Preheat the oven to 400°F (200°C).
Cut the acorn squashes in half and scoop out the seeds.
Brush the inside of the squash halves with olive oil.
Season with salt and black pepper.
Place the squash halves cut-side down on a baking sheet.
Roast in the preheated oven for 25 minutes.
In a saucepan, combine quinoa and vegetable broth; bring to a boil.
Reduce heat, cover, and simmer for about 15 minutes or until liquid is absorbed.
Fluff the quinoa with a fork and mix in cranberries, walnuts, and cinnamon.
Once the squash is tender, remove from the oven and fill each half with the quinoa mixture.
Return to the oven for an additional 10 minutes to heat through.
Garnish with fresh parsley before serving.