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These delicious Thanksgiving Cookies that look like pilgrim hats will look so festive at your holiday dinner table! Also, they are perfect for kids to help make!

Cookies that are decorated as Pilgrim Hats sitting on a white table with a glass of milk
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Thanksgiving is a time to be thankful for so much in our lives…one of the things I am most thankful for is my husband and two kids. I know how lucky I am to have a family that brightens my days and makes life so much fun.

It is nice to have something fun for the kids at the Thanksgiving Day dinner table. These Thanksgiving Cookies are just that! They will not only look like a fun treat but will taste so yummy!
 
They are pretty quick and easy to make too…which is great that they won’t take up all of your time. That makes for more family time. 

It is also a kid-friendly recipe so if you have kids that like to help in the kitchen, this is one that they can help with.  So let’s get started.

Ingredient List:

  • one package of chocolate chips
  • one package of large marshmallows
  • one package of Keebler Whoopsy Fudge Striped Cookies 
  • one tube of white or yellow decorative frosting
  • dipping tool or toothpicks and a frosting tip will also be needed.
Ingredients for the cookies on a white table. This includes cookies, marshmallows, chocolate chips and decorating frosting.

If you cannot find fudge striped cookies that are fully dipped in chocolate use the original ones and flip them over.

How to make Thanksgiving Cookies:

Before you melt your chocolate, cover your baking sheet with parchment paper or foil for easy clean-up. Place the cookies in a single layer on the baking sheet.

Chocolate covered cookies in a single layer on parchment paper

How to melt the chocolate chips:

Melt the chocolate chips in either the microwave or in a medium pot on the stovetop.  The microwave is a quicker option.

If melting the chocolate in the microwave, pour the chocolate chips into a microwave-safe bowl.  Heat them for 30 seconds and stir.  If they are not completely melted then heat at 15 second increments, stirring after each one, until the chocolate chips are all melted and smooth.

If melting the chocolate on the stovetop, pour the chocolate chips into a medium sized pot.  Heat the chocolate chips on low heat, stirring often, until the chocolate chips are melted and smooth.  

Either way you melt the chocolate chips, make sure you watch the chocolate chips so they don’t overheat.  Overheated chocolate gets clumpy and will not work.  

How to assemble the cookies:

Pick up a marshmallow using a dipping tool, a toothpick, or a skewer.

Insert the dipping tool (or toothpick) at the top of the marshmallow. Dip and swirl the marshmallow into the melted chocolate. Dip it until the entire marshmallow is covered with chocolate. Drip off the excess chocolate by using the edge of the bowl.

Tip: You can use a spoon to help spread out the chocolate if needed.

Adding the chocolate covered marshmallow to the cookie

Place the marshmallow on top of the cookie. Gently press the marshmallow down onto the cookie.

You can use a spoon to gently press down on the marshmallow to remove the dipping tool if needed. If you need to smooth out the chocolate on top, use the back of a spoon for that.

Chocolate covered marshmallows on top of cookies

 
Chill them in the fridge for about 30 minutes or until the chocolate sets.

Adding the buckle to the hat:

Once the chocolate has set, add the buckle to the hat using the white or yellow decorating frosting. I use the frosting tip with just a small circle to do this.

Make a thin line around the edge where the marshmallow sits on the cookie. Then add a square to the front of the hat.

Pilgrim Hat cookies on a white table


I hope you and your beautiful kids enjoy this yummy Thanksgiving treat. Your kids will have fun making them and also feel so proud of themselves as they helped make dessert for Thanksgiving!

Recipe Tips:

Use parchment paper or foil to cover the baking sheet for easy clean-up.

Tips for melting chocolate chips:

  • Watch the chocolate and stir often as it heats to prevent overheating it.
  • Let it melt until there is still a small amount of chocolate chips still in there and stir the chocolate. Sometimes you can get the last bit to melt just by stirring the chocolate.
  • The melted chocolate chips should be smooth and creamy.

More holiday recipes:

And you know what holiday is next…Christmas. Another fun recipe to make with kids are these Rice Krispie Treat Christmas Trees. I made them last year with my daughter and she loved making them…and of course, eating them!

A couple of favorite Christmas Cookies we love to make are Peanut Butter Kiss Cookies and Easy Sugar Cookies. Happy Baking!

