Delicious Sausage, Apple and Cranberry Stuffed Acorn Squash Recipe
Stuffed acorn squash is a wonderful main or side dish for dinner. Filled with sweet Italian sausage, crisp apples, tart cranberries and aromatics, it’s hearty, comforting and perfect for fall and winter. Its pretty shape and festive presentation also makes it an impressive centerpiece for a holiday gathering.
The combination of sweet and savory flavors makes the stuffed acorn squash a real taste delight. Crumbled sausage pairs beautifully with the natural sweetness of the squash. Dried cranberries, crunchy apples, onions. celery and fresh herbs enhance the flavors.
Using a hollowed out squash for serving makes the dish look elegant but it is actually easy to prepare. Whether you decide to serve stuffed acorn squash as a main course or as a substantial side, it’s delicious. It is a satisfying and wholesome dish that celebrates the best flavors of the season.
If you want sides with the squash, they should offer balance. A fresh, seasonal salad would be great. It will offer a bright, acidic contrast to the rich and earthy flavors of the squash. Green beans almondine would also pair well with the sweetness of squash and the richness of sausage. A simple crusty baguette brushed with garlic butter would be a tasty addition.
You can easily change the filling to suit your taste. Instead of Italian sausage, turkey or chicken sausage would be good. Make it vegetarian or vegan by using only olive oil and fillings like quinoa, rice, lentils, mushrooms, and other vegetables..
I suggest that you make your own toasted breadcrumbs for this recipe. Easy to make, they provide a richer and nuttier flavor. This is in contrast to the bland taste you sometimes get with store-bought crumbs. You’ll also achieve a better texture. For an extra crunch, you can chop pecans, walnuts, or almonds to include in the filling.

Acorn squash, also referred to as pumpkin, is a type of winter squash. It has a distinct acorn shape with a flatter top and pointed bottom. It’s ribbed hard, dark green skin is tough and typically not eaten. Its interior flesh is orange and known for its sweet and nutty flavor. It is popular in both savory and sweet dishes. However, it is primarily used for soups and stuffing, or for roasting.

If you can’t find acorn squash, you can use several other winter squash varieties. These may be more widely available and can serve as a substitute. Hokkaido (Red Kuri) squash has a sweet flavor and is a popular variety in many markets. Buttercup squash has more flavor and drier flesh than acorn squash, making it a good choice for baking. Kabocha has a sweeter, richer flavor and a fluffy texture like a sweet potato.
Sausage, Apple And Cranberry Stuffed Acorn Squash
The recipe can easily be adjusted, 1 squash serves 2 people.
Cooking time: 30 – 40 minutes, plus additional 15 – 20 minutes after stuffing. Total time around an hour from start to finish, depending on size of squash and how many you are preparing.
Preheat the oven to 400 degrees
Ingredients
- 1 acorn squash
- 1 Tbsp. olive oil
- 1 Tbsp. butter
- 4 – 6 oz. sweet Italian sausage
- 1/2 onion, diced small
- 2 – 3 garlic cloves, minced
- 1 stalk celery, diced small
- 1 sprig rosemary, minced
- 2 – 3 sprigs sage, minced
- 2 – 3 springs thyme, leaves stripped and minced
- salt and pepper to taste
- a splash of white wine, to deglaze the pan
- 1/2 Granny Smith apple, diced small
- 2/3 c. homemade breadcrumbs, toasted (Panko can be substituted)
- 2 – 3 Tbsp. dried cranberries, chopped
- 1 – 2 Tbsp. chicken broth, only if needed
Cooking Instructions
Squash Prep
- Rinse the squash and pay dry.ย To cut through its hard skin, use a sharp knife. Carefully cut off a small slice from the bottom and top. Then cut it in half. Remove the seeds and stringy flesh with a spoon.
- Rub lightly with olive oil and season with salt and pepper. Bake cut-side down on a baking sheet lined with parchment paper or nonstick foil. Bake for about 30 minutes. Cook until the edges start to caramelize. Ensure the flesh is tender and easily pierced with a fork.
Stuffing And Final Baking
- Meanwhile, in a large sautรฉ pan, heat the olive oil and butter over medium heat. Add the sausage. Cook for 3 to 5 minutes, breaking up the meat with a wooden spoon. Add the onion, garlic, celery, herbs and season with salt and pepper. Cook until soft, about 3 to 5 minutes. Deglaze the pan with a splash of white wine, scraping up any brown bits.
- Add the apple and cook until it becomes soft, about 3 minutes.
- Remove from the heat and stir in the breadcrumbs and cranberries. Mix until well combined.
