To roast delicata squash, preheat your oven to 400°F (200°C). Slice the squash into half-moons and remove the seeds. Toss the slices with olive oil, maple syrup, salt, and pepper, then spread them evenly on a baking sheet. Roast for 20-25 minutes, or until the squash is tender and caramelized, flipping halfway through for even cooking.