Preheat oven to 375 degrees. Place squash in a large baking dish.
Heat oil in a large sauté pan over high heat. Add onions and garlic and saute 2 minutes. Remove pan from heat and add brandy and cider. Set pan over high heat and reduce until mixture is nearly evaporated, about 4 minutes.
Remove pan from heat and let cool. Transfer cooled mixture to a large bowl.
Add remaining ingredients, mixing well.
Divide stuffing among prepared squash. Bake until squash is tender, about an hour. Serve warm.
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