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Rolo Brownie Cookies - Scrumptious treat with a caramel surprise in the middle

Rolo Brownie Cookies

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Rolo brownie cookies are soft, chewy cookies, perfect for chocolate lovers! This easy cookie recipe is the perfect combination of chocolate and caramel. It’s no surprise that these decadent Rolo Brownie Cookies won me over with my first nibble!

Rolo Brownie Cookies stacked on white dessert plates

Note: This post may contain affiliate links; view my Disclosure Policy for details. I earn a small percentage from any purchase you make by clicking on these links at no extra cost to you.

Rolo Brownie Cookies

Chock full of caramel filled Rolo candies, these uber chocolaty Rolo brownie cookies will tickle your fancy. This post is doing double duty as, besides being the start of a special holiday blogging event, today is also the day in which Danielle, of Hugs & Cookies XOXO, and I bake recipes from each other’s blogs.

She has the MOST amazing cookie recipes, so it was no problem to select one for the festivities. Her version of these decadent morsels is sprinkled with sea salt…so you lovers of salted caramel have even another option. And now to fill you in on this week’s event.

Stack of Rolo Brownie Cookie in the background with one partial cookie with gooey caramel oozing out on a white plate in the foreground

Cookie Week!

Welcome to #cookieweek, all you cookie monsters! Susan, of  The Girl In The Little Red Kitchen, and Kim, of Cravings of a Lunatic, have joined together this week with 23 of their blog friends to present to you a week of cookie treats! We have every type of cookie you can think of listed this week, including something for our furry friends!

Now is the time to bookmark these recipes for the upcoming holidays and cookie swaps or simply visit our Pinterest board!   Make sure you enter the giveaway with some fabulous prizes from KitchenAid, King Arthur Flour, OXO, Silpat and Zulka Pure Cane Sugar to help with your cookie making needs! And who doesn’t need a boatload of new cookie recipes right before the holidays? I know I need lots of inspiration, and you’ve come to the right place for that!

We have an amazing  giveaway lined up this week thanks to our fabulous sponsors, KitchenAidOXOKing Arthur FlourSilpat and Zulka Pure Cane Sugar.

Giveaway now closed.

Rolo Brownie Cookies

Rolo Brownie Cookies

Rich chocolate cookies with a caramel surprise in the middle

Prep Time 30 minutes
Cook Time 12 minutes
Total Time 42 minutes
Yield 36 cookies


  • 16 ounces semi sweet chocolate chips
  • 4 Tablespoons butter
  • 4 eggs
  • 1 1/3 cups granulated sugar
  • 2 tsp vanilla extract
  • 1/2 cup flour
  • 1/2 teaspoon baking powder
  • 1 1/2 cups Rolo candies, cut in half, approximately 30-35 pieces (pop in the freezer while making the dough)


  1. Preheat oven to 350° and line baking sheets with parchment paper. Microwave the chocolate chips and butter together until melted. Add eggs, sugar and vanilla, whisking until combined. Add flour and baking powder.
  2. Fold in the chopped Rolo candies.
  3. Drop by heaping tablespoons on prepared baking sheet.
  4. Bake 10-12 minutes until centers are just set. Cool on baking sheet.

Nutrition Information:

Amount Per Serving: Calories: 5361 Total Fat: 277g Saturated Fat: 161g Trans Fat: 2g Cholesterol: 762mg Sodium: 515mg Carbohydrates: 773g Fiber: 44g Sugar: 657g Protein: 58g


UPDATE: The GIVEAWAY HAS ENDED and the entry form has been removed from this post.

A little about our sponsors:

The iconic Kitchenaid stand mixer was born in 1919, from there stemmed an entire kitchen of  high-performance appliances -all created with the same attention to detail and quality.

OXO’s mission is dedicated to providing innovative consumer products that make everyday living easier.

King Arthur Flour was founded in 1790, as America’s oldest flour company they provided pure, high-quality flour to residents of the newly formed U.S., still going strong, they are the nation’s premier baking resource.