- Taste and adjust the seasonings, if necessary. If the stuffing seems dry, moisten slightly with a little chicken broth.
- Turn the cooked squash over and spoon the stuffing mixture into each half. Return the squash to the oven. Bake until the mixture is just heated through, about 10 to 15 minutes.
NOTE FROM THE KITCHEN
The terms squash and pumpkin are used differently around the world. But, they all refer to plants in the same botanical family.
Be careful when cutting the hard outer shell of squash or pumpkin to avoid injury. I believe you can manage it with care and precision. The rest of the recipe only involves two easy steps.
First, roast the squash. While it is cooking, prepare the filling. Taste the stuffing before baking, if it seems dry, add a splash of liquid like broth. If the stuffing is bland, adjust the seasonings. The final step is just spooning the cooked filling into the roasted squash halves and briefly baking them together.
For tender but not mushy squash, roast it at 400ยฐ. Check for doneness after about 30โ50 minutes, depending on its size. The flesh should be fork-tender.
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Stuffed winter squash, also known as pumpkin in some regions of the world, is a very popular dish. Its popularity stems from its versatility. Do you enjoy winter squash? If so, do you prefer a sweet version or a savory version? My husband loved this savory version. He said he especially loved the sausage, apple, and cranberry stuffing and could eat it by the bowlful.
This could not be more timely! Thank you! (A week or two ago I got an acorn squash and was going to google recipes for timing and such. I know I’d never find anything as tasty as this — and I have all the ingredients!)
Great
How lovely and perfect for Halloween!
This is truly beautiful!
This would be a great side for the holidays. Very festive!
Great flavors in this festive and pretty dish. Perfect for the upcoming holidays. ๐
Stuffed squash really is the ideal autumn centerpiece. It’s just so festive, and who doesn’t love an edible vessel filled with savory morsels?
What a great autumnal flavour and I love the presentation too.
What a delicious looking dish, Karen. It looks marvellous.
Wonderful recipe, beautiful photograph.! Love all the flavors!
What a gorgeous filling and flavourful dish – methinks just a few salad leaves on the side would lead to a perfect meal !
I believe the acorn squash was made for stuffing good things in it – yummy!
I’m not sure why buy squash rarely makes an appearance on our dinner table but as good as this looks and sounds, it might just inspire me.
Beautiful! And perfect for NOW.
There is no way on earth that I am getting Mark to eat acorn squash. I have tried for 30 years! However, I think youโre stuffing in a Delicata squash would be wonderful. Look forward to trying it this fall.
I have to say that I’ve been feeling wistful that summer has ended. But recipes like this definitely make me want to welcome all the deliciousness that autumn offers.
We love this delicious sausage, apple and cranberry stuffed acorn squash recipe. The sweet and savory ingredients are so good together! Wishing you a super weekend. Healthy World Cuisine
Ooooo! This is perfect and just in time. I have everything except the cranberries. I will pick those up tomorrow. Yum!
Thank you!
What a gorgeous seasonal dish Karen! I love the sound of that stuffing ๐
I know this must taste good! Something I would enjoy for sure ๐
I think you’re right about breadcrumbs – homemade is best tho Panko are pretty darn good. This looks very pretty, and sounds tasty.
cheers
sherry https://sherryspickings.blogspot.com/
Oh my goodness, but this looks absolutely delicious. I love every ingredient, and I can only imagine the combination of flavors. Thank you for sharing.
Lovely idea for using winter squash. ๐ I grow butternut and enjoy all sorts of pumpkin too.
As soon as I saw the first photo, I was hooked. I’m really in an acorn squash mood. But when I read about sausage, apple, and cranberry – now I for sure want it!
We enjoy roasting acorn squash, but I don’t think we did it last year. Now this recipe has me craving it again – and I love all of the corresponding autumn flavors you used here. Delicious!!
Gorgeous and delicious. Perfect recipe for the holiday season.
This is a perfect time to make this fabulous dish! Thank you Karen!
You know I’ve never cut my squash in that direction–so pretty! This looks tasty and healthy and especially attractive atop the orange placemat! Putting it on my fall list – perfect for a couple!
I’m with your husband — I could eat this by the bowlful! Love any kind of squash!
Oh goodness, does this look delicious! It’s been a couple of years since I’ve made a dish with acorn squash. I’m adding this to our menu plan for the week, going shopping to today. It will be a treat! Thanks for the recipe, Karen ๐
Such a beautiful autumn dish, the combo of sausage, apples, and cranberries sounds like pure comfort in a squash bowl. Perfect balance of sweet and savoury!