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Roasted Acorn Squash Stuffed with Cinnamon-Brown Sugar Caramelized Apples

A delightful fall dish that combines savory acorn squash with sweet caramelized apples, perfect for holiday meals or cozy nights in.
Prep Time 20 minutes
Cook Time 50 minutes
Total Time 1 hour 10 minutes
Course Main Course, Vegetarian
Cuisine American, Fall
Servings 4 servings
Calories 300 kcal

Ingredients
  

Squash Preparation

  • 2 medium acorn squash Choose firm and heavy squashes for best results.
  • 2 tablespoons olive oil
  • 1 teaspoon salt
  • 1/2 teaspoon black pepper

Apple Filling

  • 2 apples peeled and diced Use sweet varieties like Fuji or Honeycrisp.
  • 1/4 cup brown sugar
  • 1 teaspoon ground cinnamon
  • 1/2 teaspoon vanilla extract
  • 1/4 cup chopped nuts Optional.
  • 1/4 cup dried cranberries Optional.

Instructions
 

Preparation

  • Preheat your oven to 400°F (200°C).
  • Cut the acorn squashes in half and scoop out the seeds.
  • Brush the insides with olive oil and sprinkle with salt and pepper.
  • Place them cut side down on a baking sheet and roast for 30-40 minutes until tender.

Filling

  • In a skillet, melt 1 tablespoon of butter over medium heat.
  • Add the diced apples, brown sugar, cinnamon, and vanilla extract.
  • Cook until the apples are soft and caramelized, about 5-7 minutes.
  • Stir in the nuts and dried cranberries if using.

Assembly

  • Once the squashes are roasted, flip them over and fill each half with the caramelized apple mixture.
  • Return to the oven for an additional 10 minutes.

Serving

  • Serve warm, either straight from the oven or chilled.

Notes

If you have leftovers, store them in an airtight container in the refrigerator for about 3-4 days. To reheat, place in the oven or microwave until warmed through. Feel free to customize the stuffing with other fruits or spices.
Keyword Acorn Squash, Caramelized Apples, Cinnamon, Fall Recipe, Stuffed Squash