Begin by gathering all the necessary ingredients for the recipe.
Preheat your oven to 350 degrees Fahrenheit (175 degrees Celsius).
Position the acorn squash halves, with the cut side facing down, on a cookie sheet. Bake in the preheated oven until the flesh begins to soften, which should take approximately 30 to 45 minutes.
Once baked, remove the squash from the oven and place one half, cut-side up, into a deep baking dish. Add the butter and brown sugar into the cavity of the squash. Then, place the other half, cut-side down, over the first half to create a seal.
Return the dish to the oven and continue baking until the flesh is tender, which will take an additional 30 minutes.
Serve the dish hot and enjoy!