Pumpkin Pie Jack-o-lanterns

Fall actually hit Montana while I was gone so I woke up to frost this morning for my bike ride to work. It was glorious. I just returned from my whirlwind half marathon tour yesterday so I am pretty tired, but very glad to be home. Three great races and lots of fun seeing new places and old faces in all four Lower 48 timezones. This week I have a bonus post for you! I actually thought of this idea last year, but never got around to implementing it, so I decided I should definitely get it done this year.

Pumpkin Jack-o-lantern Mini Pies {{Baking Bytes}}

Pumpkin pie is one of my favorite pies and I will happily eat it all year round. Unfortunately M doesn’t super care for it so mostly I just make it in the fall when I don’t mind having it for breakfast all week (yum). It’s a traditional dessert this time of year, which can be boring (according to some) so I thought I’d try giving it a new package.

Pumpkin Jack-o-lantern Mini Pies {{Baking Bytes}}

I used my normal pie crust recipe and pie filling recipe, and then used mason jar rings to form little pies. The jack-o-lantern faces make them great for Halloween but with a different decoration (like the leaf cutouts below) they’d be great for any fall potluck. They are way easier to serve and eat which makes them great for when you aren’t having a sit down dinner. They do have a high crust to filling ratio, so make sure you use a crust recipe that you like; I have mine linked below if you don’t already have a favorite.

Pumpkin Jack-o-lantern Mini Pies {{Baking Bytes}}

They are a little time consuming, especially if you cut out faces, but not difficult and I’d say pretty beginner friendly. I got 9 out of my recipe but that could vary based on how thin you roll your crust and how many times you are able to reuse the scraps. (I wouldn’t recommend more than once or twice as the dough gets very tough the more you handle it. Tip: you can drip a little extra water to help the scraps stick together again to re-roll.)

Pumpkin Jack-o-lantern Mini Pies {{Baking Bytes}}

Your usual pumpkin filling, yummy pie crust, and a dusting of cinnamon sugar makes a great treat that’s easy to portion control and is a wonderful whipped cream vessel. The cuteness is an added perk. =)

If you need a dessert for your Halloween parties this weekend, give these a try.

Pumpkin Pie Jack-o-lanterns

Makes about 8 double-crust handpies


Pastry for double-crust pie

1/3 cup sugar
1/2 tsp ground cinnamon
1/4 tsp salt
pinch ground cloves

1 egg
1 cup pumpkin puree
1/4 cup heavy whipping cream

cinnamon & sugar mixture (optional)

Other Supplies

8+ wide-mouth jar rings
1 small-mouth jar ring with lid
1/4 cup of water or one egg white


  1. Line a cookie sheet with a silicon mat or parchment paper. Preheat your oven to 350 degrees Fahrenheit (or wait a bit since some of these steps can be time-consuming.)
  2. Whisk together sugar, spices, and salt in a medium bowl.
  3. Stir in egg, pumpkin, and whipping cream until combined. Set aside.
  4. Take half of your crust pastry and roll it out slightly thinner than you normally would. Use a 4″ biscuit cutter to cut out as many rounds as possible. Repeat with remaining pastry.
  5. For jack-o-lanterns, cut faces into half of the unbaked pie crust circles. (Totally optional, of course.)
  6. Place appropriate number of wide-mouth jar rings (not lids!) upside-down on your prepared baking sheet and spray with cooking spray. Set aside. (Preheat your oven to 350 degrees Fahrenheit if you haven’t already.)
  7. Using the small jar ring with lid inside, gently place one pie crust circle on top of it (yes it will hang over the sides, that’s important.)
  8. Carefully spoon about 3 tablespoons of the pumpkin mixture into the center of the pie crust, such that it is contained by the jar lid ring.
  9. Brush the circumference of the circle with water or egg white, and top with one of your jack-o-lantern faces, pressing the edges together to seal completely.
  10. Gently remove the sealed pie from the small ring/lid and transfer to one of the wide-mouth rings such that it is centered and the edges are supported by the ring. Your pumpkin may overflow a little, but with practice you’ll get better.
  11. Repeat steps 7-11 with remaining pastry and pumpkin mixture. If you have a decent amount of pumpkin mixture remaining, pour it into a (sprayed) ramekin or small glass baking dish and bake the same as the pies.
  12. If desired, sprinkle cinnamon & sugar mixture over the pies (I do this with pretty much all my pies), then bake for 30-40 minutes, or until a small knife inserted into the pumpkin mixture comes out clean.
  13. Let cool completely, then serve with whipped cream.

4 responses

  1. What a cute idea for pumpkin pie! Although its past Halloween, I intend on trying this for Thanksgiving dinner at work and use the cute little leaf cutters I have. I have a question. Do you turn the larger rings upside down on the cookie sheet or right side up? Also, instead of making them in the smaller ring and transferring, could you just make them directly on the cookie sheet with the larger rings? I enjoy reading your blog and found the link on Yahoo news.

    • Hi Cella! That is a good point about the rings, they should be upside down so the extra lid bit is touching the cookie sheet. (I will update the directions with that as well.) As for doing them all in the larger rings, you certainly can but I found it to be much more challenging and more likely for the filling to leak out. The smaller ring helps contain the filling so you can easily pinch the seams closed around it. Either way, please let me know how they turn out for you! Can always make a double batch so you have a few to practice with. They’ll still taste yummy even if they aren’t perfectly pretty. =) Serve with some homemade whipped cream and I’m sure they’ll be a bit hit!

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