Pilgrim Hat Cupcakes For Thanksgiving

These pilgrim hat cupcakes for Thanksgiving bring a touch of days gone by to our meal. The little candies sure do make these easy cupcakes!

For this fall dessert idea, I’ll use a chocolate cupcakes, however, feel free to browse all of my cupcakes for the perfect one.

A dozen pilgrim hat cupcakes on a large wooden cutting board against a marble background.
These pilgrim hat cupcakes are perfect for your Thanksgiving dessert table.

RELATED READING: Yummy Cookie Dough Cupcakes are a Crowd Pleaser!

Easy Pilgrim Hat Cupcakes

Here at Ruffles and Rain Boots, Thanksgiving is one of the holidays most of the family gets to gather. And of course, we have an extensive array of dessert options.

If you’re new here, I absolutely love coming up with easy cupcake recipes. These pilgrim hat cupcakes are going to be a great addition to the recipe box.

If you need time to gather your ingredients for this recipe bookmark this page so it’s easy to find when you are ready to make this pilgrim hat cupcakes recipe for Thanksgiving.

A pilgrim hat with a bite taken out on two white round plates with two other cupcakes behind it against a marble background.
Bring a spirit of togetherness to your Thanksgiving table with these cute and easy pilgrim hat cupcakes.

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Why These Cupcakes Are Perfect For Thanksgiving

The kids can help make the pilgrim hats while you bake and/or frost the cupcakes. They will have a blast.

Older children can bake and frost the cupcakes themselves. How proud would they be to have their own addition to the dessert table?

This recipe is from scratch, offering the nostalgia of when your mom and grandmother made cupcakes for you. If you need extra time in the kitchen to make your other dishes, use a boxed cake mix. We won’t tell!

Several pilgrim hat cupcakes, some with yellow frosting and some with orange frosting on a wooden cutting board.
They are so easy to make that the kids can pitch in and help with this Thanksgiving dessert.

RELATED READING: Need a Delicious Fall Snack Mix? Here You Go

Tips For Making Pilgrim Hat Cupcakes

  • Pipe a single rosette onto the cupcake. Apply gentle pressure when capping your cake.
  • When making the frosting, use room temperature butter. If the butter is chilled, it will not whip into the smooth and creamy texture.
  • When we are using frosting, we prefer a reusable piping bag. They are easy to clean, save you money, and save the environment. You can also buy a pack of disposable bags or use a zip top bag and cut off the corner.
  • If you have dense cupcakes, it can be from overmixing, opening the oven door too often, or because the oven temperature is off. We use an oven thermometer to be sure we are baking at the correct temperature and ONLY MIX until combined to avoid stretching the gluten.
A close up of a pilgrim hat cupcake with orange frosting on a wooden cutting board
Take these deliciously easy pilgrim hat cupcakes to your Thanksgiving get-together.

Ingredients To Make Pilgrim Hat Cupcakes

Below are the ingredients we used to create our Thanksgiving Day cupcakes. Check your pantry and fridge to see what you have on hand before you head to the store. For information on the best piping bags to use for frosting, read the tips section above.

  • Sugar
  • Flour
  • Cocoa powder
  • Baking powder
  • Salt
  • Eggs
  • Oil
  • Vanilla
  • Milk
  • Water
The ingredients for the pilgrim hat cupcakes against a marble background.

How To Make This Fall Cupcake Idea

Each step for this recipe is detailed below so it’s easy to follow. Keep this page open while you are creating your holiday dessert. If you would rather have a printable recipe, scroll down and select the print button.

A large metal mixing bowl filled with the dry ingredients for the pilgrim hat cupcakes against a marble background.

Preheat the oven to 350 degrees and prep your muffin pan(s) with 36 liners. Set aside. In the bowl of an electric hand or stand mixer, combine the sugar, flour, cocoa powder, baking powder, and salt. Whisk to combine.

A large metal mixing bowl with the ingredients for the pilgrim hat cupcake batter against a marble background.

