Preheat your oven to 400°F (205°C) and line a heavy baking sheet with parchment paper.
Wash the acorn squashes thoroughly. Using a sharp knife, slice each squash in half horizontally to create beautiful scalloped rounds.
Use a spoon to scrape out all the seeds and interior stringy pulp. Trim a very thin sliver off the rounded bottom points so the halves sit completely flat.
Arrange the squash halves cut-side up on the baking sheet. Brush the flesh evenly with the extra virgin olive oil and pure maple syrup.
Evenly season the squash with garlic powder, dried thyme, sea salt, and black pepper.
Roast in the preheated oven for 35 to 40 minutes. Look for prominent caramelization and deep golden-brown, charred edges along the ridges. The centers must be tender when tested with a fork.
Remove from the oven and immediately place the hot squash onto your serving dish.
Spoon 1 ounce of soft goat cheese directly into the hot cavity of each squash half, allowing it to soften naturally from the heat.
Top the cheese with a generous tablespoon of whole-berry cranberry sauce.
Drizzle the balsamic glaze across the top, garnish with fresh thyme sprigs, and serve immediately while warm.