Preheat oven to 400 degrees.
Using a fork, poke several holes in each squash. Set aside.
Line a large rimmed baking sheet with aluminum foil. Lay bacon on baking sheet.
Place squash directly on upper oven rack; place baking sheet with bacon on lower oven rack.
Cook both for 15 minutes. *Cook bacon longer, if needed, until crispy.
Remove both from oven.
Once squash has cooled slightly, use a knife to remove outer layer. Cut squash into 1 inch cubes.
Place squash on large rimmed baking sheet.
Drizzle with melted butter and maple syrup.
Return to oven for 15-20 minutes, stirring once or twice, until maple syrup is caramelized and squash is tender. *Be careful not to let syrup burn.
Remove from oven; toss with cooked, crumbled bacon and fresh rosemary.
Transfer to a serving dish.