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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!

This post and recipe was created for #HalloweenTreatsWeek! I was sent samples by some of the sponsor companies but as always opinions are 100% mine.

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!

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 these 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.

Halloween Chocolate Cherry Hand Pies
Yield: 12

Halloween Chocolate Cherry Hand Pies

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!

Prep Time 20 minutes
Cook Time 25 minutes
Total Time 45 minutes

Ingredients

  • 2 cups all-purpose flour
  • 1/2 cup unsweetened cocoa powder
  • 3 tablespoons granulated sugar
  • 1 teaspoon kosher salt
  • 3/4 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

  1. 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. 
  2. 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. 
  3. When ready to make the hand pies, preheat the oven to 400 degrees F.  
  4. 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.
  5. 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.
  6. 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 Information:

Yield:

12

Amount Per Serving:Calories: 266 Saturated Fat: 7g Cholesterol: 45mg Sodium: 315mg Carbohydrates: 35g Fiber: 2g Sugar: 3g Protein: 4g
These Halloween chocolate cherry hand pies are my contribution to the monthly recipe collaboration group I am a part of where we have been sharing fun recipes around a theme on the 1st of the month all year long. There are some amazing ideas in the links below so be sure to visit them for lots more Halloween inspiration, both spooky and sweet!

13 frighteningly delicious Halloween dessert recipes to try this October!

Halloween Cinder Cake
Halloween Rice Crispy Treats
Spooky Spider Chocolate Cheese Ball
Puking Pumpkin Dessert Dip
Mini Chocolate Spider Donuts
Halloween Popcorn Bars
Chocolate Peanut Covered Caramel Apples
Candy Corn Truffle Bark
Mini Frankenstein Cheesecakes
Halloween Polka Dot Cupcakes
Ghost Munch
Halloween Cake Pops

Check out the amazing #HalloweenTreatsWeek recipes from our bloggers today!