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Let’s talk cookies.

Chocolate Drizzled Buttery Pecan and Caramelized Condensed Milk Cookies | halfbakedharvest.com @hbharvest

I know that it’s not quite the official cookie season yet, but we are so close. So close that I am actually getting sad that it will be over soon… I know, I know.

Shut up.

Chocolate Drizzled Buttery Pecan and Caramelized Condensed Milk Cookies | halfbakedharvest.com @hbharvest

Chocolate Drizzled Buttery Pecan and Caramelized Condensed Milk Cookies | halfbakedharvest.com @hbharvest

Also, who does not love cookies? Cookies are good at ALL times.

Chocolate Drizzled Buttery Pecan and Caramelized Condensed Milk Cookies | halfbakedharvest.com @hbharvest

I didn’t really mean for these cookies to happen, but then they did, because the name buttery pecan just sounded so delish. Plus, I was dreaming of these cookies I made way back in my first couple of months of blogging. Horrible photos – dang good cookies. AND, it was a snowy, cold day and cookies + maybe just a little hot chocolate are a must on snowy, cold days.

I will not deny that I seem to make the best baked goods when it is snowing.

I realize that in most places it’s not cold enough to snow yet, so I’ll stop about the snow. BUT rain, and especially the freezing cold rain you people in the mid-west and on the east coast get, most definitely calls for cookies. Without doubt. I heard Vermont got some snow and even the people we have making the doors for the barn in San Diego got some rain, their first in about six months

I know that my family back in Cleveland needs some cookies… I heard their Halloween was windy, cold and “miserable” as my Nonnie put it.

And, from all the family texts, it looks like my Uncle Matt is feeding my cousin Maggie, AKA Marge, way too much salmon and not enough um well, chocolate… or butter. Or better yet both. Salmon is good and all guys, but it’s best when followed by cookies. Really now, it’s pretty much the holiday season and we all could use some cookies to get things into gear. Not to mention that it’s Friday, everyone needs a cookie by Friday!

Plus, the whole buttery pecan thing makes these sandwich cookies pretty perfect for the month of November. In my head pecans are so a November kind of food. Pretty sure this is due to that beloved chocolate pecan pie we eat every Thanksgiving. Fruity pies are no go in this house. It’s all about the chocolate.

Duh.

Chocolate Drizzled Buttery Pecan and Caramelized Condensed Milk Cookies | halfbakedharvest.com @hbharvest

Anywhooo. I want to tell you all about these Chocolate Drizzled Buttery Pecan and Caramelized Condensed Milk Cookies. Clearly I love them.

They are different from most cookies I make because they are a shortbread base. Honestly, I am not normally a shortbread cookie person, but these cookies just work. Maybe it’s all the butter, all the pecans, or um that chocolate drizzle? Whatever it is, it is addictingly delicious.

Chocolate Drizzled Buttery Pecan and Caramelized Condensed Milk Cookies | halfbakedharvest.com @hbharvest

The cookies come together so quickly and you can even prepare the dough days in advance. Then whenever you’re ready for them, just slice and bake. It just makes life on busy days, when cookies are in need, that much better. They do need to sit in the freezer for at least thirty minutes though before you bake them. This helps keep all that butter intact while baking.

I know chill times on cookies are so annoying, but you can’t skip the thirty minutes in the freezer. It actually works out perfectly though, because while the dough chills you’re going to want to take your can of sweetened condensed milk and lightly caramelize it on the stove. Typically when caramelizing sweetened condensed milk, it is called Dulce de Leche, but I didn’t want such a strong flavor, so I only cooked the milk for about twenty-five minutes. This creates a super light caramel color and flavor. It’s more like a sweet vanilla cream sauce than a caramel, and it may just be my new favorite sauce. Like wow, so good. If you love sweet vanilla things, these are so the cookies for you.

Chocolate Drizzled Buttery Pecan and Caramelized Condensed Milk Cookies | halfbakedharvest.com @hbharvest

The chocolate drizzle just kind of seals the deal. Sure the cookies would still be good without it, but I mean, adding chocolate never fails. So DO the drizzle.

But that’s obvious. Right?

Geesh, I hope so, or you are reading the wrong blog.

Chocolate Drizzled Buttery Pecan and Caramelized Condensed Milk Cookies | halfbakedharvest.com @hbharvest

And I just have to say, thank God for Friday!!

