Preheat your oven to 400 degrees

Carefully cut the acorn squash in half and remove the seeds. Cut each half in half and put onto a parchment lined sheet tray

Brush the squash flesh with olive oil and sprinkle with salt and pepper. Turn the squash over so the green skin is facing up

Put into the preheated oven and bake for 20 minutes

After 20 minutes, flip the squash to the other side (skin still facing up) so it cooks evenly and browns

While the squash is cooking preheat a saucepan over medium heat

To the pan add in the apple cider, brown sugar, cloves, cinnamon, peppercorns, and cayenne pepper. Let it some up to a simmer and cook, stirring often, until the liquid has reduced and become thick. About 15-20 minutes

Once the acorn squash is cooked put onto your serving platter and drizzle the cider glaze over it

Sprinkle chopped fresh rosemary to the top and serve!