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}
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
-
First, roast the squash. Preheat your oven to 425 degrees F and line a large baking sheet with parchment paper.
-
Cut each squash open, lengthwise, the scoop out the seeds/strings with a spoon, leaving a “bowl” in the center.
-
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.
-
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.
-
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.
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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.
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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.
-
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.
-
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
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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
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Can you sub beef for pork?
Yes definitely!
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The potassium content seems really high – is it really 1192 mg? Or should it be 192 mg? Just wondering….
perfect fall meal! healthy, delicious and a beautiful presentation!
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This was UNREAL. Like so so so good! This is by far one my favorite Whole30 recipes and might be just a favorite recipe Whole30 or not! It was so delicious in every way. It tastes like fall, thanksgiving and just pure goodness all in one dish. Thank you!
This is an amazing dish. I used spicy chicken sausage and the sweet/savory of the dish hit the spot for me. I may be making this weekly this fall.
Yummy yummy! I cheated and glazed the acorn squash with brown sugar :p for peeps who don’t like cranberries I didn’t find it a big loss in flavour, the rest of the dish is delish. I’ve made a few of your recipes now and am hooked!
Awesome!
I have some extra fresh kielbasa leftover from Easter. Do you think it would be good in place of the sweet sausage?
Yes that would be perfect.
Can the stuffing be prepared ahead of time? I’d love to make this after work but I’m usually exhausted so being able to prep over the weekend would be helpful!
I don’t see why not! I think I will try that too.
This was absolutely amazing! We loved it.
Delicious! I swapped sausage for chicken breast and added a tiny bit of maple syrup. Loved it!
Made this tonight, it was so good! A hit with me, my husband and my 1 year old. My husband loved it – said he could eat this all the time! (FYI, I omitted sage because I didn’t have any and added chopped pecans when the apples are added).
Acorn Squash is something you’d never hear in our household until I came across this! Can’t wait, this is going to be great during the holidays.
This was excellent! I got here by searching for a stuffed acorn squash recipe for dinner. Everyone loved it, even my husband and he can be difficult to please. He even said he wouldn’t mind having it again sometime. I’m looking forward to exploring more recipes and learning about Paleo.
Dear lord these were tasty!! Thanks for great recipe
Super easy to make and impressed my wife with my chef skills.
I made a little different version: I substituted sliced/shredded brussel sprouts for the celery, tossed in some chopped walnuts, used shiitake mushrooms, and cranberries but no raisins. Turned out GREAT, but I’m not that good at measuring extras, so I had way more stuffing than I needed – but fortunately it was really yummy, so extras weren’t a problem!
I love this recipe, we make it in my house very often!
Would you be willing to make an adapted version without the squash for a thanksgiving stuffing? We love all the other ingredients but I am curious what you recommend to change for cooking time and such to bake it in a stuffing dish with bread pieces.
Thanks!
This recipe looks amazing…. But, do you ever substitute pork or chicken sausage with venison sausage? My husband is a hunter and we predominately eat venison. I was wondering if I should make any seasoning adjustments… ? Your thoughts would be very much appreciated!
I had never cooked acorn squash before. I prepped the ingredients ahead. Delicious whole30 meal
This is an gluten-free appetizer or snack. Super delicious, budget-friendly, kids-friendly food. I really like this dish.
This is soooo good! I’ve already made this twice in the last month and plan on making it again this weekend! This time instead of stuffing the mixture into the acorn squash, I’m going to cube the squash and saute it with the other veggies for breakfast. Everyone needs to try it!
This recipe is my go-to recipe for stuffed anything, I use it for peppers and zucchini and whatever else my Misfits box throws at me. Instead of mushrooms I often add chopped up bits of whatever the stuffed is I just chopped the top off of. It’s definitely better with sausage than regular ground meat, if you use regular ground meat like I happened to, look up a sausage seasoning to put on it. Thank you so much for this recipe!
Oh my goodness, why did I wait so long to make this?? Sooo tasty! My husband and I are already excited for lunch leftovers tomorrow!
