These Halloween Chocolate Cherry Hand Pies are an easy and frightfully fun treat to enjoy this October! With a chocolate pastry crust cut out in Jack-O-Lantern shapes and canned cherry pie filling, this handheld dessert will be a hit at Halloween parties!

If you are looking for even more spooky Halloween treats, be sure to check out our Haunted Halloween Gingerbread House, Graveyard Dirt Cake, and Halloween Poison Candied Apples!

a plate of chocolate cherry hand pies with two off to the side

Halloween Chocolate Cherry Hand Pies

I am so excited to share these spooky fun chocolate cherry hand pies with you today! October is my favorite month for so many reasons, including Halloween and my birthday, so I figured it only makes sense to start things off strong with a festive treat!

Last year I saw some jack-o-lantern pumpkin hand pies and fell in love. They were totally the inspiration for this post. But I wanted to go a different route from pumpkin, and instead do a Black Forest version with chocolate and cherries. My Aunt Becky's Black Forest cake has been my traditional birthday cake for as long as I can remember, and I thought it would be so fun to recreate those flavors in portable pie form. And besides, the Black Forest is spooky too, right?

An image of a grinning Jack-o-Lantern chocolate cherry hand pie for Halloween.
An image of Jack-o-lantern hand pies made with cherry pie filling and chocolate pie crust.

I love these Halloween chocolate cherry hand pies because unlike so many goodies around Halloween, these aren't super chocolatey or overwhelmingly sweet.

It's difficult to make a chocolate pie dough that tastes intensely chocolatey without sacrificing the flakiness of pie crust. And adding too much sugar to pie dough creates even more issues, especially since I wanted to keep these more in the realm of pie crust, and not cherry filled chocolate cookies.

But there is a definite cocoa taste to the chocolate crust that pairs perfectly with the cherry filling to give you a sense of the classic Black Forest cake flavors.

And I love how the red cherry pie filling looks devilishly wicked in the grinning chocolate jack-o-lantern faces that I carved out using a sharp paring knife. I opted to go the cherry route with canned pie filling to make things easy, but this chocolate pastry crust would be just as delicious filled with pumpkin, nutella, or a peanut butter chocolate ganache.

I could also see making these for Valentine's Day and cutting out hearts instead of pumpkins.

An image of a plate of cherry chocolate hand pies in the shape of jack-o-lanterns for Halloween.

How to Make Chocolate Pie Dough

Honestly, chocolate pie dough isn't all that different from regular pie dough except you sub in cocoa powder for some of the flour, increase the sugar a titch, and add a little more liquid.

Otherwise, the principles of making a good pie crust are all the same. Like using cold ingredients and chilling the dough before rolling it out.

An image of cubed butter with cocoa powder, sugar, flour, and salt in a food processor for making a chocolate pie crust dough.
An image of chocolate pie crust dough rolled out and cut into jack-o-lantern shapes.

Roll out the chocolate pie dough on a lightly floured surface. You can "flour" with cocoa powder, although regular all-purpose flour works just fine.

I used a pumpkin cookie cutter to cut out the bottoms of each hand pie and transferred them to a parchment paper-lined baking sheet before mounding cherry pie filling on the top of each one. I just eyeballed things at this point but would say that I used about 1-2 tablespoons of filling for each chocolate cherry hand pie. The amount will largely depend on the size and shape of the cookie cutter you choose to use but you don't want to overfill the hand pies.

An image of chocolate pie crust dough cut out in pumpkin shapes on a baking sheet with cherry pie filling spooned on top.

Use the same cookie cutter for the top "crusts" of the pies, but this time cut out Jack-o-lantern faces with a sharp paring knife. Not only does this look cute, but it allows the pies to vent while baking so the filling mostly stays put rather than bursting out the sides. Adding the slits in the top also gives some flexibility to stretch the top cutout slightly to fit over the filling.

Brush the edges of the bottom crust with egg wash before placing the top crust on to help it stick better. Seal each hand pie shut by pressing around the edges with the tines of a fork. Then bake the chocolate cherry hand pies for 15-18 minutes in a 400 degree F oven.

Then let the pies cool before eating them!

Keep scrolling past the recipe for tons more Halloween recipe inspiration from some of my favorite food bloggers!

An image of chocolate cherry hand pies cut out in pumpkin shapes with Jack-o-Lantern faces.

