Chocolate Sandwich Cookies (Homemade Oreos)

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One word: Amazing. If you have any affinity for Oreo cookies at all, you will happily devour these without looking back. Two chocolate wafer cookies that sandwich a vanilla cream between them – if you close your eyes you may not even notice that they didn’t come out of a blue package. Well, that’s not entirely true. They are better because they’re homemade, of course. The familiar chocolate wafer packs an insane amount of richness and a perfectly balanced flavor, thanks to the use of Dutch-processed cocoa powder. And the vanilla cream in the middle? The texture is perfect and you can easily twist these apart just like  you did when you were a kid. Whether you lick off the cream the middle, eat one side at a time, or dunk the whole thing in milk, one thing is certain: you will absolutely enjoy eating these. You’ll feel like a kid again, all while enjoying a grown-up, non-processed version of a favorite cookie.

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The original recipe for these cookies includes a white chocolate ganache filling for the middle, but I just wasn’t feeling it. I wanted more of a replica of the nostalgic cookies, and I didn’t think that a ganache filling would fit the bill. Instead, I put together a simple vanilla buttercream with a slightly stiff consistency to make the filling more along the lines of what you would find in the middle of those oh-so-addicting cookies. It turned out perfect and I can imagine these will be cookies that I’ll be making again and again. My grandfather has always been a huge fan of Oreos (remember when I made him the Oreo birthday cake?), so I can’t wait for him to try one and see what he thinks.

I am submitting this recipe to the first roundup of Gourmet, unbound, which is a collaborative project celebrating Gourmet Magazine’s 68 years of publication. Each month, participating bloggers will cook, adapt and write about a Gourmet recipe from that month’s issue of any year of the magazine. For this first December roundup, I made these chocolate sandwich cookies, which were adapted from a recipe that was originally featured in the December 2007 issue.

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Reminder: You still have a couple of days left to enter the giveaway for the set of Crofter’s Superfruit Spreads. Head on over to the Empire Cookies post to get the details on how to enter.

More Sandwich and Chocolate Cookies:
Empire Cookies
Chocolate-Pistachio Biscotti
Better-than-Brownies Chocolate Cookies
No-Bake Cookies

Chocolate Sandwich Cookies (Homemade Oreos)

Yield: About 3 dozen sandwich cookies

Prep Time: 1 hour (active) 2 hours 20 minutes (inactive)

Cook Time: 10 to 12 minutes

Total Time: 3 hours 30 minutes

Ingredients:

For the Dough:
2 cups all-purpose flour
½ cup Dutch-process cocoa powder
½ teaspoon baking powder
½ teaspoon salt
2 sticks (8 ounces) unsalted butter, softened
¾ cup granulated sugar
1 large egg yolk
1 teaspoon pure vanilla extract

For the Filling:
½ stick (2 ounces) unsalted butter, at room temperature
¼ cup vegetable shortening
2 cups sifted confectioners' sugar
2 teaspoons vanilla extract

Garnish: Decorative sugar (optional)

Directions:

1. Whisk together the flour, cocoa powder, baking powder and salt.

2. Beat butter and sugar with an electric mixer until pale and fluffy, then beat in yolk and vanilla. At low speed, mix in flour mixture in 3 batches just until a dough forms. Divide dough in half and form each piece into a 6-inch square, then chill, wrapped in plastic wrap, until firm, 2 to 3 hours.

3. Preheat oven to 350 degrees F. Grease two baking sheets or line with parchment paper or a silicone baking mat.

4. Roll out 1 piece of dough between sheets of parchment paper into a 14x10-inch rectangle (1/8-inch thick). Slide dough in parchment onto a tray and freeze until dough is firm, about 10 minutes. Repeat with remaining dough.

5. Cut out as many rounds as possible from first chilled square with a 2-inch fluted or round cutter, reserving and chilling scraps, then quickly transfer cookies to a buttered baking sheet, arranging them ½ inch apart. (If dough becomes too soft, return to freezer until firm.)

