Acorn Squash Soup

Name: Acorn Squash Soup
Ingredients: 3 whole acorn squash, approximately 8 cups when cooked; 6 shallots, 1 cup diced, 3 left whole and peeled; 6 garlic cloves, peeled; 3 tablespoons olive oil, plus 1/3 cup extra-virgin olive oil; 1 tablespoon salt; 1 tablespoon pepper, freshly cracked, plus more for seasoning; 1 stick unsalted butter, in all; 4 cups chicken stock, low-sodium; 1/4 teaspoon cayenne; 1/4 teaspoon white pepper; 1 teaspoon sage, dry; 1 teaspoon savory; 1 cup heavy cream; 1 tablespoon Worcestershire sauce; 1/3 cup grated Parmesan