Silpat was founded in 1965 by M Guy Demarle in Northern France.  He was an experience baker seeing a better way to bake bread with forms using non-stick silicone coatings.  He invented the first non-stick baguete baking trays and a few  years later invented  and created the original Silpat.

Zulka Pure Cane Sugar is a Non GMO Project Verified “Morena” sugar – a term used to described granulated sugars that do not undergo conventional refining processes.  Zulka is perfect for baking, it tastes better, is less processed and is a cup for cup replacement.

You can find Danielle on her blog, Hugs & Cookies XOXOFacebook, or Twitter.

Disclaimer: KitchenAid, OXO, King Arthur Flour, Silpat and Zulka Pure Cane are providing the prizes free of charge. All opinions stated are my own.

More Amazing Holiday Cookies (in addition to my Rolo Brownie Cookies)

And here are the Cookie Week participants for today…and their delicious recipes. So many fantastic recipes today and throughout the week!

Brown Butter Chocolate Chip Cookie Dough Sandwich Cookies by The Cooking Actress

Caramel Apple Cider Cookies by Like Mother Like Daughter

Chocolate Chip Sugar Cookie Bars with Peanut Butter Frosting by Cupcakes & Kale Chips

Chocolate-Filled Christmas Thumbprint Cookies by Food Lust People Love

Chocolate Fudge Brownie Sandwich Cookies by Cravings of a Lunatic

Chocolate Peanut Butter Pie Cookie Cups by The Girl In The Little Red Kitchen

Chocolate Peppermint Raisin Cookies from It’s Yummi!

Classic Gingersnap Cookies by In The Kitchen With KP

Coffee-Toffee Thumbprint Cookies from Crumb

Dark Chocolate Andes Cookie Cups by Beyond Frosting

Double Chocolate Biscotti by Love and Confections

Eggnog Cookies by Jen’s Favorite Cookies

Fruit Coolers by Texana’s Kitchen

Gluten-free Elisenlebkuchen cookies  by Masala Herb

Iced Molasses Cookies with by i heart eating

Nutella Cookies by Total Noms

Peanut Butter Cup Sandwich Cookies by Chocolate Moosey

Pumpkin Coconut Macaroons by 52 Kitchen Adventures

Rolo Brownie Cookies from That Skinny Chick Can Bake

Saketini Christmas Balls from


Note: This post may contain affiliate links; view my Disclosure Policy for details. I earn a small percentage from any purchase you make by clicking on these links at no extra cost to you.

58 comments on “Rolo Brownie Cookies”

  1. These cookies look great! It’s hard to pick what my favorite cookie to bake is, but my family loves Sea Foam Cookies.

  2. Slovakian apricot cookies and pinwheel cookies.


  4. Lovely recipe, I will have to try.

  5. I was stress eating rolos a few weeks ago and I was staring at them thinking I need to bake with these bad boys and then you made these. Confirms the fact that they will be perfect in cookies! Who needs to make a caramel filling when you have rolos!

  6. I’lll be bookmarking this recipe for sure – and checking back for more cookie recipes later in the week. These cookies look great!

  7. Love this recipe, just pinned it , just to make sure I don’t loose it, since I am new to this.
    My favorite Christmas cookies are a chocolate variation of a black forest cake, in cookie form.
    My mom’s specialty.

  8. I love Rolos and I love brownies, so this cookie is the perfect marriage! I’m hunting new recipes to bake for my Christmas baking which I will start very soon. These look like the perfect treat to update my repertoire, thank you Liz. Now I must check out that cookie blog.

  9. For my family Spritz are the ultimate Christmas cookie! Your Rolo Brownies look truly decadent Liz! I’ve made the “turtles” before with a pretzel, M&M and Rolos, nice to have something else to make with them:@)

  10. I love cookies that hide melty, yummy middles like these. My cookie monster family would inhale them before they cooled!