6. Sprinkle half of cookies with decorative sugar (if using), then bake cookies until baked through and slightly puffed, 10 to 12 minutes. Cool on sheet on rack for 5 minutes, then transfer to rack to cool completely (cookies will crisp as they cool).

7. Make more cookies with remaining dough and scraps (re-roll only once).

8. To make the filling, beat the butter and shortening together at medium speed until combined and smooth. Reduce the speed to low and gradually beat in the sugar and vanilla. Increase the speed to high and beat for 2 to 3 minutes until the filling is light and fluffy.

9. To assemble the cookies, pipe a heaping teaspoon of filling onto the flat side of the plain cookies. Top with the sugared cookies to make sandwiches. Store in an airtight container at room temperature.

(Adapted from Gourmet, December 2007)

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95 Responses to “Chocolate Sandwich Cookies (Homemade Oreos)”

Comment Pages 1 2
  1. Jessica @ How Sweet It Is on December 1, 2009 at 12:58 pm

    I love that you changed the filling – I think I’d like that filling better than white chocolate, too. They are so pretty and look delicious. These are a Christmas baking must!

    Reply

  2. Carrie on December 1, 2009 at 1:15 pm

    What size cookies cutters did you use? And if you could let me know how many completed cookies this batch made? Thanks! They look delicious, I may try these this weekend!

    Reply

  3. Michelle on December 1, 2009 at 1:26 pm

    Hi Carrie, whoops, sorry about those omissions! I have edited the recipe above to include them. You will get about 3 dozen cookies out of this recipe, and I used a 2-inch fluted cutter (you could also just use a plain round).

    Reply

  4. Alta on December 1, 2009 at 1:26 pm

    Oh, yum! So gonna make these. Homemade Oreos = amazingness!

    Reply

  5. shelly (cookies and cups) on December 1, 2009 at 1:44 pm

    Love homemade Oreos! I have made some before and they beat out the boxed kind BIG TIME!
    Yours look delicious and the pictures are brilliant, as usual!

    Reply

  6. Katie @ goodLife {eats} on December 1, 2009 at 1:56 pm

    These look wonderful! Both of my kids love Oreos. I bet they’d think it was super cool if we made them ourselves. I will have to give this recipe a try. Thanks!

    Reply

  7. BethieofVA on December 1, 2009 at 2:01 pm

    Those look fantastic!! Stick one in the mail to me!! :)

    Reply

  8. Sally on December 1, 2009 at 2:07 pm

    Thanks for posting this recipe! I can’t wait to bake these!!

    Reply

  9. Amanda on December 1, 2009 at 2:16 pm

    Ohhhhh myyyyy!!!! Those look amazing, I bet they are awesome!

    Reply

  10. Julie @savvyeats on December 1, 2009 at 2:33 pm

    These are not only beautiful, but they look delicious! I’d love to make my own “Oreos!”

    Reply

  11. Kelly @ EvilShenanigans on December 1, 2009 at 3:17 pm

    Well, these look amazing! Can’t wait to try them! Or, you could send me some … ;)

    Reply

  12. Joy Manning on December 1, 2009 at 4:07 pm

    Wow, these look unbelievably good. I’m saving the recipe to my holiday cookie file.

    Reply

  13. Mardi @eatlivetravelwrite on December 1, 2009 at 6:02 pm

    These look lovely! Didn’t get my act together for this month’s Gourmet Unbound but will do next month!

    Reply

  14. Heather on December 1, 2009 at 7:12 pm

    These look great! Do you think the baked cookies would freeze well for a couple weeks? (Without the icing?)

    I bet it would be cute to color the middle red/green for Christmas!

    Reply

  15. TammyJo Eckhart, PhD on December 1, 2009 at 7:46 pm

    How often do you bake? Daily?

    Reply

  16. Brandi on December 1, 2009 at 7:51 pm

    I *love* Oreos and can’t wait to try these. Since I’m hosting a cookie exchange on Saturday, this might be the perfect time. Thanks!

