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Sausage-Stuffed Acorn Squash

Sausage-Stuffed Acorn Squash

This sausage-stuffed acorn squash combines savory Italian sausage with sweet apple, tart cranberries, and earthy nuts in roasted squash halves for a complete autumn meal. The maple-glazed squash provides the perfect vessel for the flavorful filling, creating a dish that's as beautiful as it is delicious—ideal for weeknight dinners or fall entertaining.
Prep Time 15 minutes
Cook Time 1 hour
Course Dinner, Main Course
Cuisine American, Italian
Servings 4

Ingredients
  

  • 2 medium acorn squash halved lengthwise and seeds removed
  • 2 tablespoons olive oil divided
  • 1 pound Italian sausage casings removed (sweet or hot, your preference)
  • 1 medium onion diced
  • 2 celery stalks diced
  • 1 apple cored and diced (Honeycrisp or Granny Smith work well)
  • 2 cloves garlic minced
  • 1 tablespoon fresh sage chopped (or 1 teaspoon dried)
  • 1 teaspoon fresh thyme leaves or ½ teaspoon dried
  • ½ cup dried cranberries
  • cup chopped pecans or walnuts
  • 2 cups fresh spinach roughly chopped
  • ½ cup breadcrumbs regular or gluten-free
  • ½ cup grated Parmesan cheese divided
  • ¼ cup chicken broth
  • Salt and freshly ground black pepper
  • 2 tablespoons maple syrup
  • Fresh parsley chopped, for garnish

Instructions
 

  • Preheat your oven to 400°F (200°C). Line a baking sheet with aluminum foil or parchment paper for easier cleanup.
  • Prepare the acorn squash by cutting each one in half lengthwise and scooping out the seeds. Brush the cut sides and cavity with 1 tablespoon of olive oil, then sprinkle with salt and pepper.
  • Place the squash halves cut-side down on the prepared baking sheet. Roast for about 30 minutes until they're just tender when pierced with a fork. They'll continue cooking later, so don't let them get too soft.
  • While the squash roasts, prepare the filling. Heat the remaining tablespoon of olive oil in a large skillet over medium heat. Add the Italian sausage, breaking it into crumbles as it cooks, until browned and no longer pink, about 5-7 minutes.
  • Add the diced onion and celery to the skillet. Cook until softened, about 3-4 minutes.
  • Stir in the diced apple, garlic, sage, and thyme. Cook for another 2 minutes until the apple begins to soften slightly and the garlic is fragrant.
  • Add the dried cranberries, chopped nuts, and spinach to the skillet. Cook until the spinach wilts, about 1-2 minutes.
  • Remove the skillet from heat and stir in the breadcrumbs, ¼ cup of the Parmesan cheese, and chicken broth. The mixture should be moist but not soggy. Season with salt and pepper to taste.
  • When the squash is ready, flip them over so the cut side is facing up. Brush the inside of each squash half with maple syrup.
  • Divide the sausage filling evenly among the four squash halves, mounding it slightly.
  • Sprinkle the remaining Parmesan cheese over the top of each stuffed squash.
  • Return to the oven and bake for an additional 15-20 minutes, until the filling is heated through and the tops are golden brown.
  • Garnish with fresh parsley before serving.

Notes

  • For a more colorful presentation, look for "carnival" or "jester" squash, which are similar to acorn squash but with vibrant patterns.
  • The filling can be made a day ahead and refrigerated. Let it come to room temperature before stuffing the squash.
  • If your squash wobbles on the baking sheet, cut a small slice from the bottom to create a flat surface so it sits steady.
  • For a vegetarian version, substitute the sausage with a plant-based alternative or 1½ cups of cooked lentils or quinoa.
  • This recipe works equally well with other winter squash varieties like delicata or small sugar pumpkins. Cooking times may vary slightly.