08 pm

      5 stars
      Holy moly do these look amazing! That caramel oozing out of the cookie... oh lordy, help me! Great recipe, Anna.

      Reply
      • CrunchyCreamySw says

        September 18, 2013 at 6:41 pm

        They do that to ya 🙂 Thank you, Georgia!

        Reply
    7. Nancy says

      September 18, 2013 at 4:32 pm

      5 stars
      Anna, I'm getting weak in the knees just looking at your gorgeous photos! And can this chocolate slide/caramel pool be a real thing? That would be the best.slide.ever. I can't get over how ooey, gooey and molten these cookies look inside. Heavenly!

      Reply
      • CrunchyCreamySw says

        September 18, 2013 at 6:40 pm

        It totally should be a real thing! Thank you, Nancy!

        Reply
    8. Jen Laceda says

      September 18, 2013 at 11:49 am

      5 stars
      They look absolutely divine!!!! I don't think I've tried a cookie like this...but this is something perfect to bring to a party and impress people! Definitely piining as a "must-try" recipe.

      Reply
      • CrunchyCreamySw says

        September 18, 2013 at 6:40 pm

        Ooo! You must try them, Jen! Thanks!

        Reply
    9. Kate@Diethood says

      September 17, 2013 at 6:50 pm

      5 stars
      Beautiful!!! I looooove that middle photo...I'd like to inhale that entire stack at once! 🙂

      Reply
      • CrunchyCreamySw says

        September 18, 2013 at 6:40 pm

        And it is so easy to do that 🙂 Thanks, Kate!

        Reply
    10. Monet@anecdotesandapples.com says

      September 17, 2013 at 5:58 pm

      5 stars
      Oh my! Cookies filled with rolos? Oozing with chocolate and caramel? I'm sold! I need to go buy a bag of candy right now so I can make these tonight. Thank you for sharing!

      Reply
      • CrunchyCreamySw says

        September 17, 2013 at 6:05 pm

        Yay! Let me know what you think, Monet! Thanks!

        Reply
    11. Tutti Dolci says

      September 17, 2013 at 4:56 pm

      5 stars
      Yes please to cookies filled with caramel!

      Reply
      • CrunchyCreamySw says

        September 17, 2013 at 6:05 pm

        Thanks, Laura!

        Reply
    12. Annie Miller says

      September 17, 2013 at 4:12 pm

      5 stars
      There couldn't possibly be a better way to eat Rollos!

      Reply
      • CrunchyCreamySw says

        September 17, 2013 at 6:05 pm

        This one is on top of the list for sure! 🙂 Thank you, Annie!

        Reply
    13. Allie|Baking a Moment says

      September 17, 2013 at 3:11 pm

      5 stars
      Uh, WOW! Omg I don't even know what to say. You've rendered me speechless, Anna!

      Reply
      • CrunchyCreamySw says

        September 17, 2013 at 6:05 pm

        lol My work is done then 🙂 Thanks, Allie!

        Reply
    14. Amanda @ Once Upon a Recipe says

      September 17, 2013 at 2:25 pm

      5 stars
      Anything filled with caramel is a winner in my book! I'd like to eat about 4 of them right now with my afternoon tea!

      Reply
      • CrunchyCreamySw says

        September 17, 2013 at 6:04 pm

        I hope you will get a chance to try these cookies, Amanda! You will love them!

        Reply
    15. Ashley - Baker by Nature says

      September 17, 2013 at 1:10 pm

      5 stars
      Oh me goodness, Anna... these cookies look aaaaaamazing!!!

      Reply
      • CrunchyCreamySw says

        September 17, 2013 at 2:10 pm

        Thank you, Ashley!

        Reply
    16. Colette says

      September 17, 2013 at 12:21 pm

      5 stars
      The sugar crystals, the chocolate cookie, the cream caramel....
      *faints*

      Reply
      • CrunchyCreamySw says

        September 17, 2013 at 2:09 pm

        lol I told ya they make you weak in the knees! 🙂 Thanks, Colette!

        Reply
    17. Jennie @themessybakerblog says

      September 17, 2013 at 9:25 am

      5 stars
      You are my caramel stuffed cookie hero. These look bonkers delish!

      Reply
      • CrunchyCreamySw says

        September 17, 2013 at 2:09 pm

        I love it!!! Thank you, Jennie!

        Reply
    18. Tracy | PeanutButter and Onion says

      September 17, 2013 at 9:24 am

      5 stars
      I am putting this on my to do list

      Reply
      • CrunchyCreamySw says

        September 17, 2013 at 2:09 pm

        Yay! Thanks, Tracy!

        Reply
    19. Stephanie @ Girl Versus Dough says

      September 17, 2013 at 8:19 am

      5 stars
      Oooooooh my goodness, I need at least a dozen in my life, STAT.

      Reply
      • CrunchyCreamySw says

        September 17, 2013 at 2:09 pm

        lol Thanks, Stephanie!

        Reply
    20. cathy pollak @ Noble Pig says

      September 17, 2013 at 7:56 am

      5 stars
      I want these with my coffee...like now. Wow, they are just beautiful!!

      Reply
      • CrunchyCreamySw says

        September 17, 2013 at 2:08 pm

        Thank you, Cathy!

        Reply
    21. Grubarazzi says

      September 17, 2013 at 7:33 am

      5 stars
      Holy wow!

      Reply
      • CrunchyCreamySw says

        September 17, 2013 at 2:08 pm

        I know, right? 🙂

        Reply
    22. Stacy | Wicked Good Kitchen says

      September 17, 2013 at 6:31 am

      "Chocolatey gorgeousnsess" and "weak in the knees" are good things! Your cookies look divine, Anna. Suddenly, I have a chocolate and caramel craving. Thanks for sharing!

      Reply
      • CrunchyCreamySw says

        September 17, 2013 at 2:08 pm

        That's my favorite craving. 🙂 Thank you, Stacy!

        Reply
    23. Averie Cooks says

      September 17, 2013 at 5:39 am

      They look amazing! I have a dark chocolate sugar cookie and although I like it, I'd LOVE it even more with Rolos inside. Great idea! pinned!

      Reply
      • CrunchyCreamySw says

        September 17, 2013 at 2:08 pm

        Thank you for pinning, Averie!

        Reply

    Primary Sidebar

    Crunchy Creamy Sweet Anna

    Hi, I'm Anna! Thank you for stopping by! Here you will find easy and delicious recipes for busy people. My recipes are made with everyday ingredients and all of them are family approved!

    More about me →

    Easy Dinners

    • Quick Teriyaki Chicken Rice Bowls Recipe
    • Easy Sesame Chicken Recipe
    • Creamy Garlic Chicken
    • Creamy Lemon Garlic Chicken Recipe
    • Creamy Mushroom Garlic Chicken
    • Cheesy Beef Noodle Casserole

    Popular Recipes

    • Air Fryer Shrimp
    • Instant Pot Baked Potatoes Recipe
    • Thai Peanut Noodles Recipe
    • Air Fryer Chicken Nuggets Recipe
    • BLT Pasta Salad Recipe
    • KFC Coleslaw Copycat Recipe

    Featured in

    Logos of publications like yahoo, Parade magazine, MSN.

    Footer

    ↑ back to top

    About

    • About Us
    • Privacy Policy
    • Accessibility Policy

    Newsletter

    • Sign Up! for emails and updates

    Contact

    • Contact

    As an Amazon Associate, I earn from qualifying purchases.

    Copyright © 2023 Crunchy Creamy Sweet All rights reserved.

    © Copyright 2023 - Crunchy Creamy Sweet - Privacy Policy