    Reply

  17. Drick on December 1, 2009 at 8:33 pm

    and yet another fab one – great looking sandwich cookie and I know it is better that it looks, if that is possible…

    Reply

  18. Brad on December 1, 2009 at 8:59 pm

    Great recile that brings back so many memories of being a kid, and dunking my oreos until mushy, then making an oreo milkshake, well kinda….
    Thanks for recreating the Oreo.

    Reply

  19. Jen @ My Kitchen Addiction on December 1, 2009 at 9:35 pm

    Love these cookies… I think they look much, much better than Oreos!

    Reply

  20. Belinda @zomppa on December 1, 2009 at 9:49 pm

    Another beautiful concoction!

    Reply

  21. Andrea on December 1, 2009 at 9:52 pm

    You have no idea how happy this post makes me! My grandma gave me a huge box of cute cookie cutters just this last weekend, what better way to break them in with a great recipe like this? I’m sure I’ll be making these in red and green for the next several weeks!

    Reply

  22. Annie on December 1, 2009 at 9:58 pm

    Girl, it’s like one mind! I made this exact recipe a few weeks ago, used the same cookie cutter, and even stacked them similarly in my pic! I haven’t posted mine yet because I think I’m doing a comparison post. Craziness!

    Reply

  23. jennifer on December 1, 2009 at 10:50 pm

    oh no! another amazing recipe!! i just can’t keep up! :)
    yummy! thanks for adding another to my list… can’t wait to make some!

    Reply

  24. Danielle on December 2, 2009 at 12:50 am

    Oreos are one of my favorite cookies. I can’t wait to give these a try!! :)

    Reply

  25. Theresa on December 2, 2009 at 7:01 am

    Wow. Can’t wait to try these!

    Reply

  26. Pam on December 2, 2009 at 10:33 am

    How yummy! Very nice!

    Enjoy!

    Reply

  27. Dolce on December 2, 2009 at 11:55 am

    I would probably skip the cream and eat them just like this!

    Reply

  28. wasabi prime on December 2, 2009 at 3:06 pm

    Oh pure LOVE! I was feeling uninspired for holiday baking and I may have to do this with a minor twist — add a bit of peppermint extract in the filling and maybe some red/white sprinkles or super-crushed peppermint candies for crunch. These cookies mean so many childhood memories for so many people!

    Reply

  29. Lucy on December 2, 2009 at 4:15 pm

    Oh boy. I am truly addicted to Oreo cookies and these look incredibly addictive! SO delicious though, I think it may just be worth the many many cookies I will surely end up eating :D

    Reply

  30. Michelle on December 3, 2009 at 12:09 am

    Hi Heather,

    Yes, I think the chocolate cookies would freeze just fine. Hope you enjoy the cookies! :)

    Reply

  31. The Gourmet Girl on December 3, 2009 at 4:39 am

    These look wonderful and are a great alternative to store bought ‘oreos’ Would love to have you consider submitting these or another cookie in Gourmet Girl Magazine’s Virtual Cookie Crawl. If you are interested check out the details here. http://kitchenrap.blogspot.com/2009/11/gourmet-girl-magazines-virtual-holiday.html
    Congrats on making the Top 9

    Reply

  32. Jencrafted on December 3, 2009 at 11:32 am

    What a fantastic idea! I’ve been searching for good chocolate cookies and these will be perfect to bake for a cookie exchange party next week. Great photography too, by the way! Congratulations!

    Reply

  33. Cristie on December 3, 2009 at 12:10 pm

    Great looking cookies. Love that they are not made from a box. Can’t wait to try them!

    Reply

  34. Gina on December 3, 2009 at 12:19 pm

    I’ll be making these this weekend with my niece and nephew!

    Reply

  35. Anna on December 3, 2009 at 7:45 pm

    Hi,

    I was wondering about using a different flavor extract for the holidays and I’m a novice baker. I want to make pepperment cream. Should I replace one teaspoon vanilla extract with peppermint extract, or should I completely omit vanilla and replace it all with the mint? P.S. I saw this recipe on foodbuzz and It looks fabulous!