Substituted dried herbs for fresh, but still pretty gross. Dry. Not kid friendly.
Replying to Wendy b: not sure how this came out dry. It is one of my all time favorite recipes and is a hit with my entire family. My teenage daughter gets excited when I say I’m going to make it. Make sure you follow recipe exactly including coconut oil. I used refined so it doesn’t add coconut flavor. Also, I tend to not to not cook the sausage until brown and crispy because that does make the sausage drier; plus it will crisp up under the broiler:)
Then you did something wrong. It shouldn’t be dry and never is when I make it. And my kids who are picky eaters love it. It’s super kid friendly.
These were savory and so delicious! Perfect for fall! My husband loved it and requested it for next week too!
This is absolutely one of the best fall meals I’ve ever had. Thank you so much.
Absolutely delicious😋😋
Delicious!
This was SO good! Thank you so very much for your recipes. 🙂
Can I make this with beef or turkey? Do the flavors work with with either? Thanks Michelle!
The acorn squash got over baked. So the shell won’t hold the stuffing. So,, I’m wondering if I could put the squash on the bottom of a casserole dish and put the fixings on top, and bake?
My acorn squash got over cooked and won’t hold the fixings. Could I put it in a casserole dish and put the fixings on top?
I over cooked the squash. It won’t hold the fixings. Can I put the squash on the bottom and fixing on top and bake?
ive made so many variations of this dish based off of this recipe! the original recipe is great and you can also adapt it to your fridge! thank you!
Can the finished product be frozen? Assembled or squash and stuffing separately?
My husband and I are doing Whole 30 and we loved this dish! It made my house smell like thanksgiving. I didn’t have any fresh celery so I used a mirpoix mix from my freezer which had some carrots in it. Also left out the mushrooms, as I am not a fan. It was so yummy.
I love this roasted acorn squash. I will try it!
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In the beginning of the recipe, it calls for 3 acorn squash and at the end it says stuff four squash halves…….three cut in half is 6 halves!!!! Which is it?
It was delicious and pretty too.
Stuffed squash is YUMMY! Any combo works and its a great recipe to clean out the fridge.
If you cut the acorn squash across the middle (across the belt) and cut the new “bottoms” so they sit flat, the acorn squash makes a beautiful “flower.”
For Thanksgiving, do this with mini pumpkins, one for each person. Chop the filling very fine as there is only a little space to stuff. cut off the top of the lids, bake until soft, then scoop out the inside so there is room to add the stuffing. Makes a great paleo replacement for stuffing.
I have a bunch of picky eaters (including my mother) and for some odd reason decided to serve this to them. Every single person liked this dish, including my teenage Mac n cheese only fan, who went and got cinnamon to finish off the squash. No complaints. No grumbling. Amazing. Thank you!
This was delicious- especially using acorn squash & mushrooms from a local farm. I didn’t have celery but it was still great!
I used delicata squash. This recipe is absolutely delicious!!
This is the perfect seasonal transition recipe. It happens to be a cool rainy evening and having this for dinner just is just what you want to have curled up listening to the rain and contemplating if it’s too early to switch on the heat 😁 delicious and all the flavors!
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This is SOO good. I keep it in a binder with my favorite recipes. I made this last fall and so happy acorn squash is back in season, because I made it again the other day and YUM!
I have tried this recipe and Its amazing
It’s a flavorful and wholesome dish that can be a great addition to your Thanksgiving or holiday table
Outstanding! First time I’ve ever done anything with acorn squash (was given one from a friend) so looked for a Whole 30 recipe using it. I’m now making it for the third time in 3 weeks b/c I love it so much. Makes delicious leftovers as well (I scoop the squash and stuffing out into containers and then just need to heat in microwave at work)
Outstanding! First time I’ve ever done anything with acorn squash (was given one from a friend) so looked for a Whole 30 recipe using it. I’m now making it for the third time in 3 weeks b/c I love it so much.
The food was excellent.
Awesome recipe! I used ground elk meat instead of sausage, it tastes amazing!
this was awesome!
