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Everyone’s favorite…Crinkly Caramel Stuffed Brownie Cookies…for your Tuesday night pre-holiday cookie baking. Homemade crinkly brownie cookies, made with sweet milk chocolate, a touch of coffee, stuffed with gooey chocolate-covered caramels, then baked to perfection. Each cookie is finished with flaky sea salt for a cookie that’s salty, sweet, and dangerously delicious. Each bite is crisp and crinkly on the top, but soft and gooey in the center. There’s nothing not to love about these sweet crinkly caramel stuffed brownie cookies.

Happy Tuesday everyone!! I thought we’d brighten up the day with some of my favorite cookies. These are truly that melt in your mouth cookie that we could all use today.
These cookies, plus a warm mug of hot chocolate, or maybe a pumpkin latte. Yes, sounds like the perfect way to de-stress. Whether it’s today, tomorrow, or throughout this busy end of the year holiday season, these should be your go-to. They’re sweet, perfectly hinted with coffee, and stuffed with delicious milk chocolate caramel chunks.

One of my favorite cookies – and my family’s too. Already excited to include these in my 2020 holiday cookie box in just a few short weeks! I know it’s only November 3rd, but I’m officially kicking the holiday baking season off with these cookies. They’re decadent in all the best ways. And yes, you do need to make them, preferably several times over the next few weeks! As I’ve already said, this year needs all the holiday cheer we can give it, so why not start a little early. Right?!
And with that, let’s get to the details!

First things first, start with the chocolate. You need a lot of it. I used a mix of milk chocolate, semi-sweet chocolate, and even some cocoa powder. I really wanted these cookies to resemble my favorite crinkle top brownies, so I used a very similar set of ingredients for the dough.
Simply melt together salted butter (my baking secret) with both of the chocolates. It’s going to seem like a lot of chocolate, but trust me it’s all going to turn out great.
Once the chocolate is melted, beat the eggs until they’re light and creamy. This step is KEY if you want a crinkly cookie, so don’t skip it. Once you see the eggs turn pale in color, add in that melted chocolate, then all of the dry ingredients.

Mix and done, that’s your brownie-cookie dough.
So simple. But here’s the hard part, we need to chill the dough to help it stiffen up before rolling it out. To speed up the process, I just stash the dough in the freezer for thirty minutes until it’s firmed up.
Once the dough is chilled, roll it out, and stuff each dough ball with a sweet milk chocolate caramel, then bake!

What I love about these cookies is that they’re easy to make, but yet they feel fancy. Everyone thinks they likely took hours to make, when they’re actually super simple.
But my favorite part? These are just perfectly crinkly on top, but also soft and gooey in the center, with caramel melting out. The best kind of cookie…decadent. But it’s what we need today. Perfect for Tuesday baking, our Thanksgiving table, holiday cookies boxes, and Christmas baking.
So, what do you think? Tuesday night baking?
Then take the leftovers to work and make everyone’s day. You should do this. It is the season of giving!

Looking for other Thanksgiving cookie recipes? Here are my favorites:
Chai Spiced Maple Sugar Cookies with Browned Butter Frosting
Slice n’ Bake Salted Chocolate Butter Pecan Cookies
Pecan Pie Cookies with Butter Pecan Frosting
Lastly, if you make this Crinkly Caramel Stuffed Brownie Cookies, be sure to leave a comment and/or give this recipe a rating! Above all, I love to hear from you guys and always do my best to respond to each and every comment. And of course, if you do make this recipe, don’t forget to tag me on Instagram! Looking through the photos of recipes you all have made is my favorite!
Nutritional information is only an estimate. The accuracy of the nutritional information for any recipe on this site is not guaranteed.

