Pumpkin Cupcakes With Cream Cheese Frosting & Halloween Hats | The Squeaky Mixer

Pumpkin Cupcakes With Cream Cheese Frosting & Halloween Hats

These cupcakes are of course perfect for the entire fall season, but by adding the chocolate witch and wizard hat, they become the most adorable and delicious treat for Halloween. Today is July 31st which means that it’s Harry Potter’s birthday – these cupcakes are my tribute šŸ™‚

The spice level in these cupcakes isn’t over the top. We get the punch of pumpkin first, then a subtle but noticeable hint of cinnamon, nutmeg, cloves, and ginger (coming from the pumpkin pie spice). The cupcakes are also perfectly moist so the butterscotch filling is not absolutely necessary but totally recommended because it’s just too good. Then of course we have arguably one of the most rich and delicious frostings in the game – Cream Cheese Frosting. No words really needed for that. I promise you guys these cupcakes are truly one of the best I’ve had and make for the perfect fall, halloween, or Harry Potter celebration.

Pumpkin Cupcakes With Cream Cheese Frosting & Halloween Hats | The Squeaky Mixer

Making The Pumpkin Cupcakes

This recipe is super simple to follow and doesn’t require rocket science, uncommon ingredients, or a lot of time. Let’s dive into our key ingredients.

Pumpkin Cupcakes With Cream Cheese Frosting & Halloween Hats | The Squeaky Mixer
  • Dark Brown Sugar – In this recipe, the use of dark brown sugar is going to enhance the pumpkin flavor by giving it an extra oomph of deep richness. The molasses in the brown sugar is going to contribute to the earthiness of the pumpkin by giving it a more robust and almost caramel-like flavor.
  • Pumpkin Pie Spice – This ingredient might go with out saying but as you could have guessed, this is where we are getting the warm familiar feelings of the season. All in the pumpkin pie spice. Typically, pumpkin pie spice contains cinnamon, nutmeg, cloves, and ginger. The mix of those spices in this recipe gives each and every cupcake that same deliciously warm consistent pumpkin spice flavor that could not be accomplished alone by the pumpkin puree.
  • Pumpkin Puree – With cupcakes, we obviously don’t want a dry or dense texture. That’s typically where milk, buttermilk, sour cream, sometimes even MAYO comes into play. But today we’re making pumpkin cupcakes so gosh dang it we are using pumpkin puree. Pumpkin puree adds that fresh pumpkin flavor but also a tremendous amount of moisture and stability to these cupcakes. Aside from the brown sugar, pumpkin puree also brings its own natural sweetness to the table.
  • Eggs – In most recipes, eggs pull off the same or at least similar effect. In this case we’re proving that to be true. Eggs help bind all of our ingredients together so we not only have a cohesive batter but a deliciously put together cupcake coming out of the oven. Eggs also help contribute to the rising and texture of our cakes. While we were mixing our batter little pockets of air got trapped in the eggs which are then released in the oven helping to give us a fluffy, cakey texture.
Pumpkin Cupcakes With Cream Cheese Frosting & Halloween Hats | The Squeaky Mixer

How To Make Chocolate Witch Hats

My favorite part of the baking process, ever since I was a kid was when it came time to decorating. There is so much hard work that goes into each recipe before the decorating portion…which also makes it more rewarding. Luckily, these chocolate witch hats are super fun and very easy to make.

The most important thing to have when going into making these is patience. As someone who has very little of that I can understand the struggle of not wanting to wait for things to chill but I promise, you’ll be kicking yourself if you try to dip these hats too prematurely and they fall apart on you. Be sure to let the ganache set on top of each cookie before moving on.

You can absolutely use regular chocolate with a bit of coconut oil melted into it to coat these hats instead of ganache, but ganache has a bit more structure to it and may act as a better “binder” for assembling all of these ingredients together. I also suggest using a fork to help coat the hats in chocolate. The prongs on the fork will help let all the excess chocolate drip back into the bowl and off of the hat for a more neat, and finished look.

Pumpkin Cupcakes With Cream Cheese Frosting & Halloween Hats | The Squeaky Mixer
Pumpkin Cupcakes With Cream Cheese Frosting & Halloween Hats | The Squeaky Mixer

Helpful Tip

We don’t like anything going to waste over here – save the extra waffle cone pieces and use them as a crunchy ice cream topper for your next Sundae night! If you’re not big on ice cream (why??) try adding waffle cone pieces to your next chocolate chip cookie recipe for a toasty flavored crunch in every bite!

