Preheat oven to 350°F. Line a baking sheet with parchment paper.
Since the stem end off of the acorn squash, about 1 inch down, to create a lid. Slice a little off the opposite end so the squash will sit upright. Scoop out and discard the seeds and membrane. Rub the inside of the squash and lid 1/2 tablespoon of olive oil and sprinkle with 1/4 teaspoon pumpkin pie spice; season with salt and pepper to taste.
Place the squash and the lid cut-side down on the baking sheet and roast for 55 minutes or until tender.
Meanwhile, cook the quinoa according to package directions.
In a large bowl, whisk together the lemon juice, remaining pumpkin pie spice and olive oil. Season with salt and pepper to taste. Add kale, cooked quinoa, pomegranate and shallot; toss well to coat.
In a small bowl, mix together the honey and balsamic; set aside.
Scoop the kale stuffing into the hollow of the cooked squash and place on a serving dish.
Drizzle half of the balsamic and honey mixture over the stuffed squash and serving dish. The squash lid can be used as decorative garnish; the flesh can be scraped out and eaten if desired.
To serve, slice the squash in half or quarters, making sure each piece is served with an equal amount of the stuffing. Drizzle with remaining balsamic and honey mixture.