Preheat your oven to 400°F. Cut the butternut squashes in half lengthwise and scoop out the seeds. Drizzle with olive oil, sprinkle with salt and pepper, and roast for 30-35 minutes until tender.
In a skillet, cook the chopped bacon until crispy (5-7 minutes). Remove bacon, add diced onion, and sauté for 5 minutes. Stir in minced garlic and cook for 1 minute.
Add ground beef to the skillet, season with smoked paprika, oregano, salt, and pepper. Cook until browned (7-10 minutes). Stir in cooked quinoa and half of the cheddar cheese.
Scoop out some flesh from the roasted squash, mix it into the beef mixture, and fill each squash half. Top with remaining cheddar cheese and crispy bacon.
Return stuffed squash to the oven for 10-15 minutes until cheese is melted and bubbly. Garnish with fresh parsley before serving.