Followed the recipe exactly as written and they turned out amazing!! I baked a small batch and froze the rest so I can keep enjoying fresh out the oven cookies:)
Thank you so much Erin! I am really glad this turned out so well for you! xTieghan
I am making these cookies, as I make so many of your recipes but the recipe says 1/2 cup plus 2 Tbs flour. My mix is like batter, not dough. I am thinking maybe it should be
1 1/2 cups flour plus 2 tbs. typo?
Hey Nan,
No typo, just be sure to freeze the batter and you should be good to go! I hope you love the recipe, please let me know if you have any other questions! xTieghan
I would have to agree with the others that commented on this. I tried out this recipe and rather than it becoming a dough, it was more like a brownie batter. Ended up adding about 2 more cups of flour. After altering the recipe a little bit, the cookies ended up turning out really well & they tasted super good.
Thank you Sarah! xTieghan
I wish I would have just stuck to the recipe! I got worried when the batter was brownie like and the recipe read to separate in to two balls, totally impossible… so I read the reviews that commented to increase the flour, which I did and totally ruined the batter. It seemed to be going okay until I baked the cookies which tasted super dense and hard. They didn’t melt down or crackle. I will definitely just freeze the batter in the bowl next time and then roll in to balls from there.
Hi Cindy! I am sorry about that. Please let me know if there is anything I can help with! xTieghan
This was the most amazing recipe!! I couldn’t believe how good these were!! ?
Thank you so much Allison! xTieghan
These were amazing! I made them for my daughter’s birthday and they were a big hit! I sprayed my hands with some cooking spray before working with the cool dough and didn’t get any dough stuck to my hands!
I am so happy you loved these, Andrea! Thank you! xTieghan
The batter looked too loose like a brownie batter. So I added 2 cups of flour like someone else recommended and I wish I didn’t. They came out thick and cakey, not fudgy or crinkly like I imagine they are supposed to be. Next time, I’ll follow the recipe and see what happens! Sorry I doubted you!
Hi Marcel! I am really sorry about that! I hope this turns out better for you the next time! Please let me know if there is anything I can help with! xTieghan
Delicious cookies but the dough as written in the original recipe was a bit too runny. While less flour should be required for a crinkle style cookie, I did need to add approx. 1/2 C of flour to feel confident the dough would actually be workable after refrigeration. I think the larger quantities of additional flour others have suggested may make the cookies more doughy than intended. That slight modification resulted in great results! i would have given 5 stars if not for the concern on the flour measurement.
Thank you Lisa! I am glad you enjoyed these cookies! xTieghan
Echoing the rest. Once the batter was mixed i actually looked up comments because i thought, “this can’t be right!”…however i would not recommend adding 2 cups of flour. Must be a sweet spot in there. I tried adding flour to equal 2 cups and they came out great BUT not like the photo or what I think would be the ideal consistency….good, super tasty, but less flour than i did, more than the recommendation. Next time i will try with just one cup total.
Hi Amy! I am sorry you had trouble with this one! I hope one cup turns out perfectly for you the next time. I would love to help with any questions you have! xTieghan
These are so delicious. I left the salt off and didn’t use the instant coffee but they still taste so good. It was a bit confusing when my cookie dough turned out icing like but I think it’s because I didn’t cool the chocolate enough before mixing it all. I left the bowl of dough in the fridge overnight and it was workable the next day.
I am really glad this turned out so well for you, Leslie! Thank you so much for trying this one! xTieghan
A little tricky to work with as it was very sticky. But I’m glad I worked through it because it as delicious in the end.
I am glad you tried this one, Dana! Thank you so much for trying this one! xTieghan
These are some of the very best cookies that I have ever had the pleasure of making. They taste as good as they look. I will be making these as a bring along dish for the holidays.
I am so happy these turned out so well for you! Thank you Melissa! xTieghan
I made these a week ago. Seriously so so yummy! The recipe was easy to follow and did not take a long time. I will be making these again soon! Maybe for Thanksgiving! Thanks!
I am so happy you loved these, Kristin! Thank you so much for trying this recipe! xTieghan
My second batch turned out perfect! For those who said they had to add more flour, don’t! I did that on my first try and the cookies were terrible. Follow the recipe to the T and freeze it for an hour to help firm up.
Thanks, Tiegen!
Thank you! I am really glad this turned out so well for you, Ankita! xTieghan
These look delicious, Had to make attempt on baking these, just cant wait to see how they turn out.
Thank you so much Timothy! I am really glad this turned out so well for you! xTieghan