

This is a bold side dish, but the end result is a visual masterpiece! The combination of sweet and savory flavors of this dish will stand out with the slightly peppery undertones of our Syrah Reserve. – Barrett Family Wines
It was a big day for your extended family at the apple orchard. There was apple picking, hayrides, a corn maze, punkin chunkin’, and more. Now everyone’s back at the fire pit in your back yard … and they’re hungry. If you want to serve them up a unique fall harvest themed dish, what could be better than a stuffed punkin? Is there such a thing?Â
There is now! 50 Campfires put together this stuffed pumpkin recipe you can prepare well ahead of time, cook on your smoker while the crew’s at the orchard, then carve in front of the whole crowd to a chorus of ooohs and ahhhhs! It’s as eye-appealing as it is palate pleasing.Â
Our stuffed pumpkin includes EIGHT LAYERS of fantasy foods inside a pumpkin shell. It reminds us of those medieval feasts for which were created legendary delicacies of old like … Blackbird Pie!Â
You remember from Mother Goose rhymes …
Sing a song of sixpence,Â
A pocket full of rye,Â
Four and twenty blackbirdsÂ
Baked in a pie.Â
When the pie was openedÂ
The birds began to sing—Â
Wasn’t that a dainty dishÂ
To set before the king?Â
Enough Mother Goose! Time to get to work. You have ingredients to gather and Punkin’ Stuffin’ to do!
Step 1 : Assemble Ingredients

Step 2 : Clean Out Pumpkin and Squash

Step 3 : Prepare and Cook All Stuffing Ingredients

Step 4 : Stuff the Pumpkin From Inside Out

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Step 5 : Bake the Pumpkin

Step 6 : Serve

- 1 large pumpkin
- 15-20 cups of prepared stuffing (we used Stove Top)
- 1 large acorn squash
- ½ lb ground sausage (we used venison fry sausage)
- 1 can whole cranberries in sauce
- 1 medium red apple (whatever is your favorite)
- 4 slices of bacon
- 1 medium jalapeno pepper, whole
- 1 Tbsp. cream cheese (softened)
- Prep Instructions
- Using a knife cut out top and remove insides from pumpkin as though you are preparing to make a jack-o-lantern. Set aside. (Separate and save seeds for roasting and use in other recipes.)
- Cut and hollow out acorn squash in the same way. Make sure the opening is large enough to accommodate whole apple with room to spare on bottom, top, and sides.
- In Dutch oven, place the squash shell (open side down) and the squash top in about ½ inch of water. Bake at 425 degrees for at least 25 minutes. Remove to cool and set aside.
- In skillet over medium high heat brown the sausage. Then spoon in whole cranberries from the can. Be careful to avoid adding cranberry sauce as much as possible, and pour off melted sauce as it accumulates in bottom of skillet. Continue cooking until sausage is well-cooked. Set aside.
- Cut strips of bacon in half. In skillet or microwave, cook bacon until it is heated through, but still limp. (Crisp bacon will not work in this recipe.) Set aside.
- Carefully cut the top off the apple. With a paring knife and tablespoon remove the core and hollow out the apple as much as possible to create a cavity large enough for the bacon and jalapeno pepper. Once completed, place hollowed apple and the apple top in a bowl and cover with water to prevent oxidation of apple.
- With paring knife, carefully cut the stem end off of the jalapeno and set the top aside. With paring knife, remove the seeds, ribs, and pith from the pepper.
- With teaspoon and butter knife, fill cavity in the pepper with cream cheese. Allow enough to overflow the top to stick the pepper lid back in place.
- Wrap one piece of bacon around the jalapeno and line the cavity in the apple with bacon so wrapped pepper fits snugly when inserted.
- Place top back on apple and secure in place with toothpicks if desired.
- Spoon some of the sausage/cranberry mixture into bottom of cavity in the partially cooked squash shell. Insert apple and fill out remaining space in squash with more sausage. Place top back on squash and pin with toothpicks if desired.
- Spoon dressing into pumpkin shell – enough to fill about ⅓ of the way up the shell.
- Place stuffed squash in pumpkin shell, and spoon in more stuffing to fill remaining space in cavity around the squash.
- Place lid on pumpkin.
- Cooking Instructions
- The stuffed pumpkin needs to be cooked low and slow to heat completely through without totally cooking down the pumpkin shell. All ingredients except the pumpkin are cooked, partially cooked, or edible raw, (except squash rind) so you’re really just attempting to cook the pumpkin and heat everything else through. This can be accomplished in a kitchen oven, on a smoker, in an enclosed grill, or even with the pumpkin wrapped in oiled cheese cloth and aluminum foil and buried in a pit of coals luau-style. The key (except in the pit) is checking it often after the first two – three hours of cooking at a low temperature like 200-225 degrees. A remote-reading cooking thermometer like the Bass Pro Shops Digital Wireless Grill Thermometer is helpful, as you can push the probe to the center and monitor the temperature at the core.  You want that to reach at least 130 degrees.
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