Pilgrim Hat Cookies

How lucky we are that my brother and his family come early for Thanksgiving week.  There is nothing better than the “dinner was great, let’s get in our jammies and dominate the world with a game of Risk” part of the evening.    During the day, we make a few recipes, work on some crafts, hang out, talk, shop a bit and laugh and giggle.  Very, very relaxing.

I always try to find some new things for us to do, and I know Luci’s Duct Tape pencils will take center stage, but it’s always good to have a few dozen other projects…(I’m such a Girl Scout….be prepared).

This year, as I poked around on the internet, I found these Pilgrim Hat Cookies.

How cute, and how easy!

As I explored, I found recipes that suggest you skewer the marshmallows with toothpicks before dunking them in melted chocolate.

Unfortunately,  you then struggle to get the marshmallow off the toothpick.

One clever Mom discovered that she could thread the toothpick through the hole in the cookie and then pull the marshmallow off.


But, I say NO MORE TOOTHPICKS!!  Seriously.  I tried everyone’s approach and truly the best and easiest way to make these (for me) is to just dip the marshmallow in the chocolate (with your own two fingers), stick them on the cookie and move on.

Easy Shmeasy.

In fact, my darling niece, Miranda, will show you just how easy it is to make a plateful of pilgrim goodness….now that’s progress (Get it?  Pilgrim’s Progress?  har de har har).

So…from us to you….the Pilgram Hat Cookie (these would also be a great treat to make for President’s Day and way more attractive than trying to make Washington’s wooden teeth).

You don’t need a lot of ingredients to make the cookies…

(Pay no attention to the toothpicks.  I took this picture before I figured out another way to make the cookies).

Pilgrim Hat Cookies


  • 12 Marshmallows
  • 12 Keebler Fudge Stripe Cookies
  • 1 cup Chocolate Chip Morsels
  • 1/2 cup Yellow icing (or you can use yellow candy melts)
  • 1 Ziplock bag with tiny hole cut in the corner (or you can use decorator bags)


  • Melt the chocolate chips in a microwavable bowl for one minute. If it isn't completely melted, continue to heat up in 10 second increments (you don't want this to get to hot or you will cook it).
  • Dip one end of the marshmallow in the melted chocolate.
  • Affix the melted chocolate side of the marshmallow to the chocolate side of the fudge stripe cookie (remember that the chocolate will drip through the hole, so be sure you have this on a plate or on waxed paper).
  • Let the chocolate harden a bit.
  • Using a knife, spread the top of the marshmallow with the melted chocolate.
  • Spread more melted chocolate around the sides of the marshmallow. Try to make this as smooth as possible.
  • Let the chocolate hats harden a bit.
  • With the yellow icing or the melted yellow candy melts, pipe a buckle in the middle of the hat and then apply lines around the brim.
  • Happy Thanksgiving!!



Category: Cook, Cookies, Desserts, Holidays and Entertaining, Thanksgiving
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