Preheat the oven to 375 degrees. Cut the squash into quarters and scoop out the seeds. Place on a baking sheet and bake for 50 minutes. Once the squash is baked, scoop out all of the spaghetti-like pieces and put into a large bowl. In a smaller bowl, mix together the pumpkin, milk, brown sugar and cinnamon. Pour into the larger bowl and mix well with the squash. Place into a casserole dish and sprinkle some brown sugar and cinnamon on top. Bake for 35 minutes. At the end, change the oven setting to a lo broil for 5 minutes or until the top of the casserole is browned.