Making The EASIEST Butterscotch Recipe

I have had my fair share of caramel fails. Either the sugar crystalizes, the heavy cream doesn’t incorporate nicely, or a number of other things can stop me in my tracks. But this butterscotch recipe makes for the most delicious pairing with these cupcakes and is also INSANELY delicious. Win. Win.

This recipe, while so simple, delicious, and easy, does require your attention because anything on the stovetop can easily bubble over if unattended. That is my only big advice with this butterscotch recipe – that’s how much I believe in you and how much I believe that this recipe is so simple to make.

Much like ganache, the butterscotch will thicken as it cools. If you fill your cupcakes with hot butterscotch hot off the stovetop then it’ll just seep into the cupcake and you won’t get that luscious filling. To add to that – a hot butterscotch drizzled on top of the buttercream will quickly melt the buttercream you worked hard on. Be patient šŸ™‚

Pumpkin Cupcakes With Cream Cheese Frosting & Halloween Hats | The Squeaky Mixer

How Do I Make Cream Cheese Frosting?

Well I am so glad you asked! Cream Cheese frosting is my sisters favorite, shout out to Lexi. This recipe, just like the pumpkin cupcakes and the butterscotch filling – is super easy. The number one thing to look out for when making cream cheese frosting is the temperature of your butter and cream cheese. Trying to whip up cold butter and cream cheese with powdered sugar and heavy cream will be a lumpy mess and is sometimes irreversible to get to a smooth finish unless you heat up the mixture to melt it down, then have to wait hours for it to firm up more – it’s best to skip this nightmare and make sure to take your butter and cream cheese out ahead of time to ensure that it’s softened up OR just pop in the microwave to soften for about 15 seconds.

I used a large star tip to pipe on my buttercream but you can use a butterknife or offset spatula to spread the buttercream, use a piping bag with no metal tip, get fancy and use some other really fun and festive tip – whatever makes you happy. Just keep in mind that if you plan on placing these witch and wizard hats on top of each cupcake that you’ll want a nice little pillow of buttercream for them to sit on.

Pumpkin Cupcakes With Cream Cheese Frosting & Halloween Hats | The Squeaky Mixer

I made these Pumpkin Cupcakes with Cream Cheese Frosting & Butterscotch filling to celebrate Harry Potters Birthday āš”ļø Find the full recipe on my website, link in bio! šŸ¤ŽšŸ§™šŸ¼ā€ā™‚ļø #harrypotter #bakingtiktok #bakingtiktoks #recipe #thesqueakymixer #bakingszn #yummy #cupcskes #pumpkin #pumpkinszn #caketok #caketiktok

ā™¬ WIZARD’S APPRENTICE(996900) – Scoring Heroes

Pumpkin Cupcakes With Cream Cheese Frosting & Butterscotch Filling

Recipe by Maddison Koutrouba – thesqueakymixer.com
5.0 from 4 votes

12 -15

Cooking time


Total time




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  • 1 cup flour

  • 1/2 tsp. baking soda

  • 1 tsp. baking powder

  • 1/4 tsp. salt

  • 2 tsp. pumpkin pie spice

  • 1/2 tsp. cinnamon

  • 2 eggs

  • 1/2 cup vegetable oil

  • 1 1/2 tsp. vanilla extract

  • 1 1/4 cup pumpkin puree

  • Butterscotch Filling
  • 1/2 cup unsalted butter

  • 1 1/2 cups dark brown sugar

  • 1 cup heavy cream

  • 2 tsp. vanilla extract

  • 1/2 tsp. salt

  • Chocolate Witch & Wizard Hats
  • 12 large waffle cones

  • 12 thin oreos (regular will work too, I prefer thin)