Add in the eggs, oil, milk, water and vanilla. Mix on low speed for one minute and then increase the speed to medium and mix for an additional minute. If needed, stop the mixer, scrape down the sides, and mix again.

A metal cupcake pan filled with paper liners and cupcake batter against a marble background.

Add the cupcake batter to each cupcake liner until about ⅔ full. Bake for 14-16 minutes or until a toothpick inserted in the center of a cupcake comes out clean. Allow to cool completely before decorating.

Ingredients For The Buttercream Frosting And Pilgrim Hats

  • Unsalted butter, softened
  • Salt
  • Vanilla
  • Powdered sugar
  • Yellow and orange food coloring
  • Fudge stripe cookies
  • Snack-size Reese’s Cups
  • Orange Reese’s Pieces Candy
  • Yellow Reese’s Pieces Candy
  • Piping bags
The ingredients for the pilgrim hats and frosting against a marble background.

How To Make Buttercream Frosting And Pilgrim Hats

A large metal mixing bowl with butter, vanilla, salt and powdered sugar against a marble background.

In the bowl of an electric hand or stand mixer, combine the softened butter, vanilla, salt, and half of the powdered sugar. Mix on low speed until combined.

A large metal mixing bowl with frosting and powdered sugar against a marble background.

Add in the remaining powdered sugar and mix on low speed until combined. Increase the speed to medium and mix for an additional two minutes or until the frosting is smooth and forms small peaks.

One round glass bowl of frosting with orange food coloring and one bowl of frosting with yellow food coloring against a marble background.

Divide the frosting between two medium-sized bowls. Tint one yellow and the other orange.

One round glass bowl of orange frosting and one bowl of yellow frosting against a marble background.

Mix in the food coloring until the desired color is reached. Prepare two frosting bags with a large star tip. Transfer 3/4 of the orange and the yellow frosting to their individual piping bags fitted with the tip.  Add the remaining frosting to individual piping bags or Ziplock bag.

9 fudge cookies on a cutting board, next to a bag or orange frosting and one of yellow frosting with Reese's Pieces in a small round glass bowl and a small round bowl filled with mini Reese's cups against a marble background.

Prepare your workspace with a strip of parchment paper or a cutting board. Lay out the fudge stripe cookies with the stripe side down.

9 pilgrim hat cupcakes on a cutting board, next to a bag or orange frosting and one of yellow frosting with Reese's Pieces in a small round glass bowl and a small round bowl filled with mini Reese's cups against a marble background.

Place a dollop of frosting on the top of one Reese’s cup and then turn it upside down so that the frosting adheres to the cup to the center of the cookie.

9 pilgrim hat cupcakes on a cutting board, next to a bag or orange frosting and one of yellow frosting with Reese's Pieces in a small round glass bowl against a marble background.

Using one of the smaller bags of frosting, create a ring around a Reese’s cup and then a small dollop to adhere the Reese’s pieces to the cup, making a button for the hat.

Repeat with half of the hats. Create the remaining hats with the other color of frosting and Reese’s Pieces.

An overhead image of pilgrim hat cupcakes, decorated with orange or yellow frosting on a wire cooling rack against a marble background.

With the remaining frosting, pipe a flat rosette or mound on each cupcake with half of the orange and then the remaining hat with the yellow. Top with your assembled hats and gently press to secure. Arrange on a dessert plate and serve.

Notes For Making Pilgrim Hat Cupcakes

  • If you don’t have any Reese’s Pieces on hand, a M&M candy will work for the “button” of the hat.
  • You don’t need much frosting to keep the Reese’s Cup in place as the top of the hat.
  • Make the cupcakes the day before. The kids can frost the cupcakes and make the hats while you are finishing up the meal.

More Cupcakes You May Like

Please Save or Share

Your shares are how this site grows and I sincerely appreciate it. Save this Thanksgiving dessert idea recipe for the kids to your favorite Thanksgiving dessert pin board or share it on Facebook.