This was absolutely delicious. The flavors and textures work so well together. Thank you for a new way to eat butternut squash. This recipe is going into regular rotation.
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I served this up at my dinner party last week and it was a huge hit. I might add this to my regular repertoire. Thank you and Merry Christmas!
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Sooo good and flavorful. Highly recommend using fresh herbs like the recipe calls for. Will make again for sure
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Great way to get meat-eaters in my family to eat and appreciate squash! All my kids really like recipe, even my 10 year old. Thanks for another good recipe!
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This stuffed acorn squash recipe looks amazing! I love that it’s both savory and sweet, and perfect for Whole30. Definitely going to try this one out this fall! Thanks for sharing!
OMG this stuffed acorn squash looks absolutely mouthwatering! 😍 I’m always on the lookout for recipes that balance savory and sweet flavors, and this one seems to nail it perfectly. Plus, being Whole30 compliant is such a bonus since I’m trying to eat cleaner this season. Your photos make it look so cozy and perfect for fall evenings! Adding the ingredients to my shopping list right now – can’t wait to surprise my family with this next weekend. Thanks so much for sharing this seasonal gem! 🍂🧡
This stuffed acorn squash recipe is absolutely divine! I’m in love with how it beautifully balances savory and sweet elements while staying completely Whole30 compliant. Just what I need for my fall menu rotation! Can’t wait to make this when the weather turns cooler – it looks like the perfect cozy dinner. Thanks a million for posting this seasonal treasure! 🍂🥘
Thank you so much for your kind words! I’m thrilled you like the recipe. The savory-sweet balance is exactly what I was going for, and I love that it works with your Whole30 journey. It’s definitely one of my favorite fall comfort foods! Let me know how it turns out when you make it – I’d love to hear what you think! Happy cooking! 🍂🧡
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This recipe sounds absolutely incredible! The combination of savory sausage, sweet apples, and roasted acorn squash is such a perfect blend for the season. Can’t wait to try it! Also, for anyone looking to explore creative tools during their downtime, check out the Free AI Action Figure Generator. It’s such a fun way to spark creativity. Thanks for sharing this amazing recipe!
Absolutely love how you’ve combined so many delicious flavors in this stuffed acorn squash recipe! The mix of savory sausage, sweet apples, and raisins sounds incredible and perfect for fall. For anyone looking to share their food creations and get more engagement on Reddit, I recommend trying this Free Reddit Karma Generator — it can help boost your posts and connect with other food lovers. Can’t wait to try this recipe myself!
Omg, this stuffed acorn squash recipe looks amazing! The sweet and savory combo sounds so delicious, and it’s Paleo and Whole30 friendly too! Definitely gonna try this one out for Thanksgiving. 😋
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This stuffed acorn squash recipe looks amazing! I love the combination of sweet and savory flavors. Definitely gonna try this for Thanksgiving. Hope it turns out as good as it looks!
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Yum! I love acorn squash, and stuffing it makes it a full meal. Using both raisins and cranberries sounds like a great idea – why choose when you can have both, right? Thanks for sharing!
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That stuffed acorn squash sounds amazing! I’m always on the lookout for new Paleo and Whole30 recipes, especially ones that pack in tons of flavor like this one does. The combination of sausage, veggies, and those sweet apples and raisins? Yum!
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This stuffed roasted acorn squash looks absolutely delicious and perfect for a healthy, cozy meal! Love that it’s both Paleo and Whole30-friendly—great for clean eating!
Love how detailed your roasting tips are! I’ve found that flipping the acorn squash halfway through roasting really helps achieve that perfect caramelization you described. Your Ultimate Stuffed Roasted Acorn Squash recipe is definitely becoming a fall staple in my kitchen!
Such a fantastic recipe breakdown! I especially appreciate your tips on roasting the acorn squash to get that perfect caramelized texture. For anyone looking to switch things up, adding toasted pecans to the stuffing brings a lovely crunch and depth—makes this Ultimate Stuffed Roasted Acorn Squash even more memorable!
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