Chocolate Peppermint Sandwich Cookies

December 3, 2009

Peppermint Sandwich Cookies

There are things I allow myself to buy… things like new jeans, the occasional pair of fancypants shoes, milk, butter, frozen yogurt and a bottle of chocolate syrup.  Ok… to be honest, I allow myself to buy a lot of things.

There are things that I do not, under any circumstances, allow myself to buy:  Oreos.  Double Stuff Oreos.  Yes, it may sound silly, but I am not allowed to buy Oreos.  It’s  a rule.  In my brain.  That makes it real.

Why the silly strict Oreo rule?  About ten years back, when I was the all-knowing eighteen year old that brazenly moved out of my parents’ house and across the country, I realized that I had to find a way to feed myself.  Not a problem.  Just go to the grocery store, right?  Suuure.  I took myself to the grocery store and bought every single bit of junk food that my parents’ had (wisely) withheld from me for eighteen years.  Chesee puffs, orange soda, fruit roll-ups and Oreos… sooo many Oreos.  It turns out, a girl can live on Oreos alone…. for about a week… and then comes an epic Oreo hangover that is not to be forgotten.

So.  Fine.  No more Oreos.

Peppermint Sandwich Cookies

No more store bought Oreos.  Homemade Oreos with a touch of peppermint?  That’s ok, right?  Totally ok!  Are you in?  Heeeeck yes!  It’s December.  Let’s milk this chocolate and peppermint thing while we have the chance.

Peppermint Sandwich Cookies

You might remember these cookies. I’ve made them before with an espresso filling.  Delicious.

This time around I opted for a lightly pepperminted white chocolate filling.  Combined with the salty, crunchy, chocolate cookie… divine.

Here are a few tips when making these cookies:

Don’t make the dough until you’re ready to use it.  It does not need to be refrigerated.  It goes straight from the mixing bowl to the counter to roll out.

Make sure the butter is at room temperature and cut into small chunks to mix into the dry ingredients… otherwise the cookies won’t bake up right.  Weird but true.

When making the filling, Chop the chocolate as fine as you can.  Even if you’re lazy like me… keep chopping.  This will insure that all of the chocolate melts when the hot cream is poured over it.  I don’t like lumps.  I’m assuming that you don’t like lumps either.

To fill the cookies you can use either a pastry bag or a 1/2 teaspoon.  Both work!

Peppermint Sandwich Cookies

Peppermint Sandwich Cookies

Homemade Peppermint Sandwich Cookies

adapted from The Essence of Chocolate

makes about 3 dozen cookies (mine batch came closer to two dozen for some reason)

Print this Recipe!

For the Filling:

1/2 cup heavy cream

8 ounces white chocolate, finely chopped

1/4 to 1/2 teaspoon pure peppermint extract (depending on how strong you want it)

For the Cookies:

3/4 cup granulated sugar

1 1/2 cup plus 3 Tablespoons all-purpose flour

3/4 cup plus 1 Tablespoon unsweetened cocoa powder

1/2 teaspoon baking soda

1 1/2 teaspoons salt

15 Tablespoons (7 1/2 ounces) unsalted butter, but into 3/4-inch cubes, at room temperature (this is important)

For the Filling:

In a small saucepan, bring the cream to boil over medium heat.  Remove from the heat and add the finely chopped white chocolate and peppermint extract.  Make sure all the chocolate is covered by the cream.  Let stand for 1 minute (this is important), then whisk the white chocolate until completely melted.

Transfer the filling to a small bowl and let stand until room temperature.  You’

ll need the filling thicker to assemble the cookies, so cover the filling and place it in the refrigerator for 30 minutes or an hour, until a thick consistency is reached.  If the filling hardens too much, it can be rewarmed in the microwave for a few seconds.  It’s best if left at room temperature until the proper consistency is achieved.  This meant leaving it out overnight for me.

For the Cookies:

Position the racks in the lower and upper thirds of the oven and preheat the oven to 350 degrees F.  Line two baking sheets with parchment paper.

In the bowl of a stand mixer fitted with a paddle attachment, combine the sugar, flour, cocoa powder, baking soda and salt and mix on low speed.  With the mixer running, add the butter a few pieces at a time.  The mixture will have a sandy texture at first and then will begin to form peddle-size pieces.  As soon as the dough starts to come together, stop the mixer.  Make sure all the butter is well incorporated.  If there are large butter pockets, mix for a few seconds more.

