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Halloween Chocolate Filled Pumpkin Cookies

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Halloween chocolate filled pumpkin cookies! These super cute brown sugar cookies are such an adorable little Halloween or Thanksgiving treat. Covered in cinnamon sugar and filled with milk chocolate, they’d be a really great gift cookie for the holiday season! Oh! And these would be a really fun holiday kids baking activity too!

Hand holding a Pumpkin Halloween Cookie

Nick’s favorite thing…

These gorgeous cookies are pure joy! When I made them, guys, I’ll admit, I ate all of them but 3 which I left for Anthony. It’s everything you love about warm fall spices coupled with chocolate. And they’re so fun to make too! I love how you can give them different facial expressions. It’s all up to your imagination!

Pumpkin Halloween Cookies on cooling rack

What does Halloween chocolate filled pumpkin cookies taste like?

The cookies are soft and buttery, sweetened with brown sugar, sandwiched with chocolate and covered in a gorgeous cinnamon sugar. Ugh! So addictive and so delicious too!

What are the ingredients I need for Halloween chocolate filled pumpkin cookies?

Allpurpose flour – also known as plain flour.

Salt – I used fine salt.

Baking powder – This will help lighten the cookies and help them puff up a little.

Cinnamon – Gives the cookies a nice warmth.

Unsalted butter – You can use salted if you wish.

Brown sugar – This helps sweeten the cookies. Light or dark is fine.

Vanilla ExtractAlways use good quality vanilla extract when baking, it makes a huge difference. I have a great recipe here for it if you’d like to try your own!

Eggs – I used large eggs.

Caster sugar – also known as superfine sugar.

Hazelnut spread – ok, so I used the forbidden Nutella chocolate hazelnut spread. But you can use whichever brand you like. Any will work. Melted chocolate will even work too!

Close up of Pumpkin Halloween Cookies

My Top Tips!

  • Make sure you let the butter cool just a little before brushing on the cookies. And sprinkle the sugar on as soon as you brush them with butter to help them stick.
  • Using a Stanley knife to cut out the little facial expressions is the best way to do it.
  • Melted chocolate is also a great replacement for the hazelnut spread, but raspberry jam would be cool too!

Other Halloween Recipes You Might Like!

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I hope you guys enjoyed this simple but delicious Halloween chocolate filled pumpkin cookies recipe with me. Please comment in the comments section below, or feel free to share with your family and friends on social media.

I’ll see you all on the following recipe. Happy baking!

N x

Pumpkin Halloween Cookies

Hand holding a Pumpkin Halloween Cookie

Chocolate Filled Halloween Pumpkin Cookies

Super cute pumpkin shaped cookies in cinnamon sugar and filled with milk chocolate. A really great gift cookie for the holiday season!

Serves 20

4.8 from 12 votes
Print Recipe Pin Recipe
Prep: 20 minutes
Cook: 20 minutes
Total: 40 minutes
Course: Dessert
Cuisine: American
Calories: 290kcal


Brown Sugar Cookies

  • 2 1/2 cups all-purpose flour
  • 1/4 tsp salt
  • 1/4 tsp baking powder
  • 1 tsp cinnamon
  • 3/4 cup unsalted butter
  • 3/4 cup brown sugar
  • 1 tsp vanilla extract
  • 1 large egg


  • 1/2 cup unsalted butter
  • 1/2 cup caster sugar
  • 1 cup hazelnut spread


Brown Sugar Cookies

  • Add the flour, salt, baking powder and cinnamon to a medium sized mixing bowl and whisk to combine. Set aside.
  • Add the butter, brown sugar and vanilla extract to a large mixing bowl and use an electric hand mixer to whip until pale and fluffy. About 5 minutes.  Add the flour mixture and use a spatula to mix until well combined.
  • Split the mixture into two and wrap in plastic wrap. Place in the fridge to rest for1 hour or overnight.
  • Preheat your oven to 175 °C / 350 °F. Line two baking trays with baking paper. Set aside.
  • Dust your workbench and rolling pin with flour and roll the dough out. For this recipe you’ll need a pumpkin cookie cutter. Cut out as many cookies as you can. I got about 36 cookies.
  • Place them onto the baking sheets and place in the fridge to chill for 30 minutes.
  • Use a small knife or Stanley knife to cut out little smiles and eyes on half the cookies. Bake for 15 minutes or until golden.
  • Brush the cookies with melted butter and sprinkle cinnamon sugar (1/2 cup sugar mixed with 1tsp cinnamon). Allow to cool to room temperature.
  • Add a little bit of warmed hazelnut spread on the cookies with no face and spread out. Sandwich with the cookies that have a face. Add the remaining melted chocolate to a piping bag and fill the faces with chocolate.


Cookies can be stored in an airtight container, in the fridge for up to two weeks.


Calories : 290kcal
Carbonhydrates: 30g
Protein: 3g
Fat: 16g
Saturated Fat: 12g
Polyunsaturated Fat: 1g
Monounsaturated Fat : 3g
Trans Fat : 1g
Cholesterol: 39mg
Sodium: 48mg
Potassium : 104mg
Fiber: 1g
Sugar : 17g
Vitamin A: 367IU
Vitamin C: 1mg
Calcium: 35mg
Iron: 2mg
Nutrition Disclosure
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4.75 from 12 votes (12 ratings without comment)

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