  11. chocolate? GOOD. Caramel oozing out the center? AMAZINGOMGGIMMEGIMMEGIMMELOVELOVELOOOOVE

  12. What a great way to start the week! Every year, I’m on the look-out for new cookie ideas for the holidays. Love these options.

  13. Love the cookies, and you! Why don’t we live closer?

  14. I would sin with your cookies because I would eat way tooo much. Or maybe that’s ok? =D

  15. I love cookies with chocolate. It doesn’t matter what kind. Cookies are my weakness!

  16. Wow, what amazing looking cookies. I am drooling over the caramel oozing out. I might just have to give these a try. My favorite holiday cookie, however, are those little balls that are rolled in powdered sugar.

  17. My favorite holiday cookies are Spritz cookies. We bake them together as a family with the kids decorating them

  18. What awesome cooks and what an amazing giveaway! I’ll have to come back to enter from home because the entry is blocked on my office comp 🙁

  19. Decorated sugar cookies are my favorite :+)

  20. These chocolaty brownie cookies look so decadent and mouthwatering with the caramel oozing out from the Rolos! There’s so many wonderful cookies to choose from, it will definitely be hard to choose what to make when it’s time for holiday baking – thanks for sharing Liz, they all sound magnificent 🙂

  21. I’ve made the Rollo cookie many times and now will add sea salt to the list of ingredients! They are the best cookie!

  22. Definitely another winning cookie recipe via That Skinny Chick Can Bake. Like the option of trying sea salt on top of the cookies…I know it’s very au courant =) And will have to try it one of these days.

  23. I love baking snickerdoodles but these cookies look fabulous with the gooey Rolo centers!

  24. brownies and rolos? YUM!

  25. maracshino cherry bonbons

  26. It’s a tie between Oatmeal Chocolate Chip and Sugar Cookies.

  27. Hi…my name is Becca and I’m a Rolo addict. Oh MAN, do I need these cookies in my life! GREAT job, Liz!

  28. Sugar cookies cut in all the holiday shapes!

  29. Peppermint chocolate cookies.

  30. Lizzy,
    Your cookies look delicious! I’ve been following Danielle recently and she does have a lot of decadent desserts too.

  31. My favorite cookie at the holidays are thumbprint cookies!

  32. Oh my… these sound AMAZING! Rolos are one of my biggest weaknesses, and adding them to a cookie sounds like absolute heaven. These are definitely going on my holiday baking list.

  33. Those cookies look divine! The hidden treasure looks simply irresistible.

  34. Rolos? Seriously? I CAN’T WAIT TO TRY THESE!!!!!!!!

  35. Love when you do these posts Liz! who can say no to a brownie cookie with Rolos? I can see why you chose this recipe!

  36. peanut butter cookies that have a mini snickers bar baked inside of it!

  37. Wow!!!! After looking at the picture which its center is being shown — full of yumness — I’ll have to have many rolo cookies.

  38. Thank you 🙂 I’ve been looking for a rolo cookie recipe for quite some time; this one looks perfect 🙂

  39. I’d trade my father-in-law for some of these. 🙂 My goodness they look good!

  40. Mmm rolos – stuffed cookies are the best!

  41. That pic makes the cookies look ridiculously good!

  42. Oh wow, these cookies look truly scrumptious, I love the rolo addition. That’s genius, Lizzy 🙂

  43. COOOOOOKIES!!!! Oh my gosh, I found HEAVEN! 😀

    My favorite cookies so far are the brownie cookies… I can’t get enough of them. In fact, I have a batch in the freezer at all times! haha 🙂

  44. Chocolate + caramel + brownie cookies = you better send me some soon 😉

  45. My fave cookie for holiday swaps is often a mexican chocolate cookie or something with chocolate chips. These Rolo Brownie Cookies look fabulous!

  46. I love Rolos! Putting them inside brownie cookies is GENIUS!!! I must try these for the holidays!

  47. I always must make a batch of classic sugar cookies during the holidays

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