Follow me on Pinterest and Instagram for all of my recipes.

Let me know if you make these and how you liked them by leaving a comment and rating in the comment section below. Thanks so much!

Cookies that are decorated as Pilgrim Hats sitting on a white table with a glass of milk

Thanksgiving Cookies

4.50 from 2 votes
These delicious Thanksgiving Cookies that look like pilgrim hats will look so festive at your holiday dinner table! Also, they are perfect for kids to help make!
Author: Jeannie
Servings: 24 cookies
Prep: 40 minutes
Chilling time: 30 minutes
Total: 1 hour 10 minutes

Ingredients  

  • 1 package of chocolate chips
  • 1 package of large marshmallows
  • 1 package of Keebler Whoopsy fudge striped cookies
  • white or yellow decorative frosting

Instructions 

  • Cover your baking sheet with parchment paper or foil.
  • Place cookies in a single layer on the baking sheet.
    1 package of Keebler Whoopsy fudge striped cookies
  • Melt the chocolate chips in either the microwave or in a medium sized pot on the stove top (notes below on melting the chocolate chips).  
    1 package of chocolate chips
  • Insert a dipping tool (or toothpick) into the top of the marshmallow. Dip and swirl the marshmallow into the melted chocolate until the entire marshmallow is covered with chocolate. Drip off the excess chocolate using the edge of the bowl.
    1 package of large marshmallows
  • Place the chocolate covered marshmallow on the center of a cookie and gently press down.
  • Using a spoon or toothpick to hold down the marshmallow, remove the dipping tool (or toothpick) once the marshmallow is on the cookie.
  • Once you have all the hats done, place them in the refrigerator for about 30 minutes or until the chocolate sets.
  • Take the hats out of the refrigerator once the chocolate has set and using the decorative icing, draw a buckle onto each hat.
    white or yellow decorative frosting

How to add the buckle to the hats:

  • Add the frosting tip to the decorative frosting tube. (I use one that is a small circle.)
  • Press gently onto the frosting tube and draw a line around the edge of the marshmallow (where it sits on the cookie). Add a small square to the front.

Notes

Melting the chocolate chips:

To melt the chocolate chips in the microwave:
Put the chocolate chips in a microwave safe bowl and heat for 30 seconds and stir.  If more time is needed to melt the chocolate, do 15 second increments, stirring after each one, until the chocolate chips are completely melted.
To melt the chocolate chips on the stovetop:
Pour the chocolate chips into a medium sized pot and heat on low to medium heat.  Stir often until chocolate chips are completely melted.
Either way you melt the chocolate chips, make sure you watch the chocolate chips so they don’t overheat.  Overheated chocolate gets clumpy and will not work. 
Tips for melting chocolate chips:
  • Watch the chocolate and stir often as it heats to prevent overheating it.
  • Let it melt until there is still a small amount of chocolate chips still in there and stir the chocolate.  Sometimes you can get the last bit to melt just by stirring the chocolate.
  • The melted chocolate chips should be smooth and creamy.

Nutrition information is approximate and is automatically calculated, so should only be used as a guide.

Course: Dessert
Cuisine: American
Keyword: thanksgiving dessert, kid friendly desserts, pilgrim hats
Like this? Leave a comment below!

Update Note: This recipe was originally posted earlier, but was published again in 2020 to include step by step directions and new photos.

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About Jeannie

I love to make simple yet delicious dinners. Time with my family is so important to me so I try to make quick and easy dinner recipes most of the time. I also love to bake and my family loves the job of being my taste testers!

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Recipe Rating




6 Comments

  1. Brenda says:

    5 stars
    Very festive! I love chocolate and marshmallows, so these have got to be delicious!!!

    1. Jeannie Z says:

      Thanks Brenda!

      Jeannie

  2. Tricia says:

    4 stars
    These are cute little cookies that my little dinner guests will most surely enjoy.

    1. Jeannie Z says:

      I am sure they will Tricia! Have a nice Thanksgiving!

      Jeannie

  3. Charmaine Sawyer says:

    So is the cookie already totally covered in chocolate?

    1. Jeannie Z says:

      Hi,

      They sell the cookies two ways…one is just the stripes on top and the bottom is covered with chocolate. If you buy those, then just flip them over. They also sell them completely covered in chocolate. Either one works…depends on what you can find.

      Jeannie