Preheat your oven to 400°F (200°C). Cut each acorn squash in half from stem to tip. For easier cutting, microwave each squash for 2 minutes first to soften slightly.
Scoop out the seeds and stringy pulp from each squash half. Place the halves cut-side up on a baking sheet lined with parchment paper.
Whisk together the olive oil and maple syrup, then brush this mixture over the flesh of each squash half. Season with salt and pepper.
Roast the squash for 20-25 minutes, until it begins to soften but isn't completely tender.
While the squash roasts, heat a large skillet over medium heat. Add a tablespoon of olive oil and cook the ground turkey until no longer pink, about 5-7 minutes. Transfer the cooked meat to a bowl using a slotted spoon.
In the same skillet, add the diced onion and cook until translucent, about 3-4 minutes. Add the garlic and cook for another 30 seconds until fragrant.
Add the diced apple and cook for 2 minutes until slightly softened.
Return the cooked meat to the skillet. Add the cooked wild rice, dried cranberries, chopped pecans, sage, thyme, cinnamon, and nutmeg.
Pour in the broth and stir to combine. Simmer for 3-5 minutes until most of the liquid is absorbed. Season with salt and pepper to taste.
Remove the partially roasted squash from the oven. Fill each squash half generously with the prepared stuffing mixture.
If using cheese, sprinkle it over the top of each stuffed squash.
Return to the oven and bake for an additional 20-25 minutes, until the squash is completely tender when pierced with a fork and the filling is hot throughout with a golden top.
Allow the stuffed squash to rest for 5 minutes before serving. Garnish with additional fresh herbs if desired.