    Reply

  36. Lindsay on December 3, 2009 at 7:49 pm

    Wow. I am for sure making these!!! They look amazing!!!

    Reply

  37. Tiffany on December 3, 2009 at 8:42 pm

    Almost did an automatic clear out of this from my FoodBuzz inbox… what a mistake that would have been!!!

    Reply

  38. Burcu Unal on December 4, 2009 at 7:39 am

    I find biscuits very practical to make and as they are crispy I like eating them very much also. This is a great recipe, I will give it a try for sure.

    Reply

  39. meg on December 4, 2009 at 10:35 pm

    Looks amazing! am now drooling. Oh! Can i just ask? Are these chocolate sandwiches crunchy or the soft-ish? :) Most of the homemade oreos i’ve encountered before were more on the soft side, like whoopie pies. How are these like? thanks!!

    Reply

  40. Sally on December 6, 2009 at 11:30 am

    My daughter and I made these yesterday. We had a great time making them, and they are amazing! The hardest part was not eating all the extra filling. :)

    Reply

  41. Virginia on December 6, 2009 at 7:27 pm

    Mine turned out terrible! I should have guessed that something was not right when I noticed that the dough was lighter in color than I expected. They were also too flaky and tasted bitter. I baked them on parchment paper on a shiny pan and used Ghiradelli cocoa. The filling was perfect, though. But where did I go wrong?

    Reply

  42. Courtney on December 6, 2009 at 11:52 pm

    I definitely have to try making these. Thank you so much for sharing the recipe! :D

    Reply

  43. Michelle on December 7, 2009 at 10:15 pm

    Hi Anna,

    How great peppermint would taste for the holidays! Because peppermint extract is a bit more potent than vanilla, I would recommend using ½ teaspoon peppermint extract and totally omitting the vanilla. I would then do a taste test and if you want more flavor, add a ¼ teaspoon at a time. Enjoy the cookies! :)

    Reply

  44. Michelle on December 7, 2009 at 10:24 pm

    Hi Meg,

    These are definitely crispy, which make them the perfect copycat cookie! I hope you enjoy!

    Reply

  45. Michelle on December 7, 2009 at 10:40 pm

    Hi Virginia,

    I’m so sorry to hear that these didn’t turn out well for you. Since you say that they were flaky and tasted bitter I am wondering if perhaps there was not enough butter used? I am not sure about the off color, but Dutch-processed cocoa does produce a much deeper chocolate color. Do you know if your Ghiradelli cocoa is Dutch-processed? For those of you who have already made these, did you use regular cocoa powder or Dutch-processed? I can’t imagine what else could cause such a big disparity in results, assuming that there were no mistakes made with ingredient quantities.

    Reply

  46. Kim on December 9, 2009 at 8:06 pm

    Do you think these would work okay with regular cocoa powder? I have no idea where to find dutch process outside of the internet.. I’ve searched to no avail! Also, do you think they store well wrapped up? I am sending some boxes of homemade goodies to some soldiers overseas for the holidays, so I am trying to find some good recipes that will make the trip!

    Reply

  47. Kayzilla on December 10, 2009 at 4:13 pm

    Hello!

    I was wondering how long these save for and if you can freeze them for future use.

    Reply

  48. Michelle on December 14, 2009 at 10:21 am

    Hi Kim – You can use regular cocoa powder, as it won’t affect the texture of the cookie, but it likely won’t have that same rich flavor that Dutch processed cocoa provides. These would definitely store well wrapped and shipped – what a wonderful thing to send these to soldiers!

    Reply

  49. Michelle on December 14, 2009 at 10:39 am

    Hi Kayzilla – Once prepared, these cookies will keep for about 5 days. You could also make the chocolate cookies and freeze them, and then once thawed, fill them.

    Reply

  50. meg on December 15, 2009 at 4:08 am

    Made these the other day. I dare say that these really do taste like the real oreos! :) packed with goodness with out the chemicals and icky stuff commercial brands use! Will try filling them with diff’t kinds of fillings next time for more variety!

    Reply

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