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Hi Hat Chocolate Cookies

Hi Hat Cookies are a fun spin on the classic Hi Hat Cupcake! Easy to put together and super impressive!

Hi Hat Cookies.. a chewy chocolate chip cookie topped with a swirl of frosting, dipped in chocolate coating. A fun spin on the classic cupcake!

Cookies topped with excessive frosting and then dipped in chocolate. Yes, that’s what we’re talking about today.

Clearly the size of the swirl is up to you. But really, go big or go home, right?

Yes, these are over the top…but aren’t they fun?!

And it’s all about the frosting, isn’t it?

I mean unless you are one of those people who at birthday parties who asks for a “small” piece…or have ever uttered the words, “too much frosting”, “too rich” or “too sweet”.

If any of those phrases apply, let’s just agree to disagree.

In my life, it’s either a corner piece topped with a buttercream rose or nothing.

So here we are. Hi Hat Chocolate Cookies.

the inside of the hit hat cookies... LOVE the frosting!

The base cookies that I made for this recipe are actually perfect on their own, if you’re looking for a chocolate cookie.

They’re a soft chewy chocolate chocolate chip cookie.

cocoa powder

You’ll only need a large teaspoon sized amount of dough for each cookie. They spread a decent amount.

Chocolate cookie dough

They’ll look like this when they’re baked…

Chewy Chocolate Chocolate Chip Cookies

Let them cool and whip up a batch of my Favorite Vanilla Buttercream. I filled a piping bag and attached a large tip to the bag. You could also use a large zip-top bag with the corner snipped off.

Frosting the hi hat cookies

Then pipe the desired amount of frosting up on there…

Swirls of frosting on chocolate cookies!

Then chill the cookies while you prepare your coating.


It’s just a little vegetable oil and chocolate chips. Melt them together…

Melting chocolate chips for the hi hat coating.

Then get to dipping, allowing the excess to drip off.

Dipping the hi hat cookie into the chocolate coating

How pretty are these?

Hi Hat Cookies.. a chewy chocolate chip cookie topped with a swirl of frosting, dipped in chocolate coating.

Annnnd if you get bored of dipping, run out of frosting (if you’re heavy-handed like me) or are just in a sprinkles mood…

Chewy Chocolate Cookies dipped in chocolate and coated in sprinkles...super easy and adorable!

Can’t go wrong!

Check out Confessions of Cookbook Queen for my inspiration for these cookies! she did GORGEOUS Red Velvet Hi Hat Cookies for the holidays.

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Hi Hat Chocolate Cookies

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makes 3 dozen cookies




  • 1 cup butter, room temperature
  • 1 cup granulated sugar
  • 1 cup light brown sugar
  • 2 eggs
  • 2 tsp vanilla
  • 1 tsp salt
  • 1 tsp baking soda
  • 1/2 cup cocoa powder
  • 2 1/4 cup flour
  • 1 cup chocolate chips


Chocolate Coating

  • 2 cups semi sweet chocolate chips
  • 3 Tbsp vegetable oil



  1. Preheat oven to 350°
  2. Line a baking sheet with parchment paper or a silicone mat. Set aside.
  3. Cream butter and sugars together. Mix in eggs and vanilla until combined, scraping sides as necessary.
  4. Add in salt, baking soda and cocoa powder and mix until evenly incorporated. Mix in flour.
  5. Finally stir in chocolate chips.
  6. Drop cookie dough onto baking sheet in Tablespoon sized portions. Bake for 10 minutes until tops have just set.
  7. Remove from oven and transfer to wire rack to cool completely.
  8. Prepare buttercream frosting while cookies are cooling.
  9. Using a bag fitted with a large piping tip, or a zip-top bag with the corner cut off, pipe a generous amount of frosting onto each cookie. When finished place cookies in the refrigerator to chill while preparing the chocolate coating.

Chocolate Coating

  1. Over a double boiler melt chocolate chips and oil together until just melted. Remove from heat. Remove the cookies from the refrigerator and carefully dip each cookie into the melted chocolate, allowing excess to drip off. Transfer back to wire rack to allow chocolate to set, or place back in fridge to set quickly.


store in cool climate or refrigerator
Cookie recipe adapted from all recipes.

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22 comments on “Hi Hat Chocolate Cookies”

  1. These are so delicious and a huge hit at the annual cookie exchange. One woman’s son proclaimed that I was his new mommy based on these cookies! They’re that good.

  2. I’m going to try to make these tomorrow to take to work for a birthday, but I am afraid to make the frosting! I guess I shouldn’t buy ready made frosting, huh?

    1. The ready made won’t be stiff enough, but you could add some powdered sugar to it to make a little more sturdy!

  3. Homggg, how do you come up with this stuff? Any chocolate lover would gobble these up like mini cupcakes.

    1. I would carry them on a flat tray, packed together tightly so there isn’t a lot of sliding around!

  4. Jess @ Sweet Menu

    Oooh amazing idea! I just love these. Gosh, can you imagine serving them to guests, they look so impressive!

  5. Those cookies look incredible!!! They’re so pretty and look so yummy too!! I’m with you, I love lots of frosting! Who needs cake when there’s frosting??!!! 😉

  6. This gets me thinking, could you just scrap the cookie and make high hats?! Kind of like those marshmallows covered in chocolate, but instead it’s creamy frosting!
    …excuse me, I need to go experiment now…

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