  • 1 1/2 cups semi-sweet chocolate chips

  • 2 3/4 cups heavy cream

  • Cream Cheese Frosting
  • 8 oz cream cheese

  • 1/2 cup unsalted butter

  • 3 1/2 cups confectioner’s sugar

  • 1-2 Tbsp. heavy whipping cream

  • 2 tsp. vanilla extract

  • 1/4 tsp. salt


  • Preheat the oven to 350 degrees F. and fill your cupcake pan with liners. Set aside.
  • Start by whisking the flour, baking soda, baking powder, salt, pumpkin pie spice, and cinnamon together in a large bowl. Whisk until everything is evenly combined. Set aside.
  • In a separate, medium sized bowl, whisk together all of the rest of the cake ingredients. Whisk until everything is evenly combined and smooth.
  • Pour the wet ingredients into the dry and whisk until a nice, smooth cake batter is formed. Make sure that there are no lumps.
  • Scoop and fill each cupcake liner to about 3/4 of the way full.
  • Bake for 12-15 minutes or until the cupcakes are slightly firm on the top. You can also use the toothpick test by inserting a toothpick in the center of a cupcake to ensure that it’s finished baking. If the toothpick comes out clean then it’s finished.
  • Allow the cupcakes to cool on a wire rack completely before decorating.
  • Making The Butterscotch Filling
  • To make the butterscotch filling, place the butter and brown sugar in a small to medium sized sauce pot. Place over medium heat and allow the mixture to melt and bubble. Give the mixture an occasional mix to ensure that everything is evenly combined. I used a wooden spoon.
  • Allow the mixture to slowly bubble for 8-10 minutes to get the brown sugar broken down so the butterscotch doesn’t end up grainy.
  • Reduce the heat to low then add in the heavy cream, vanilla, and salt. The mixture will bubble when the heavy cream is added. Just mix everything to combine then remove from heat.
  • Allow the mixture to cool down a bit before transferring to a glass jar to chill. Let this chill in the fridge for at least 2 hours or about 1 hour in the freezer. We want the temperature to cool down and for the texture to become thicker.
  • Making The Chocolate Witch & Wizard Hats
  • Use a sharp knife to cut the tips off of large waffle cones. Be very gentle and work your way around the cone gently moving your knife back in forth. You won’t get a perfectly smooth cut and that’s okay! You can always pick off little pieces of the cone with your hands to help them stand up better.
  • To make the ganache that will act as a kind of “glue” to help assemble and bind everything together, place the chocolate in a medium sized, heat proof bowl. Then microwave the heavy cream until it begins to bubble. About 1-2 minutes.
  • Pour the heavy cream over the chocolate, then let sit for one minute before whisking together. Whisk until the ganache is nice and smooth.
  • Dip the larger end of the sliced waffle cone into the ganache then immediately place on top of an oreo cookie. Place these onto a cookie sheet fit with parchment paper.
  • Repeat the dipping and placing of the cone on the oreo process until all the cones are used up. Let these chill in the freezer for at least 15 minutes.
  • Once the hats have chilled and the cones are stuck onto the oreos nicely, dip the entire hat in the ganache then use a fork to help move the hat around to be coated completely. If you need too, you can reheat the ganache so that it’s thinner and easier to work with. Use the fork to lift the hat out of the chocolate, then allow the excess chocolate to drip back into the bowl. Set each hat back onto the parchment paper cookie sheet.
  • Place the hats back into the freezer until it’s time for them to be placed on top of the cupcakes.
  • Making The Cream Cheese Frosting
  • Be sure that the cream cheese and butter are either both at room temp. or microwaved for 15-25 seconds to warm up.
  • Using an electric mixer, beat the cream cheese and butter until smooth.
  • Add in the rest of the frosting ingredients and gradually increase the speed as the powdered sugar get’s absorbed by the butter and cream cheese. Mix until there are no more lumps and the frosting is light and smooth.
  • Once the cupcakes have cooled and the butterscotch has thickened and cooled as well, place the butterscotch in a piping bag and fill each cupcake. Insert a piping bag into the top of each cupcake poking through but not so far that you hit the bottom. Gently squeeze and pull upward to fill each cupcake.
  • Place the buttercream in a piping bag with whatever tip you’d like. I used a large star tip but this is totally optional. You can either use another tip, no tip at all, or use a butterknife/ offset spatula to spread the frosting on each cupcake.
  • Drizzle the extra butterscotch on top of each frosted cupcake, then top with a witch/ wizard hat and VOILA!
  • Top with gold sprinkles if you’d like. Enjoy!

Did you make this recipe?

Tag @thesqueakymixer on Instagram! I love to see what you all create.

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