Ultimate Stuffed Roasted Acorn Squash {Paleo, Whole30}

This roasted acorn squash is stuffed to the max with absolutely everything you’re craving!  Savory sausage, veggies, and herbs with sweet apples and raisins make this the ultimate stuffed roasted acorn squash this season!  Paleo, dairy-free, and Whole30 friendly. 

You simply can’t ever have too many recipes for stuffed acorn squash!

The first acorn squash recipe I made years ago became an addiction.  Obsessed!

If you’re not used to roasted acorn squash, this one will blow your mind.

Savory and a little sweet, it’s comforting, nourishing, and addicting all at the same time!

Not to mention gorgeous, too.  A crowd pleaser on Thanksgiving or whenever you’re having guests over.

Easy to throw together but LOOKS so impressive.

For the stuffing, I went the sweet savory route as I typically do with acorn squash.

Sausage (use sugar-free to make it Whole30 compliant), plenty of veggies, herbs and spices for flavoring, apples and dried fruit.

I actually went with both raisins and dried cranberries for my version since I couldn’t decide between them!

If you’re doing the Whole30 and looking for fruit-sweetened cranberries (no added sugar) these are my absolutely favorite.

How to Perfectly Roast Acorn Squash

Before we get ahead of ourselves with that ridiculously tasty stuffing, let’s talk about roasting the squash.

Getting the right flavor and consistency is important to me for sure (it’s your edible bowl after all!) so I like my squash to be roasted to perfection.

After cutting the squash in half and scooping out all the seeds, I brushed mine with melted ghee.  Coconut oil or olive oil are great too.

Then, make sure you generously sprinkle the inside with sea salt.

I always roast my veggies on parchment paper since I think it helps avoid sticking and burning.

That said, if you have a great non-stick baking sheet, it’s not necessary.

Place the squash halves face down on the baking sheet to roast.

I always check mine for doneness a few times but pushing on the skin side – it should be soft but not TOO soft.

This can take between 20-30 minutes in the oven depending on the side of your squash.

You can always flip it over to get a better idea of how close it is to being done.  I love mine to be nice and caramelized, and soft but not mushy.

While the squash roasts, you make the stuffing on the stovetop!  Doubling up on cook-time is always a good thing.

Stuffing the Acorn Squash

Once both stuffing and squash are done, you fill the squash (or overfill, as I do!) and then make the magic happen with the broiler!

I broil mine on high until nice and toasty on top – how “done” you want it is up to you.

Once done, you can garnish with more fresh herbs or just serve as is.

This stuffed roasted acorn squash is obviously wonderful to serve right away, BUT you can also save the leftovers – already stuffed – to reheat later on.

If you want to make everything ahead of time, you can prep everything, cover and refrigerate and reheat the squash in the oven, fill, and broil right before serving.

I hope you’re ready for a head-spinning-ly delicious savory/sweet stuffed roasted acorn squash.

Let’s preheat our ovens, grab our sharpest knife (to slice that squash!) and let the magic begin!

Ultimate Stuffed Roasted Acorn Squash {Paleo, Whole30}

Ultimate Stuffed Roasted Acorn Squash {Paleo, Whole30}

This roasted acorn squash is stuffed to the max with absolutely everything you’re craving! Savory sausage, veggies, and herbs with sweet apples and raisins make this the ultimate stuffed roasted acorn squash this season! Paleo, dairy-free, and Whole30 compliant.

Author: Michele

Prep Time: 15 minutes

Cook Time: 40 minutes

Total Time: 55 minutes

Course: Dinner, Holiday Side Dish, Lunch

Cuisine: Paleo, Whole30

Servings: 6

Print this Recipe

Did you make this recipe?

Leave a review

4.71 from 141 votes

Ingredients

• 3 acorn squash small/med*
• 2 tsp organic coconut oil
 or ghee, plus sea salt, for roasting
• 1 Tbsp organic coconut oil
 or ghee, plus more, if needed
• 1 lb pork sausage casings removed if necessary, sugar-free for Whole30
• 4 oz mushrooms any kind, chopped
• 1 small onion diced
• 2 celery stalks diced
• 2 cloves garlic minced
• 1 apple diced (pink lady is my favorite for cooking)
• 1 Tbsp fresh sage leaves minced**
• 1 Tbsp fresh rosemary leaves minced**
• 1 Tbsp fresh thyme leaves minced**
• 1/3 cup raisins organic, or dried cranberries
(fruit-sweetened for Whole30)
• sea salt and pepper to taste
• fresh parsley for garnish, if desired

Instructions

1. First, roast the squash. Preheat your oven to 425 degrees F and line a large baking sheet with parchment paper.
2. Cut each squash open, lengthwise, the scoop out the seeds/strings with a spoon, leaving a “bowl” in the center.
3. Brush the top of each squash half with melted coconut oil (or ghee) and sprinkle lightly with sea salt, then place face down on prepared baking sheet, and roast for 25-30 minutes, or until top of the squash feels soft when you press on it.
Roasting time will vary depending on the size of your squash. You can remove, check for doneness (it should be soft enough to eat) and return the the oven for a few more minutes if necessary.
4. While the squash roasts, prepare the stuffing. Heat a large skillet over med-hi heat and add a Tbsp coconut oil or ghee to melt. Add your sausage, breaking up lumps with a wooden spoon to evenly brown. Once browned and toasty, remove from heat and transfer to a plate, leaving fat in the skillet.
5. Return skillet to medium heat and add the onions, celery, and mushrooms sprinkle lightly with salt. Stir while cooking to soften, about 3 minutes. Add the garlic and cook another minute, stirring to avoid burning.
6. Add the apples, fresh herbs, and salt and pepper to taste, stir to combine. Cook for another 1-2 minutes to allow apples to soften.
7. Now add the raisins or cranberries and browned sausage back to the skillet, lower heat to med/low and continue to cook another 2 minutes to blend flavors.
8. Once ready to stuff the squash, preheat your broiler and arrange the 4 squash halves face-up on the baking sheet. Scoop the stuffing mixture into each one, filling them evenly.
9. Once filled, set your broiler to hi and broil until tops of stuffing and squash are nicely browned, 5 minutes or so.  Garnish with fresh minced parsley, serve and enjoy!

Recipe Video

Recipe Notes

*You can also use butternut or delicata squash if you prefer.

**Use 1 tsp each if using dried herbs.

***You can make the stuffing and roast the squash ahead of time, then simply fill and broil at the last minute for a quick meal.

Nutrition

Calories: 374kcal

Carbohydrates: 36g

Protein: 15g

Fat: 20g

Saturated Fat: 9g

Cholesterol: 54mg

Sodium: 64mg

Potassium: 1192mg

Fiber: 5g

Sugar: 4g

Vitamin A: 940IU

Vitamin C: 30.4mg

Calcium: 107mg

Iron: 2.8mg

Did you make this recipe?

Tag @PaleoRunningMomma on Instagram and hashtag it #PaleoRunningMomma

Shop Products and Ingredients:

Want More Paleo Winter Squash Recipes?  Try One of These!

Caramelized Onion Sausage Stuffed Acorn Squash

Roasted Butternut Squash Hash with Apples and Bacon

Roasted Butternut Sausage Thanksgiving Stuffing

Butternut Squash Fries with Bacon and Rosemary

“Candied” Maple Roasted Squash

Beef Bacon and Caramelized Onion Stuffed Delicata Squash

Note: This post contains affiliate links. This means that if you click on a link and make a purchase, I will receive a small commission at no cost to you. Thank you for supporting Paleo Running Momma!