Now let’s eat all the cookies… with a side of hot chocolate.

Chocolate Drizzled Buttery Pecan and Caramelized Condensed Milk Cookies | halfbakedharvest.com @hbharvest

Chocolate Drizzled Buttery Pecan and Caramelized Condensed Milk Sandwich Cookies.

4.25 from 44 votes
20 Cookies
calories 278kcal
Prep10 minutes
Cook30 minutes
Freeze30 minutes
Total1 hour 10 minutes
They are different from most cookies I make because they are a shortbread base. Honestly, I am not normally a shortbread cookie person, but these cookies just work. Maybe it's all the butter, all the pecans, or um that chocolate drizzle? Whatever it is, it is addictingly delicious.
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Ingredients 

Instructions 

  • In a large mixing bowl or bowl of a stand mixer, combine the butter, brown sugar, sugar salt, and 2 teaspoons vanilla. Using a stand mixer or hand held mixer beat the mixture until it is smooth, scraping down the sides a few times. Add the flour and water, beat until combined.
  • Stir in the chopped pecans.
  • Place the dough on a large piece of parchment paper or plastic wrap. Using your hands, shape it into a log 10 inches long and about 2 inches in diameter. Wrap the dough up and place it in the freezer for 30 minutes or the fridge for 2-3 hours.
  • While the dough chills, caramelize the sweetened condensed milk. Pour the sweetened condensed milk into a non-sick sauce pot. Simmer the sweetened condensed milk over low heat for 20-30 minutes, stirring often to ensure the sauce is not burning. Once the sauce turns a very light shade of caramel stir in 1 teaspoon vanilla and remove from the heat.*
  • Preheat oven to 350 degrees. Line a baking sheet with parchment paper.
  • Unwrap the dough and place it on a cutting board. Using a knife, cut the log into 1/4 inch slices. Arrange the slices 1 inch apart on baking sheet. Bake the cookies for 10-14 minutes, their edges will be golden brown. Allow the cookies to cool before filling.
  • Once the cookies are cool, spread the bottom half of the cookies with the caramelized sweetened condensed milk. The sweetened condensed milk will be very thick, just be gentle spreading it onto the cookies. If needed, warm the sweetened condensed milk over low heat until just spreadable. Add the top cookie to make a sandwich and place the sandwich cookies on a parchment lined baking sheet.
  • Melt the chocolate over a double broiler or in the microwave on full power, stirring every 30 seconds until smooth. Drizzle the chocolate over each cookie and if desired sprinkle with flaky sea salt. To harden the chocolate, place the tray of cookies in the fridge for 5 minutes. Store cookies in an airtight container for up 4 days at room temperature.

Notes

*If desired, you can continue to cook the sweetened condensed milk until it reaches a deep caramel color. This will take about and hour over low heat. Essentially, this is called Dulce de Leche.

Nutrition

Calories: 278kcal | Carbohydrates: 25g | Protein: 2g | Fat: 6g | Saturated Fat: 2g | Cholesterol: 2mg | Sodium: 69mg | Potassium: 33mg | Fiber: 1g | Sugar: 14g | Vitamin A: 30IU | Vitamin C: 0.1mg | Calcium: 23mg | Iron: 0.9mg

Nutritional information is only an estimate. The accuracy of the nutritional information for any recipe on this site is not guaranteed.

Did you make this recipe? Please rate & comment below.

Chocolate Drizzled Buttery Pecan and Caramelized Condensed Milk Cookies | halfbakedharvest.com @hbharvest

I mean, of course.

Chocolate-Drizzled Buttery Pecan and Caramelized Condensed Milk Cookies | halfbakedharvest.com @hbharvest

Meet Tieghan Gerard

I'm Tieghan, the recipes you'll find here are inspired by the people and places I love most. I try to live simply, eat seasonally, and cook with whole foods. My hope is to inspire a love for amazing food, as well as the courage to try something new!

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4.25 from 44 votes (42 ratings without comment)

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81 Comments

  1. naomi says:

    luckily my appetite for cookies is not seasonal, so I would eat this anytime!

    1. halfbakedharvest says:

      MINE TOO! 🙂

  2. Jbh Jbh says:

    I happened to have bought both pecans AND sweetened condensed milk just the other day. I love both shortbread and dulce de leche. Going to make these today 😉

    I make cookies all year round. Even when it’s blazing hot and humid outside 😀 For me, winter is pie season. Starts in September and ends somewhere in May. I consider anything below 70 degrees to be winter haha Even if that’s in August, like this year.