Several pilgrim hat cupcakes on a metal cooling rack against a marble background.
This recipe makes enough pilgrim hat cupcakes to please a hungry crowd.
Yield: 36 cupcakes

Pilgrim Hat Cupcakes for Thanksgiving

A close up of a pilgrim hat cupcake with orange frosting on a wooden cutting board

Bring a spirit of gratitude and togetherness to your Thanksgiving table with these cute and easy pilgrim hat cupcakes. These buttercream frosted cupcakes are topped with a simple-to-make pilgrim hat.

Prep Time 30 minutes
Cook Time 16 minutes
Additional Time 30 minutes
Total Time 1 hour 16 minutes

Ingredients

Ingredients For The Cupcakes

  • 3 cups sugar
  • 3 cups flour
  • 1 ½ cups cocoa powder
  • 1 tablespoon baking powder
  • 1 teaspoon Salt
  • 4 eggs
  • ½ cup oil
  • 2 teaspoons Vanilla
  • 1 ½ cups milk
  • 1 ½ cups water

Ingredients For The Frosting And Pilgrim Hats

  • 1 cup unsalted butter, softened
  • 1 teaspoon salt
  • 1 teaspoon vanilla
  • 4 cups powdered sugar
  • Yellow and orange food coloring
  • Family size package of fudge stripe cookies
  • 36 snack size Reese’s Cups
  • 18 orange Reese’s Pieces Candy
  • 18 yellow Reese’s Pieces Candy

Instructions

For The Cupcakes:

  1. Preheat the oven to 350 degrees and prep your muffin pan(s) with 36 liners. Set aside. In the bowl of an electric hand or stand mixer, combine the sugar, flour,
    cocoa powder, baking powder, and salt. Whisk to combine.
  2. Add in the eggs, oil, milk, water and vanilla. Mix on low speed for one minute and then increase the speed to medium and mix for an additional minute. If needed, stop the mixer, scrape down the sides, and mix again.
  3. Add the cupcake batter to each cupcake liner until about ⅔ full. Bake for 14-16 minutes or until a toothpick inserted in the center of a cupcake comes out clean. Allow to cool completely before decorating.

For The Frosting And Pilgrim Hats

  1. In the bowl of an electric hand or stand mixer, combine the softened butter,
    vanilla, salt, and half of the powdered sugar. Mix on low speed until combined.
  2. Add in the remaining powdered sugar and mix on low speed until combined. Increase the speed to medium and mix for an additional two minutes or until the frosting is smooth and forms small peaks.
  3. Divide the frosting between two medium-sized bowls. Tint one yellow and the other orange.
  4. Mix in the food coloring until the desired color is reached. Prepare two frosting bags with a large star tip. Transfer 3/4 of the orange and yellow frosting to their individual piping bags fitted with the tip. Transfer the remaining frosting to their individual piping bags.
  5. .Prepare your workspace with a strip of parchment paper or cutting board. Lay out the fudge stripe cookies with the stripe side down. Place a dollop of frosting on the top of a Reese’s cup and then turn it upside down so that the frosting adheres to the cup in the center of the cookie.
  6. Using one of the smaller bags of frosting, cut a small hole in the tip and create a ring around the Reese’s cup and then use a small dollop to adhere the Reese’s pieces to the cup, making a button for the hat.
  7. With the remaining frosting, pipe a flat rosette or mound on each cupcake. Top with your assembled hats and gently press to secure.

Nutrition Information:

Yield:

36

Serving Size:

1

Amount Per Serving: Calories: 428Total Fat: 18gSaturated Fat: 7gTrans Fat: 0gUnsaturated Fat: 10gCholesterol: 37mgSodium: 269mgCarbohydrates: 64gFiber: 4gSugar: 49gProtein: 6g

All nutrition information is estimated. For accuracy, please calculate your exact brands and ingredients if accuracy is desired.

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