Preheat the oven 425 degrees F. Line a baking sheet with parchment paper and set aside.
Lay each squash on the side, using a very sharp knife, cut the squash into halves.
Scoop out the seeds using a spoon. Place the halves on the prepared baking sheet facing upwards.
Brush the squash with 1 tablespoon of oil, sprinkle with salt, and bake for 30 minutes.
Meanwhile, heat a tablespoon of oil in a large skillet. Add the sausage and cook until brown, stirring, about 3-5 minutes.
Add the remaining oil, add onion, garlic, and celery and cook while stirring until softened about 3 minutes.
Add the parsley, sage, rosemary, and thyme and cook, stirring for a minute.
Stir in the quinoa, cranberries, and pecans; check the seasoning, and add salt to taste.
Carefully remove the roasted acorns from the oven while leaving the oven on, and spoon the quinoa filling into each of the squash.
Return to the oven and bake for about 10 more minutes.