    1. halfbakedharvest says:

      Oh I hope you loved them!! THANK YOU! 🙂

  3. Sarah | Broma Bakery says:

    Caramelized condensed milk is fabulous in cookies! I used to work at a bakery that made “Maureos,” which were basically chocolate shortbread cookies with caramelized condensed milk in the middle. Yours, I dare say, look even better!

    1. halfbakedharvest says:

      Whoa! Those sound incredibly awesome! Thanks so much, Sarah! Hope you are enjoying your weekend!

  4. Zylo says:

    I agree with everyone else – there is NO cookie season. Cookie season is simply called 2014, and soon 2015. And I am ALL about lightly caramelized. I actually just spread sweetened condensed milk on toast straight from the can, so this is way up my alley.

    1. halfbakedharvest says:

      I love the way think! 🙂

      Thanks so much for kind words and I am totally trying condensed milk on toast! YUM!

  5. Lindsay says:

    The cookies look amazing, but you are distracting me with that beautiful copper mug! Where did you get it?

    1. halfbakedharvest says:

      Thanks Lindsay! The mug is from Williams-Sonomoa. You can fine them here.

  6. The Blonde Chef says:

    K, those cookies look ridiculously delicious! Shortbread and chocolate AND caramelized condensed milk?! Just. stop So good! Also, that hot chocolate is calling my name right now.

    1. halfbakedharvest says:

      Thank you so very much! I hope you are having a great fall weekend!

  7. Lovely Muse says:

    Your food is art and heaven! Congratulations!

    1. halfbakedharvest says:

      Thank you so much! Hope you are enjoying your weekend!

  8. Lea Ann says:

    What on earth have you done to me? I’ll be baking this weekend, is what you’ve done. These cookies look amazing. Thanks for a great idea. Pinned.

    1. halfbakedharvest says:

      Hah! yea! Thank you so much, Lea! I hope you are having a great baking weekend!

  9. Taylor @ Food Faith Fitness says:

    Ok. 1. It is TOTALLY cookie season. At least it better be because that is all I have been working on.
    2. I will stop working on my cookies..so I can eat these! Shortbread is my FAV!!! Pinned!

    1. halfbakedharvest says:

      YEA! So glad you are on the cookie train! 🙂
      Thanks so much and I hope you are having a great weekend!

  10. Matea says:

    I’m pretty sure cookies like these are always in season!

    1. halfbakedharvest says:

      YEA!! THANK YOU!

  11. Leslie B says:

    I am going to make these for Gus, but will sub Hazelnuts his fav…for our 53rd anniversary on 11-11-14. They look devine. We will escape for a mini road trip and can’t wait for his reaction when he sees them and takes his first bite. thank you so much.

    1. halfbakedharvest says:

      AWE! That is so awesome. I hope they are a great and delicious anniversary treat!! Enjoy!

  12. Laura says:

    Marvelous shortbread base of these cookies! It’s always cookie season for sure. Cookies warm the heart and are perfect while playing Settlers of Catan or Bananagrams for that matter.

    1. halfbakedharvest says:

      Thanks Laura! Cookies are a heart warming thing for sure! 🙂

  13. haileyedancer says:

    Oh buddy! These look amazing! Like holy crap, I want them and my giant hot chocolate right now amazing. I’m worried if I made these I would consume the entire tray. Is that bad?

    xx, Hailey
    http://www.pendeltonplace.com

    1. halfbakedharvest says:

      Haha! Thank you so much, Heiley!

      And no, it’s that time of year anyway. Cookies for breakfast, lunch and dinner! 🙂

  14. nancyabc says:

    Let’s not talk about cookies–let’s eat.
    It was 82 on Monday last week and miserable Halloween night.
    Hope you continue GOOD barn weather.
    It’s soup and cookie weather here.
    Have a great weekend.

    1. halfbakedharvest says:

      Yes, yes, yes! Let’s not talk, let’s eat all the cookies! 🙂
      Thanks Nancy! Hope you are enjoying your weekend!

  15. Katrina @ Warm Vanilla Sugar says:

    I bake cookies all year long and love them – no season for me! Definitely need to try these.That filling is killing me!!

    1. halfbakedharvest says:

      Thanks Katrina! Hope you are enjoying you weekend!