Photo: Leigh Beisch; Styling: Dan Becker
Makes about 40 cookies (20 sandwich cookies)

If you're in the mood for ice cream, fill these cookies with mint gelato and then roll their edges in the crushed candy canes.

How to Make It

Step 1

Put chocolates and butter in a medium metal bowl and set bowl over a pan filled with 1 in. of simmering water. Cook, stirring occasionally, until melted, then remove from heat and let cool slightly. Whisk in eggs and sugar, mixing until combined. Then whisk in flour, baking powder, and salt. Chill dough, covered, until firm, about 2 hours.

Step 2

Let dough sit at room temperature 15 minutes. Meanwhile, preheat oven to 350° and line 2 baking sheets with parchment paper. Scoop 1 tbsp. portions of dough, rolling each into a ball, and put onto sheets 1 in. apart. Using the palm of your hand, press dough balls into rounds 1/4 in. thick.

Step 3

Bake cookies until they no longer look wet on top, about 8 minutes. Let cool on baking sheets.

Step 4

In a small bowl, mix powdered sugar, milk, and peppermint extract until smooth. Spread 1 heaping tsp. peppermint icing onto the flat side of 1 cookie. Top with flat side of a second cookie to form a sandwich, pressing together to squeeze filling to the edge. Roll edge of cookie in candy canes. Repeat with remaining cookies.

Step 5

Make ahead: Batter up to 1 day; baked cookies up to 2 days, airtight.

Step 6

Note: Nutritional analysis is per sandwich cookie.

Ratings & Reviews

lacey8484's Review

November 30, 2013
As everyone has said, the frosting runs everywhere. I ended up drizzling the frosting on top of the cookies because it is impossible to make sandwiches. They taste great, but not too different from a brownie...

loveveggies's Review

December 25, 2010
The powdered sugar filling was a mess. It was way too thin. I tried thickening it up by adding a lot more powdered sugar, but that took away from the peppermint taste. Now it tasted like a powdered sugar filling. Even after I added more sugar, I still could not roll the cookies in the peppermint candy. It was a sticky mess. I ended up throwing the filling away and eating the cookies plain.

MLR0003's Review

November 30, 2009

pkjanz's Review

December 22, 2013
The cookies were great - I used a rounded teaspoon rather than Tablespoon - otherwise the cookies were too big for my preference. I added 1 stick of butter to the icing recipe which made it a peppermint butter cream icing/frosting...not sure if they meant it to be this and forgot the ingredient or if they just went the route of an icing that I normally use to decorate sugar cookies. If the latter - don't see how you can get volume to then roll the cookie in candy cane.

MomWith2Kids's Review

January 23, 2010
YUMMY! YUMMY! YUMMY! VERY CHOCOLATY! Pricey with all the chocolate in them, but a definate item for special occasions. WARNING: Do not eat these cookies after 4pm or they will keep you awake all night. I deleted the peppermint flavoring - the candy canes were enough. I had to add more powdered sugar to make the frosting thick enough to roll in the candy cane; otherwise, runny mess. Also, dries out quickly. Best eaten within 24-48 hours.