Preheat oven to 425.
Wash and dry your acorn squash. Carefully cut each squash in half and remove seeds. (I use a grapefruit spoon with the slightly serrated edges to remove the seeds… it works perfectly.) Cut a very small piece off of the skin side of the squash so it sits without rolling all over the place.
Place the squash cut side up on a sheet pan, brush the olive oil on all the visible flesh of each half of the squash, then season them all lightly with salt and pepper.
Roast in the oven for 30-40 minutes depending on how large they are, the bigger the longer!
While the squash is roasting, in a large bowl, combine your melted butter, hot water and stuffing mix. Stir well with a fork and set aside.
In a frying pan, brown your sausage well, (I like to cook it till it has crispy brown bits on it.)
Add the sausage, chopped pecans, dried cranberries, and chopped apple to the stuffing mix and stir together well with the fork.
When ready, remove the squash from the oven and place it on a cooling rack or other heat proof board. Reduce the oven to 400.
Using a cup measure, carefully scoop just under a cup of the stuffing mixture in to each squash half. (Remember it’s hot!) Return the squash to the oven and let bake for an additional 18-20 minutes.
Remove the squash from the oven and serve!