Homemade Oreo Cookies Again

For my last Oreo recipe of the week, I’m featuring homemade Oreos, again. You may remember that I have made homemade Oreos before. The ones that I made last year had a spot-on filling taste, but the cookie part seemed a bit off to me. The texture wasn’t quite was I was hoping for and that totally threw it off for me.


So when I saw this recipe in my Food Network Magazine recently, I added it to my to-bake list. The main reason I chose the recipe I did last year was because I didn’t have round cookie cutters and I didn’t want deal with rolling the cookies out. Luckily, my dad got me this circle cookie cutter set for my birthday last year. I know he said I had some random things on my list that he didn’t understand how often I’d use, but let me promise you, I’ve used these little guys a BUNCH over the past year. So thanks Dad!


Another thing that makes this recipe so sweet is that I got to spend some quality time in the kitchen with my little sister L. She and my mom came to meet our baby nephew and L spent a day with me. I asked her what she wanted to do and she said bake! Of course I was excited. Our original plan was to make these cookies and then use them in a cheesecake. But then we decided we wanted to eat them the classic Oreo way, with a glass of milk.


L and I had a hard time rolling the dough to a consistent thickness. So we ended up with a variety of thicknesses in our cookies. We paired them up based on thickness and put a corresponding amount of filling in. We also didn’t pipe the filling on the top of the cookie like the recipe says. We thought the bottoms of the cookies were uglier than the tops, so we did what we thought was best.


One Year Ago: Coconut-Lime Cupcakes
Two Years Ago: Dairy Free Mac and Cheese with Broccoli and Cauliflower

See all of my Week Of Oreo Recipes here.

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Yield: 30

Ingredients:

For the cookies
1 1/3 cups Dutch-process cocoa powder
1 1/2 cups flour, plus more for dusting
1/4 tsp salt
2 sticks unsalted butter, softened
2 cups sugar
2 eggs
1 tsp vanilla extract

For the filling
1/4 cup room-temperature, unsalted butter
1/4 cup vegetable shortening
2 cups powdered sugar
2 tsp vanilla extract

Directions:

Prepare the cookies
Sift together the cocoa powder, flour and salt in a large bowl.

Using a mixer, cream the butter and sugar. Add the eggs one at a time, then the vanilla, incorporating each ingredient before adding the next. Add the dry ingredients and mix just until incorporated, scraping the bottom of the bowl with a rubber spatula.

Divide the dough into 2 pieces; place one piece between 2 lightly floured sheets of parchment paper and roll into a 1/4-inch-thick rectangle. Repeat with the other piece of dough. Refrigerate both rectangles, covered with the parchment sheets, until firm, at least 1 hour or up to several days.

Using a 2-inch round cutter, cut the dough into 64 circles. (You can reroll the scraps once.) Place the cookies about 2 inches apart on ungreased baking sheets and chill for 20 minutes. Preheat the oven to 325 degrees.

Bake the cookies until they are set and slightly darker around the edges, about 20 minutes. Cool completely on wire racks.

Meanwhile, prepare the filling
Place butter and shortening in a mixing bowl, and at low speed, gradually beat in the sugar and vanilla. Turn the mixer on high and beat for 2 to 3 minutes until filling is light and fluffy.

To assemble the cookies
In a pastry bag with a 1/2 inch, round tip, pipe teaspoon-size blobs of cream into the center of one cookie. Place another cookie, equal in size to the first, on top of the cream. Lightly press, to work the filling evenly to the outsides of the cookie. Continue this process until all the cookies have been sandwiched with cream.

Cookie Recipe from Food Network Magazine
Filling Recipe from Smitten Kitchen

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14 Responses to “It’s a boy! Dipped Oreo Pops”

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    1
    Cupcake Activist — May 13, 2010 at 6:08 pm

    Cute idea and they look so easy to make. Must try.

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    2
    Cupcake Activist — May 13, 2010 at 6:08 pm

    And the stick makes them perfect for milk dipping.

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    3
    jess @ pen n' paperflowers — May 13, 2010 at 6:48 pm

    oh my…i’ve tried my hand at these and just about every oreo ended up cracking when i tried to insert the stick. *frowny face* not even dipping the sticks first seemed to help? do you have any suggestions on how to slide them in without any hiccups. *wink*
    thank you SO much for your help…yours came out adorable!

  4. #
    4
    We Are Not Martha — May 13, 2010 at 7:30 pm

    Wow, these are such a great favor idea! They look easy, but impressive (and delicious)!

    Sues

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    5
    Sarah — May 13, 2010 at 8:19 pm

    I am loving all of these new parents/new baby posts, because friends of ours just had a baby boy last week and I can just do everything you’re doing! 🙂

    Jess@pen – are you using Double Stuffed Oreos? If you’re using regular Oreos, maybe the center isn’t thick enough to support the lollipop stick between the cookie ends. Or maybe the lollipop stick isn’t thin enough (do they even make different sizes?). Just thinking out loud. Good luck. 🙂

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    Jen — May 13, 2010 at 9:11 pm

    jen@pen – I agree with Sarah, be sure to use double stuff Oreos and thin sticks. You’ll notice that the craft store has at least two thicknesses of sticks. You want the thinnest ones. I did slide the sticks in slowly but didn’t have any issues with breaking cookies.

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    7
    Kara — May 13, 2010 at 10:26 pm

    Why must this kind of thing be posted when I’m trying to lose weight? 😉

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    Kim @ Frost Me! — June 8, 2010 at 10:37 pm

    YUM! I love the idea of doing the initial on them!

    Kim @ http://frostmeblog.blogspot.com
    party inspiration

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    9
    Shawnda — February 22, 2013 at 2:05 am

    Just choose to tell you a piece of writing is really as awesome. All of the picture quality in your own place is definitely fascinating and are able to feel you’re an experienced for this idea. Fantastic along with your agreement i can to seize ones give food to to continue modified together with upcoming publish. Thx one million and you need to maintain this worthwhile succeed.

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    10
    facebook.com — August 8, 2013 at 12:54 pm

    Awesome post.

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    Pam — February 23, 2014 at 5:19 pm

    How far ahead can you make these and will the Oreo get soggy ?

    • beantownbaker — February 23rd, 2014 @ 8:45 pm

      We made them a week in advance and the Oreos did not get soggy.

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    12
    Christina — March 23, 2014 at 8:58 pm

    I can totally see the hiccups @jess, the Double Stuf Oreos have a far more thin and brittle cookie than the original Oreos. They crumble, split and crack very easily, I would imagine irregardless of stuffing volume, the structural integrity of the original Oreo cookie would hold up better for this project.

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    13
    Lana — January 29, 2016 at 3:40 am

    Can u freeze them?

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