Form and roll the dough straight from the mixer.  The dough becomes hard to work with if chilled.

Transfer the dough to a board and use the heel of your hand or a pastry scraper to shape the dough into a block about 5 by 7 inches.  Cut the block into two pieces.

One at a time, roll each block of dough between two pieces of lightly floured parchment paper until about 1/8-inch thick.  Using a cookie cutter, cut into 2 inch rounds.  Place 1/2 to 1 inch apart on the prepared baking sheet.  You can form and roll the dough scraps once after the first roll.

Bake for 12-15 minutes, rotating the sheets halfway through the baking.  Remove from the oven and cool on the sheets for 2 to 5 minutes.  They’ll be too soft to move straight from the oven.  Transfer the cookies to a cooling rack and let cool completely.

To Assemble the Cookies:

Place half of the cookies upside down on a work surface.  Whip the filling lightly with a whisk to loosen it.  It will lighten in color and fluff up.  Don’

t overwhip or the filling may begin to separate.

Transfer the filling to a pastry bag fitted with a 1/4-inch plain tip.  You can just scooped the filling out by the half teaspoonful.  Pipe or dollop one teaspoon of filling  in the center of each upside down cookie.  Gently, using your fingers, press the cookies together until the filling comes just to the edges.

The cookies can be stored in an airtight container for up to 3 days.

Peppermint Sandwich Cookies

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{ 96 comments… read them below or add one }

Rebecca December 3, 2009 at 2:58 am

What perfect timing, I’ve just suddenly decided that the chocolate and mint combination is oh-so-good. Why oh why, haven’t I liked this before?!

So thank you, now I know how I can fulfill my new-found addiction!

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Neha December 3, 2009 at 3:49 am

I’m studying like a maniac right now and your cookies totally just made my night! I am sooooo trying these out after my midterm tomorrow! =) Thank youuuuuuu

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joythebaker December 3, 2009 at 10:01 am

hope your midterm went well! now get baking!

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Laura December 3, 2009 at 4:09 am

I, too, am not allowed to buy Oreos, but these do look like MUCH better substitute anyway :)

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Estela @ Weekly Bite December 3, 2009 at 4:20 am

I’m a sucker for Oreos and anything peppermint!

These look awesome!

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karenmarie December 3, 2009 at 4:38 am

your writing rocks-it really makes my day, even if i don’t bake the thing you so fabulously describe! my question is this: when you say a recipe is “adapted” from another baking book are you somehow tweaking it to make it your own or just reprinting it more or less in your own words or both or none of the above?

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joythebaker December 3, 2009 at 10:02 am

if i say that i’ve adapted a recipe, i’ve usually added something to the ingredient list and partially rewritten the instructions. that’s a good question. i always try to add a link to the actual book to give credit where credit is due.

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Jessica @ How Sweet It Is December 3, 2009 at 4:38 am

I’ve just started loving oreos and want to make my own this year. I can’t wait to try!

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Mandie December 3, 2009 at 4:42 am

Mmmmm….I’m going to use the cookie recipe, but make a plain vanilla cream. I’m not a fan of peppermint or white chocolate. *ducks*

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joythebaker December 3, 2009 at 10:02 am

don’t worry! no one is throwing things!

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Lauren December 3, 2009 at 4:51 am

I can only assume that these cookies are to-die-for delicious! I didn’t think I was a fan of the peppermint-chocolate flavor combination, but a small piece of chocolate peppermint bark at work the other day set my mind straight.

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shelly (cookies and cups) December 3, 2009 at 5:00 am

These look yummy! Homemade Oreos are so much better!

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Noêmia December 3, 2009 at 5:16 am

Hello, My name is Noemia and I am Brazilian, currently living in Portugal, I love your blog and your creations! I do not speak English, but I have the help of an online translator to understand your recipes! Thank you for sharing your creations all!

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joythebaker December 3, 2009 at 10:03 am

that’s awesome noemia! thank goodness for technology!

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Kel December 3, 2009 at 5:40 am

So many cookies I want to bake so little time! I think these just bumped peanut butter blossoms off the list for this weekend! I have to make these! Thanks Joy!

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bryan December 3, 2009 at 6:00 am

the chocolate looks nice!!!!

