
I recently ran across this recipe for Homemade Thin Mints on one of my favorite food sites 101cookbooks.com. I decided I needed to try it and an invitation to a cookie exchange gave me the perfect excuse. One of the best things about 101cookbooks is her use of natural and whole grain ingredients. It makes me feel less guilty about eating the yummy things I bake (and sharing them with my little one) if I can use healthier ingredients.
The thin mints are definitely more of a time consuming process than I originally thought. I made two batches and the dipping in chocolate portion of the recipe took a long time for the almost 8 dozen cookies I ended up with. These are worth the effort, although don't expect them to taste just like their Girl Scout cookie counterparts. The cookie part is a softer, richer tasting cookie...not as crisp. However, these are just wonderful out of the freezer and that tends to give the cookie a bit more crunch.
Here's some of the process through photos and the recipe and the slight changes I made are below the photos. Be sure to visit 101cookbooks.com and scroll through some of her other delicious recipes.

Here's my little helper after helping measure out all the ingredients. I love the smudge of cocoa powder on his nose.

Cutting out little circles of cookie dough. You have to roll the dough really thin for the thin mints. I found that if I used smaller amounts of dough, it made it much easier to get them thinner.

The cookies don't spread much, so you can fit more on your cookie sheet.

Here are my stacks and stacks of cookies waiting to be dunked in melted chocolate/peppermint goodness.

I'm sure I didn't need to show you the chocolate chips melting...but they just look so lovely and scrumptious I couldn't help myself.

My dunking station is at the ready.

A freshly dunked thin mint.

Dylan came over to "help" me dunk the cookies. Translation: "want to eat a cookie". I finally had to shoo him away before he ate them all.

The cookies out of the freezer...all set and ready to eat.
Chocolate Wafers:
8 ounces organic butter, room temperature
1 cup organic powdered sugar
1 teaspoon natural vanilla extract
1 cup cocoa powder (I used Hershey Special Dark cocoa powder)
3/4 teaspoon fine grain sea salt
1 1/2 cups whole wheat pastry flour
I also threw in a handful of ground flaxseed
Chocolate Peppermint Coating:
1 pound good quality semi-sweet chocolate, chopped
(I used a mixture of about 2/3 bittersweet to 1/3 milk chocolate chips...it also took more than 1 lb for a batch..more like 1 1/2 to 2 lbs for me)
1/4 tsp. peppermint extract (Here, I also used a lot more than called for...more like a whole teaspoon of extract to get a good pepperminty (but not toothpasty) flavor.)
Preheat your oven to 350. Racks in the middle zone.
Make the cookie dough: In a mixer cream the butter until it is light and fluffy. Add the powdered sugar and cream some more, scraping the sides of the bowl a couple times if necessary. Stir in the vanilla extract and then the salt and cocoa powder. Mix until the cocoa powder is integrated and the batter is smooth and creamy, sort of like a thick frosting. Add the whole wheat pastry flour and mix just until the batter is no longer dusty looking, it might still be a bit crumbly, and that's o.k. You don't want to over mix and end up with tough cookies.
Turn the dough out onto a counter, gather it into a ball, and kneed it just once or twice to bring it together into once nice, smooth mass. Place the ball of dough into a large plastic bag and flatten it into a disk roughly 3/4-inch thick. Place the dough in the freezer for 20 minutes to chill.
Rollout and bake: Remove the dough from the freezer and roll it out really thin, remember how thin Thin Mints are? That's how thin you need your dough, about 1/8-inch. You can either roll it out between two sheets of plastic, or dust your counter and rolling pin with a bit of flour and do it that way. (Here is where I used smaller pieces of dough to roll it out thin. My dough out of the freezer was a bit crumbly anyway and breaking off small pieces to roll out seemed to solve that problem.) Stamp out cookies using a 1 1/2-inch cutter (this time I used one with a fluted edge, I've done hearts and other shapes in the past). Place cookies on a parchment-lined baking sheet and bake for 10 minutes. Remove the cookies from the oven and allow them to cool completely on a baking rack if you've got one.
Make the peppermint coating:
While the cookies are in the oven you can get the coating ready. I use a makeshift double boiler to melt chocolate (a metal pan over a saucepan of gently simmering water), but I know many people who swear by melting chocolate in the microwave. Slowly melt the chocolate, stirring occasionally until it is glossy and smooth. Stir in the peppermint extract. If you think the chocolate needs a bit more peppermint kick, add more extract a drop or two at a time - but don't go overboard.
Finishing the cookies: You are going to coat the cookies one at a time and then gently set them on a parchment-lined baking sheet to set. Drop one cookie into the chocolate and (using a fork) carefully make sure it gets fully coated. Lift the cookie out of the chocolate with the fork and bang the fork on the side of the pan to drain any extra chocolate off the cookie. You are after a thin, even coating of chocolate. (Not sure how thin and even mine got...be careful shaking or banging off the excess cookies..I had a few of my thinner cookies break during this process...but remember..mistakes mean more for the tasters in your house.) Place on the aforementioned prepared baking sheet, and repeat for the rest of the cookies. Place the cookies in the refrigerator or freezer to set. They will set at room temperature, it just takes much longer, and I prefer them straight out of the freezer anyways ;)
Make 3 or 4 dozen cookies.