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+ servings

Harvest Stuffed Acorn Squash

All the tastes of fall come through in this sweet and savory Whole30 dish!
Course Dinner
Cuisine American
Prep Time 10 minutes
Cook Time 45 minutes
Total Time 55 minutes
Servings 4 people
Calories 505kcal
Author Mary Smith


Sausage (if making your own)

  • 1 tbsp olive oil, or avocado oil
  • 1 lb ground pork
  • ½ tsp sea salt
  • ½ tsp pepper
  • 1 tsp dried sage
  • ¼ tsp ground cloves
  • 1 tsp fennel seeds
  • 1 tsp paprika
  • ½ tsp red pepper flakes (more or less to taste)
  • 1 tsp garlic powder
  • ½ tsp onion powder

Remaining Ingredients

  • 1 tbsp olive oil
  • 2 medium sized acorn squash, halved and pointy end chopped off so it stands easily without tipping over
  • 1 tsp cinnamon
  • 2 cups kale, stems removed and chopped
  • 1 apple, peeled, cored, and chopped
  • ½ onion, chopped
  • 1 tsp rosemary
  • 1 tsp thyme
  • ¼ tsp cayenne pepper
  • 2 tbsp fresh apple cider or apple juice check ingredients to ensure it's 100% juice!


  • Preheat oven to 400. Place squash halves on a foil-lined baking sheet (cut side up) and spray with a bit of olive oil. Add a dash of salt and pepper and cinnamon to each half. Bake for 45 minutes or until tender.
  • Meanwhile, begin making the sausage. Heat 1 tbsp of the olive oil over medium high heat. Add the pork, salt, pepper, sage, cloves, fennel seeds, paprika, red pepper flakes, garlic powder, and onion powder. Saute for 5-7 minutes until cooked through. Remove from the pan using a slotted spoon and set aside.
  • In the same pan where you cooked the sausage, add the remaining tbsp of olive oil. Add the apples, onion, kale, rosemary, thyme, and cayenne pepper. Add more salt and pepper to taste. Saute until the veggies soften, 5-7 minutes. Add the pork back into the pan. Add the apple cider and stir, using the spoon to scrape the brown bits from the bottom of the pan.
  • When the squash is done, let them cool for about 5 mins. You may need to scoop a little bit of the flesh out of the squash to make room - just add it to the stuffing! Spoon the mixture into the squash, dividing evenly between all 4. Enjoy!


The sausage portion of this recipe is a great Whole30 sausage to have on hand!


Calories: 505kcal | Carbohydrates: 36g | Protein: 23g | Fat: 32g | Saturated Fat: 10g | Polyunsaturated Fat: 3g | Monounsaturated Fat: 16g | Cholesterol: 82mg | Sodium: 381mg | Potassium: 1354mg | Fiber: 5g | Sugar: 6g | Vitamin A: 4365IU | Vitamin C: 71mg | Calcium: 162mg | Iron: 4mg