More Halloween Treats

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Halloween Chocolate Cherry Hand Pies

4.89 from 9 votes
Amy Nash
Prep Time 20 mins
Cook Time 25 mins
Total Time 45 mins
Course Dessert
Cuisine American
Servings 12
These Halloween Chocolate Cherry Hand Pies are an easy and frightfully fun treat to enjoy this October!  With a chocolate pastry crust cut out in Jack-O-Lantern shapes and canned cherry pie filling, this handheld dessert will be a hit at Halloween parties!

Ingredients
  

  • 2 cups all-purpose flour
  • ½ cup unsweetened cocoa powder
  • 3 Tablespoons granulated sugar
  • 1 teaspoon kosher salt
  • ¾ cup butter, very cold and grated or cubed
  • 10-12 Tablespoons ice cold whole milk, half-and-half, or cream
  • 1 can cherry pie filling
  • 1 egg
  • 1 Tablespoon water

Instructions
 

  • Combine the flour, cocoa powder, sugar, salt, and cubed butter in a large food processor and pulse until coarse crumbs form (about 15 to 20 pulses). You could also use a large bowl and pastry cutter instead, if you don't have a food processor. 
  • Slowly drizzle in the cold milk while pulsing or stirring with a fork, if not using a food processor.  The dough will be slightly shaggy and soft, but if it is still looking too dry, add another tablespoon or two of milk.  Divide the dough into two discs and wrap tightly in plastic wrap, then refrigerate for 2 hours or up to 5 days. 
  • When ready to make the hand pies, preheat the oven to 400 degrees F.  
  • Roll out one disc of chocolate pie dough on a floured work surface (you can "flour" with cocoa powder to keep things dark, or just use regular flour, which will mostly be absorbed into the pie dough anyway).  Cut into pumpkin shapes using a 3 inch pumpkin cookie cutter and transfer to a baking sheet lined with parchment paper or a silpat mat.  Spoon 1-2 tablespoons of cherry pie filling right into the center of each pumpkin.
  • Roll out the second disc of chocolate pie dough and cut out pumpkin shapes using the same cutter.  Use a sharp paring knife to "carve" jack-o-lantern faces.  Brush the edges of the bottom crusts with egg wash made by whisking 1 egg and 1 tablespoon of water together.  I just use my finger to moisten the edges so the top crust will stick.  Gently lay the top crusts over the cherry filling, matching edges and crimping with a fork to seal the hand pies.
  • Bake the hand pies for 15-18 minutes at 400 degrees F, just until the edges are set, but do not overbake.  Cool for 10 minutes before serving.

Nutrition

Calories: 266kcal | Carbohydrates: 35g | Protein: 4g | Fat: 12g | Saturated Fat: 7g | Cholesterol: 45mg | Sodium: 315mg | Potassium: 153mg | Fiber: 2g | Sugar: 3g | Vitamin A: 495IU | Vitamin C: 1.8mg | Calcium: 33mg | Iron: 1.6mg
Tried this recipe? Show me on Instagram!Mention @HouseOfNashEats or tag #houseofnasheats!

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About the author

Hi, I'm Amy

I enjoy exploring the world through food, culture, and travel and sharing the adventure with mostly from-scratch, family friendly recipes that I think of as modern comfort cooking.

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Reader questions and reviews

  1. Love this idea will be making them for Halloween this year. Now to just go find pumpkin cookie cutters. Thanks for the recipe for the chocolate pie crust. I have been wanting to flavor the pie crust chocolate but, hadn't found a recipe for them. Also thanks for the opportunity for the giveaway sounds wonderful.

  2. 5 stars
    I love that you used chocolate dough for these rather than plain or orange colored dough. It makes them even creepier!!

  3. My favorite Halloween characters are the Sanderson Sisters from Hocus Pocus! My favorite Halloween Desert is Rotten Candy Apples with Sour Gummy Worms.

  4. These look delicious and I will have to try out this recipe ASAP! My favorite Halloween characters are witches.

  5. Hello! Can this be done with gluten free flour? I know it might be hard with pie crust, but have you tried it?

    1. I have not tried it! But I have used Bob's Red Mill's 1-to-1 gf flour with good results in other recipes so I would think it would work fine in these hand pies as well.

  6. 4 stars
    It worked with adjustments. I needed about three times as much milk and I put in more sugar. I got the exact predicted number of servings but I also rolled the dough really thick. Because of time problems I put the dough in the fridge for only one hour, but I didn't notice any problems. Because of the thickness of the dough I backed it at lower temperature for a little bit longer.