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    Home » cookie » Caramel-Filled Chocolate Cookies

    Published: Dec 21, 2010 | Modified: Apr 4, 2018 | Author: Amanda Livesay

    Caramel-Filled Chocolate Cookies

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    You know when you see a recipe and it’s all you can think about until you eventually cave and make it? That’s what happened to me when I saw someone make these cookies. I don’t even like chocolate cookies but the idea of a chocolate cookies with caramel inside? Yes please.

    The trick with these guys is that you use those fantastic Rolo candies in the center so not only are you getting the caramel, you’re also getting a double dose of chocolate! They’re fantastic cookies that would make just about anyone happy. One word of advice: try one hot out of the oven. In fact, eat the entire batch hot out of the oven. I won’t tell anyone.

    Caramel-Filled Chocolate Cookies

    • 2 ½ cups flour
    • ¾ cup unsweetened cocoa
    • 1 teaspoon baking soda
    • 1 cup sugar
    • 1 cup firmly packed brown sugar
    • 1 cup butter (softened)
    • 2 teaspoons vanilla
    • 2 eggs
    • 48 Rolo Chewy Caramels in Milk Chocolate (unwrapped)
    • ¼ cup sugar
    1. In medium bowl, combine flour, cocoa and baking soda; mix well.
    2. In large bowl, combine 1 cup sugar, brown sugar and butter; beat until light and fluffy. Add vanilla and eggs; beat well. Add flour mixture; blend well. If necessary, cover with plastic wrap; refrigerate 30 minutes for easier handling.
    3. Heat oven to 375F. For each cookie, with floured hands, shape about 1 tablespoon dough around 1 caramel candy, covering completely.
    4. Put sugar in a small bowl. Roll ball of dough in sugar. Place 2 inches apart on ungreased cookie sheets.
    5. Bake at 37F. for 7 to 10 minutes or until set and slightly cracked. Cool 2 minutes; remove from cookie sheets. Cool on wire rack for 15 minutes or until completely cooled.

    « Cookies & Cream Fudge
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    Reader Interactions

    Comments

    1. Heather says

      December 17, 2014 at 9:55 am

      I made at least 8 or 9 kinds of Christmas cookies this year and these cookies are, by far, the favorites of our family. My 10 year old son will bypass all the others (toffee, truffles, sprinkled/sugared) and ask for these. Everyone says the same thing….”these would be great, even without the Rolo, but I really love the Rolo”. They wouldn’t necessary win the prettiest cookie contest (they remind me just a little of a boa constrictor that ate a lump of something delicious), but I think I like that about them too. Not the prettiest, but definitely one of the tastiest (THE tastiest, by our household’s taste).

      Reply
    2. mari says

      February 02, 2011 at 11:28 am

      These look delicious! Like Pam, I like cookies with a surprise center. They also look like they’ll travel well; I often bake and ship cookies to friends and family. Have you sent these in the mail to anyone?

      Reply
    3. Amanda @ bakingwithoutabox says

      December 28, 2010 at 11:29 am

      I would eat them all. Right out of the oven. Every single one. So I would have to make a tiny batch :) Problem solved. (Except I’d eat all the Rolo’s) What an awesome cookie.

      Reply
    4. Maria says

      December 22, 2010 at 7:12 am

      My kind of cookie!

      Reply
    5. Alison @ Ingredients, Inc. says

      December 22, 2010 at 7:11 am

      Amanda, these looks and sound amazing! I am bookmarking these! Happy holidays!

      Reply
    6. Cornelius the Pig says

      December 21, 2010 at 10:06 pm

      mmm, these look really good. i have a bunch of those square caramel pieces left from another recipe, i wonder if i could use them instead of rolos. of course, rolos would add the extra chocolate as you said… on the list for next years cookies!
      .-= Cornelius the Pig´s last blog ..Cookie Extravaganza! White Chocolate Cranberry Oatmeal Cookies =-.

      Reply
    7. Cara says

      December 21, 2010 at 7:36 pm

      It’s recipes like these that make me wish I had a need to bake cookies! But it seems like everywhere I go, there are already plenty and I don’t need to add to the mix… sigh. I will just have to sit here and drool ;)
      .-= Cara´s last blog ..Spiced Beet Latkes with Avocado Crema =-.

      Reply
    8. Camala - CC Recipe says

      December 21, 2010 at 8:23 am

      These cookies would definitely make me happy, I will be making these for sure!
      .-= Camala – CC Recipe´s last blog ..Cranberry Orange Sticky Rolls =-.

      Reply
    9. Amy at TheSceneFromMe says

      December 21, 2010 at 7:20 am

      Yummy, they look delicious! I love filled cookies :)
      .-= Amy at TheSceneFromMe´s last blog ..Winter Solstice and Bah Humbug! =-.

      Reply
    10. briarrose says

      December 21, 2010 at 6:52 am

      Awesome idea to use rolo’s. I must declare these cookies brilliant! ;)
      .-= briarrose´s last blog ..Lemon Cream Cake Truffles =-.

      Reply
    11. Samantha Angela @ Bikini Birthday says

      December 21, 2010 at 5:34 am

      Mmmm.. I love rolos
      And I love any cookies that are best hot out of the oven. I can’t wait for cookies to cool!

      Reply

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    Amanda Livesay
    Hi, I'm Amanda! DFW food blogger, mom of boys, and crazy dog lady.
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