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Silvia December 3, 2009 at 6:37 am

They look delicious indeed!
May I ask you, what do you do with all the lovely things you bake? I always give them to family and friends, I could not eat them all on my own.
XXX

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joythebaker December 3, 2009 at 10:03 am

i eat a lot of the things i bake… and so do my friends… they eat a lot too. i think this might be why i have friends.

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Noreen December 3, 2009 at 7:19 am

I am so making these….sseriously!! How yummy are those!!??

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Lauren December 3, 2009 at 7:50 am

For me, it’s Karo syrup and shortening which I never ever ever buy. It’s mental, I know, but a rule.

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Sarah December 3, 2009 at 8:32 am

So are these soft cookies or crunchy? They look ooey gooey but you said theyre crunchy? Either way, they look great and I need to try them!

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joythebaker December 3, 2009 at 10:04 am

these cookies are perfectly crunchy and super light. and all things lovely.

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Nadia December 3, 2009 at 8:46 am

Ahhh Oreos.. I once ate half of a pack by myself… in one sitting… in a half an hour, with a tall glass of milk. I know EXACTLY what you’re talking about. No more Oreos for me too.

Your photos are absolutely gorgeous.

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joythebaker December 3, 2009 at 10:04 am

danger. oreos are danger.

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megan December 3, 2009 at 8:47 am

I just made homemade oreos, but with a different recipe. Now I want to try yours too! They look amazing

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Alison December 3, 2009 at 9:01 am

Hilarious! I was just about to make these myself. Great minds think alike. They look delish.

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Jill in Atlanta December 3, 2009 at 9:10 am

oohhh my

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Kate December 3, 2009 at 9:10 am

Why? Why do you do this to me? I just finished the last batch and thought I could eat healthy for a few days.

Guess not!

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Christine December 3, 2009 at 9:11 am

making them.

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Sarah December 3, 2009 at 9:50 am

I really enjoy your writing style.

Sandwich cookies are so fun, they really are associated with childhood aren’t they? I’ve never been a huge fan of Oreos, but I have the no-buy rule as well, I refuse to purchase for the hubby. Really any cookies, I’m like “you’ve got a baker wife who can make you tons of cookies and you want me to BUY those Milanos??” I suppose I can’t imitate Pepperidge Farm that well and I wouldn’t want to anyway.

My mom makes a rum butter sandwich cookie around the holidays that is DIVINE. I bet they’d be nice on a tea plate next to one of yours.

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joythebaker December 3, 2009 at 10:05 am

rum butter sandwich cookies!? that sounds amazing!!!

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Shauna from Piece of Cake December 3, 2009 at 10:00 am

Cute food is the best food! And who doesn’t love chocolate and peppermint? Perfect!

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Deanna December 3, 2009 at 10:14 am

Those look divine!

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Jennypenny December 3, 2009 at 10:48 am

I have been eyeing homemade oreos since Smitten Kitchen made some, but I so suck at baking cookies! But now that peppermint is involved, I have to make thses now! And since my husband hates oreos and peppermint, more for me :)

You’re so funny about not being allowed to buy oreos. You made me think of when my BFF and I were roommates several years ago. She wasn’t allowed to buy peanut butter. She told me I could buy it, but I had better hide it:)

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Laura December 3, 2009 at 11:18 am

Chocolate and peppermint are a fantastic combination! Like Snoopy and Woodstock! One without the other just isn’t complete. :)

Also, I think that I’ll try sticking these in the freezer like ice cream sandwiches….

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Food Hunter December 3, 2009 at 11:20 am

Another cookie to add to my baking list. These look really good!

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Hettar7 December 3, 2009 at 11:54 am

So Funny to see this posted. I just drooled over the new Candy Cane Oreos I saw today in the store. I somehow resisted buying them. (Ok, Ok. By resisted I really mean I forgot to go back and get a package before checking out)

You’re so right about the mint/chocolate combo only showing up around the holidays though, which is a shame cause mint is awesome.

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Lindsay December 3, 2009 at 11:54 am

I miss double stuffed Oreos terribly! I don’t purchase them because unlike myself, who can eat 3 cookies with milk today and not think about them again for a week, my husband will eat the whole package at 2 am. So I don’t buy them or any other cookies for that matter.
I stumbled across you blog today as I rotate between salt and vinegar chips and almond snickers bites…classy I know. Might I suggest you try chocolate red wine cake (Food & Wine and discussed on my page). I’m not sure what is better, the batter or the cake itself. I hope you have time to test it out and I hope I have time to try these cookies…and promptly hide them.

