Slice your acorn squash open in half the long way. Scoop out the seeds. Pour 1/2 to 1 tsp olive oil on the inside of each half and rub it in. Place the halves face down on a baking sheet lined with parchment paper. Bake for 38-40 minutes, or until soft.
When squash is done, remove it from the oven. Set aside to cool for 10-15 minutes. Once you can handle it (use a dish cloth to help you hold them if necessary), use a large spoon to scoop the flesh out of the skin into a large mixing bowl. It should come out smooth and easy.
Mince your garlic clove and add it to the bowl of squash. Add your parmesan cheese, light cream cheese, salt, and pepper.
Use a potato masher to mash the squash until smooth. Scoop into a serving dish and top with chives or paprika if desired. Enjoy!
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Notes
Leftover squash keeps well in an airtight container for 3-4 days in the refrigerator.