Squashducken

Ingredients

• 1 medium butternut squash (about 1 1/2 lb.)
• 5 small winter squash (about 1 lb. each; such as acorn, carnival, delicata, sweet dumpling, or sugar pumpkins), divided
• 4 1/2 teaspoons olive oil, divided
• 3 teaspoons pure maple syrup (optional), divided
• Kosher salt and freshly ground black pepper
• 1 tablespoon unsalted butter, room temperature
• 1 teaspoon fresh thyme leaves

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