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Rolo Brownie Cookies

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Rolo brownie cookies are soft, chewy cookies, perfect for chocolate lovers! The combo of chocolate and caramel is irresistible! It’s no surprise that these decadent Chewy Chocolate Cookies won me over with my first nibble!

This Chocolate Cookies Recipe can be finicky, so read the instructions carefully. They’re worth it! I made half with chocolate chips this time, to rave reviews. Our neighbor, Mark, who rivals Bill as the neighborhood’s top chocoholic, sang their praises, too, when I sent home a couple of cookies with his wife!

Rolo Brownie Cookies stacked on a white dessert plate

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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 another option. Or if you’re not a fan of caramel, like my hubby, just substitute chocolate chips for the Rolos!

3 Rolo Brownie Cookies on a square white plate with Rolo Candies

Tips for Making These Brownie Cookies

I baked up these chocolate cookies back in 2013 for a holiday round up. They turned out perfectly puffed and delicious. Fast forward to a recent batch, which was rich and decadent, but the cookies were flat. Tracing the origin of this recipe from my friend, Danielle’s blog to Michelle of Brown Eyed Baker, I found a number of comments about flat cookies and even some that cooked into a single pancake! Others reported they had made numerous batches with great success. These discussions lead me to these tips:

  • These chewy chocolate cookies are much prettier made with chocolate chips instead of Rolos. Even after freezing the caramel candies, some can leak during the baking process. Don’t be tempted to chop the Rolos as it works best with halved candies. There is less caramel surface area exposed. Make sure to freeze them before adding to the dough.
  • PRO-Tip: After you melt together the chocolate and butter, let the mixture cool before mixing in the other ingredients. It should still be liquid, but not hot. If it’s too warm, the dough will be runny and more like batter!
  • If you do find your dough is too loose to scoop, cover and chill for about an hour.
  • You can use either chocolate chips or chopped chocolate to melt for the batter. The quality of Ghirardelli bars is better than chocolate chips, but either works well, and both will taste terrific.
  • PRO-Tip: Make sure the cookies are fully baked before pulling them out of the oven. If the centers look undercooked, add a couple more minutes to your baking time. Note: with most of my cookie recipes, I like the middles to be slightly underdone so the cookies are chewy. This is an exception.
  • PRO-Tip: If you happen to have some oddly shaped cookies due to the caramel escaping from the dough, use a greased spatula to gently tap the perimeters to reshape. Greasing helps the caramel from sticking to the spatula.
A stack of brownie cookies on a square white plate

More Amazing Holiday Cookies 

Check out more of the Best Holiday Cookies recipes from some of my blogger friends:

This recipe was first shared in November 2013. Photos and text were updated in 2020.

Overhead view of a plate of 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

Ingredients

  • 16 ounces semi-sweet chocolate chips (or chopped semi-sweet chocolate bars)
  • 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) or a scant 1 1/2 cups semi-sweet chocolate chips

Instructions

  1. Preheat oven to 350° and line baking sheets with parchment paper. Microwave the chocolate chips and butter together until melted. Let the chocolate mixture cool before proceeding.
  2. Add eggs, sugar, and vanilla, whisking until combined. Add flour and baking powder.
  3. Fold in the chopped Rolo candies.
  4. Drop by heaping tablespoons on the prepared baking sheet. I use a medium cookie scoop.
  5. Bake 12-14 minutes until centers are just set. Cool on the baking sheet.

Notes

If the dough is too soft to scoop, refrigerate about an hour.

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Nutrition Information:

Yield:

36

Serving Size:

1 cookie

Amount Per Serving: Calories: 160Total Fat: 8gSaturated Fat: 5gTrans Fat: 0gUnsaturated Fat: 2gCholesterol: 25mgSodium: 44mgCarbohydrates: 23gFiber: 1gSugar: 20gProtein: 2g

HOW MUCH DID YOU LOVE THIS RECIPE?

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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.

64 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.

  3. HAHHAHA I FORGOT ALL ABOUT THESE-LOOK FABULOUS!!!!

  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.
    Annamaria

  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. YUM, YUM! Those look so, so good Liz!

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

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

  36. 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!

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

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

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

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

  41. Mmm rolos – stuffed cookies are the best!

  42. That pic makes the cookies look ridiculously good!

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

  44. 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 🙂

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

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

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

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

  49. I wanted to start my baking next week, so seeing this list was perfect timing! They are different and creative, just what I wanted! I have to say the Rasberry bars will be my first to make and tryout to make sure they are yummy : )Tks

  50. The rolo cookies sound fantastic! Except, I’m thinking how that would be trying to chop rolos with all that caramel . I was thinking, if you just stirred in whole little rolos wouldn’t they just melt and make choc and caramel blotches! Have you ever tried that?

  51. I love to make sour cream cut-out cookies.

  52. My favorite Christmas cookie is almond refrigerator cookies- delicious!

  53. I don’t know many cookies that could top these! They look amazing! Definitely have to add them to my cookie list 🙂 Thanks, Liz!

  54. Super drool-worthy brownie cookies… my eyes are hungry now. 🙂

  55. Oh my! I’m craving for those luscious cookies right now! 🙂

  56. These cookies are so delicious! My family and I love this recipe! I can’t wait to make these again!

  57. My daughter loves rolo candies an anything chocolate. She was so happy when I surprised her with these cookies! Cookie perfection!

  58. You had me at Rolo! Awesome, decadent cookies. Perfect for the holidays. Definitely going to whip up a batch.

  59. Dear Lizzy I love these cookies looks wonderful! Many times I dont make cookies!!
    send you hugs and love

  60. I love Rolo candy for their caramel filling with a unique, with a pleasant burnt-caramel-like taste. Combining brownie cookies with Rolo sounds like an awesome idea (They look great too!)

  61. Tis the season to bake and these are going on my list. Rolos are one of my faves and I know two girls that would love these.

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