Chocolate Dip Shortbread Squares

Around this time of year, cookies are a prevalent part of merrymaking. Here’s a rich variation on the classic chocolate chip cookie: Chocolate Dip Shortbread Squares!

Chocolate Dip Shortbread Squares
Makes about 60 bars

4 sticks butter, softened
1 cup sugar
1/3 cup maple syrup
1 teaspoon vanilla extract
12 ounce bag of chocolate chips, divided in half

3 2/3 cups all-purpose flour
1/2 cup cornstarch

2 mixing bowls
Electric mixer
15″ x 11″ jelly roll pan
Double boiler

  1. Preheat your oven at 325°F.
  2. Beat together the WET INGREDIENTS with an electric mixer for a good 4 minutes.
  3. In another bowl, combine the DRY INGREDIENTS with a whisk. (Gently stirring with a whisk invites air into the mix, making a flakier cookie!)
  4. After using a spatula to form a well in the WET INGREDIENTS mixture, transfer the DRY INGREDIENTS into the well and gently fold everything together. When most of the flour is incorporated, add in only half the bag of chocolate chips and fold these in as well. Don’t work the dough too much, or it will become tough.
  5. In the greased pan, spread the dough evenly with your spatula.
  6. Place it in the oven and bake for 30 – 40 minutes and chill while the magic happens.
  7. Once the dough looks slightly brown and feels slightly firm, remove the pan from the oven. Allow to cool completely on a wire rack.
  8. Once the shortbread has cooled, cut it into 2 to 3-inch squares.
  9. Begin melting the remaining chocolate chips in a double boiler. Continually stir the chips with a spatula and keep tabs on the water by making sure it doesn’t boil out of the pan or else your chocolate may burn.
  10. Now comes the best part! While keeping the double boiler on a low simmer, dip each square in the melted chocolate. Place the dipped cookie on a cooling rack to harden. You can speed up the hardening process by placing the rack of cookies in the refrigerator, but these taste best at room temperature or a little warm.

With a few basic ingredients, including the ever popular chocolate, and a good friend, you can bake these super delicious cookies! What are some of your favorite holiday baking traditions?


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  1. Avatar
    kristar 12/15/2009 at 6:47 pm #

    omg!! i really want to make/eat those! YUM!

  2. Avatar
    jenna 12/15/2009 at 7:38 pm #

    yum, yum, yum!

  3. Avatar
    Sydney 12/15/2009 at 11:54 pm #

    Awww…reminds me of my dad, who passed away when I was sixteen. He made amazinf shortbread cookies.

  4. Avatar
    bizempire 12/16/2009 at 4:10 am #

    you should use italian nutella instead of chocolate…I think nutella will double the good taste

  5. Avatar
    Victoria 12/16/2009 at 9:28 am #

    Thank you for this. it looks so delicious and I want to bake them for Christmas. I hope they come out alright!

  6. Avatar
    Natalie 12/16/2009 at 10:46 am #

    Thanks for sharing this recipe, Angela! They were super delicious, and I can’t wait to make a batch and dip them in hot chocolate!

  7. Avatar
    Andrea 12/16/2009 at 10:57 am #

    These look soooo tasty! Thanks a bunch for the recipe!

    One of the holiday traditions in my family is on Christmas morning we always have sausage balls and pigs in a blanket with coffee or hot chocolate…so whenever I have these foods it makes me feel all Christmas-y inside!

  8. Avatar
    Richard (ModCloth) 12/16/2009 at 10:42 am #

    These were delicious! Feel free to bring more into work anytime, Angeler. : )

  9. Avatar
    Angela (ModCloth) 12/16/2009 at 10:52 am #

    bizempire – Good idea. I thought about trying them with Nutella. Maybe leave out the choc chips and use dried cherries even?

    Thanks everyone!

  10. Avatar
    bloody 12/16/2009 at 12:04 pm #

    this is probably one of my most favorite posts ever, great winter pickmeup idea!

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    Julie 12/16/2009 at 12:36 pm #

    wow this is possibly both the best and worst thing i can view early in the morning!! i am such a sugar addict, these look a m a z i n g

  12. Avatar
    Hannah (ModCloth) 12/16/2009 at 3:08 pm #

    O-m-greatness. These are delicious – I’ve had them!

  13. Avatar
    Sarah 12/17/2009 at 5:37 pm #

    I just made these last night to serve for a potluck at work today 🙂 Everyone loved them! They were really yummy and very rich. I will save this recipe to make again 🙂

  14. Avatar
    Millia 12/22/2009 at 6:36 pm #

    Made these in a large tart pan instead of a jelly roll pan since i didnt want to buy anything new 😉 so i ended up with 2 giant cookie shortbreads! i cut them in wedges and dusted with powdered sugar and fanned them out to serve at a family party over the weekend…i didnt have any left over! they were sooooo yummy

  15. Avatar
    Stacy 12/23/2009 at 12:01 am #

    Angela, these cookies are the bomb!

  16. Avatar
    Hand Painted Wine Glasses 12/23/2009 at 6:00 pm #

    Awesome recipe for the Holidays! Thank you!

  17. Avatar
    Beste 01/09/2010 at 1:43 pm #

    Anyone has a suggestion about what to use instead of maple syrup? (W-a-a-y too expensive in my country)

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