Heat your Dutch oven over medium heat. Lay in the bacon, spray lightly with cooking spray, and cook for 4 to 6 minutes until crisp. Move it to a plate, crumble it, and leave the drippings in the pot.
Add the garlic, thyme sprigs, and cracked bay leaf to the drippings and stir for about 1 minute. Toss in the squash, carrot, and apple, and stir for another minute while scraping the bottom. Pour in the stock, scrape again, and bring everything to a boil.
Lower the heat so the soup bubbles gently. Cook it uncovered for about 30 minutes until the squash is very tender. Your kitchen will smell wonderful, and the vegetables should mash easily against the pot.
Fish out the thyme sprigs and bay leaf. Let the soup cool for about 5 minutes, then blend in small batches, filling the blender only halfway. Return the puree to the pot over medium heat and stir in the vinegar, 1 teaspoon salt, and 1/4 teaspoon pepper. Taste and adjust.
In a small bowl, whisk the half-and-half, sour cream, and maple syrup until smooth. Add a pinch of salt. It should taste creamy, a little tangy, and just sweet enough.
Pour the warm soup into small glasses. Spoon or drizzle the maple sour cream over the top. Finish with crumbled bacon and a few fresh thyme leaves, and serve right away.