Compromise! Since there's two halves anyway.
I know there are infinite variations of this all over the net, so here's my infinite+1.
Get acorn squash (can work with just about any squash, honestly) cut in half, scrape out seeds, put in 8x8 cooking dish, preheat oven to 375.
In one half:
Small pad of butter, spoonful of brown sugar, sprinkle of cinnamon, drizzle of maple syrup
In other half:
Spoon of minced garlic (mine's from a bottle, a clove will be fine) and chunk of bacon (mine was frozen solid and I imagine sausage would work well too)
Bake for 30 mins, check, adjust bacon as necessary. (I had to spread mine out since it had thawed at this point)
Up the heat to 425, bake 20 mins, stab with fork and take out.
Sprinkle cheese on the savory side.
Garnishes? Ain't nobody got time for dat.