Maple Butternut Squash and Apple Soup

Name: Maple Butternut Squash and Apple Soup
Cuisine: American
Ingredients: 4-5 pounds (about 2 medium butternut squash), seeds removed; 1 large granny smith, honeycrisp, or braeburn apple, peeled, chopped; 1 large yellow onion, chopped; 1 cup chopped carrot; 2-3 tablespoons of pure maple syrup; 1 teaspoon ground cinnamon; 3 cups low sodium chicken broth, plus more to thin if necessary; 1 cup non-fat milk; 1/2 teaspoon salt, plus more to taste; pepper, to taste