Lindsay

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Tom December 3, 2009 at 12:21 pm

OK Who could resist these chocolate comfort cookies especially home made Chocolate Espresso Sandwich Cookies over the holidays? I took this one and modified the filling to Chocolate Amaretto..Talk about chocolate yum! Thanks J

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Dani December 3, 2009 at 1:01 pm

Ah, the freedom of buying your own groceries for the first time! I imagine that most of us overdid on the junk food for awhile. Thanks for another great recipe!

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CookiePie December 3, 2009 at 1:48 pm

Oreos are always my reward for donating blood :) otherwise I’m not allowed to buy them (unless I’m making a cookie crust for a pie… for someone else). But gorgeous homemade Oreos? With peppermint filling? No rules about that! Sign me up!

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christine louise December 3, 2009 at 2:08 pm

I’m not a huge fan of oreos… but these cookies, they look divine!

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Kristi December 3, 2009 at 2:56 pm

Oh Joy… you amaze me. I’m a huge mint chocolate chip ice cream fan, so this recipe just went straight to my heart (and gut) :o)

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Rachael@SpachetheSpatula December 3, 2009 at 3:25 pm

Oh man. Those look positively heavenly! I need to make them ASAP!

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Jessi December 3, 2009 at 3:45 pm

Okay, EFF school right now, because all I want to do is bake, eat and Christmas shop!! *Sigh*, only 8 more days, only 8 more days… and then baking these babies is ON, like Donkey Kong!!

Question: this may be a dumb question, but how does one chop chocolate efficiently? I’ve never quite figured this out…

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koroshiya December 3, 2009 at 3:52 pm

does it matter if the cocoa is dutch process or not? what is the difference between the two anyway?

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Terresa Wellborn December 3, 2009 at 4:06 pm

Brilliant recipe yum! We have a soft spot (or, erm, more than just one) for Trader Joe’s Peppermint JOe JOes. BUt I have a feeling yours are probably much better. Srsly!

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V December 3, 2009 at 4:42 pm

Hmmm i HAVE to try these! Look so great!

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Erika from The Pastry Chef At Home December 3, 2009 at 5:43 pm

Epic Oreo hangover!?! Yikes! That sounds so unbelievably toxic.

Mint + Chocolate…mmm

@ terresa above – my sister works at Trader Joes and swears on the amazingness of their Peppermint Joe Joes! I can’t bring myself to eat them though especially after seeing Joy’s screen-licking-inducing photos.

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Colleen December 3, 2009 at 6:49 pm

my favorite combination, chocolate plus mint! although I think I might do a different mint flavor. These would be amazing to make as little xmas treats to give to people.

and, as previous posters have said, I love your writing style :)

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peachkins December 3, 2009 at 7:10 pm

I love peppermint and chocolate but never had it in sandwich or cookies. Its always ice cream.

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Kylie of Thin Crust Deep Dish December 3, 2009 at 7:36 pm

Oh my gosh, Joy. Are you kidding me? Double-stuffed oreos used to be addictive for me back when I ate sugar. I might have to try making these sweetened with honey or something. I’ve been so into peppermint extract lately, and I love pretty much anything that comes in sandwich form.

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Lori December 3, 2009 at 8:33 pm

I’m all for the milking the chocolate-peppermint thing. These look delicious!

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Nicole (Cooking After Five) December 3, 2009 at 9:04 pm

I’ve made these before with the traditional filling — love the idea of adding peppermint!

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Hana December 4, 2009 at 2:54 am

They sound sooo great, I surely will have to try them one day!

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jessie December 4, 2009 at 7:22 am

did you forget an ingredient like eggs? I only ask because I can not get the dough to hold together it’s just a crumbly mess, help!!!

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Sarah December 4, 2009 at 7:25 am

Joy, you’re my hero.
Everything looks so great, these cookies look top. I wanted to thank you for my Christmas goodie bags last year! I made your red velvet black and white cookies and got great reviews!
Happy holidays!

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jessie December 4, 2009 at 7:46 am

never mind I just wasn’t being patient enough, that happens a lot!! Thanks Joy they smell delicious.

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Evie December 4, 2009 at 8:41 am

I can’t buy oreos either, but I could certainly try these!

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