Apple Stuffed Acorn Squash Recipe: Sweet & Savory Roast

Featured in Hearty Mains.

This Apple Stuffed Acorn Squash Recipe brings cozy fall flavors to your table. Sweet apples, savory herbs, and tender squash make a comforting meal.
Casey - Recipe Author
Updated on Fri Jan 09 2026 at 08:49 AM
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Apple Stuffed Acorn Squash Recipe: Sweet & Savory Roast | Recipes by HomeChef

You know those recipes that just sneak up on you and become a total staple? This Apple Stuffed Acorn Squash Recipe is one of them for me. I first stumbled upon the idea while trying to clear out a fridge full of forgotten apples and a lone acorn squash staring at me from the bottom drawer. It was a chilly evening, one of those where you just want something warm and comforting but also, like, kinda fancy without being fancy, you know? I honestly didn't expect much, just a quick dinner, but the smells filling my kitchen cinnamon, sage, roasted squash oh, my goodness. It wasn't just dinner, it was a whole vibe. This dish just feels like a warm hug, a reminder of crisp autumn days and the simple joy of good food.

I remember the first time I made this Apple Stuffed Acorn Squash Recipe, I totally forgot to add the sage until halfway through roasting. Oops! I ended up pulling it out, sprinkling it on, and shoving it back in, hoping for the best. To be real, it still turned out amazing, just with a little extra rustic charm, if you catch my drift. My kitchen was a bit of a mess, flour dust everywhere from some earlier baking attempt, but the aroma… that made up for all the chaos.

Ingredients for Apple Stuffed Acorn Squash Recipe

  • Acorn Squash: You need two medium ones. They're the star, obviously! Look for ones with deep green skin and no soft spots. I once picked a really pale one, and it just didn't roast up as sweet.
  • Apples: Two medium apples, like Honeycrisp or Granny Smith. I love the mix of sweet and tart. Honestly, I've used whatever I had on hand Gala, Fuji and they all work, kinda, but the Honeycrisp really shines with its crispness.
  • Onion: Half a yellow onion, finely diced. It's the unsung hero, adding that savory depth. Don't skip it, it just makes everything else pop.
  • Dried Cranberries: A quarter cup. These little gems add a tart chewiness that's just delightful. I tried raisins once, and it was okay, but the cranberries are just superior, in my humble opinion.
  • Pecans: A quarter cup, roughly chopped. For that perfect crunch! I swear by toasting them lightly beforehand, it really brings out their nutty flavor.
  • Butter: Two tablespoons, unsalted. Because everything is better with butter, right? It helps the filling caramelize and get all happy.
  • Maple Syrup: Two tablespoons. This is where the magic happens, giving that sweet, autumnal glaze. I prefer real maple syrup, the artificial stuff just doesn't have the same soul.
  • Fresh Sage: One tablespoon, chopped. Oh, sage! This herb just screams fall. Its earthy, slightly peppery notes are essential. Don't use dried here, the fresh stuff is worth it.
  • Cinnamon: Half a teaspoon. A little warmth, a little spice. It just ties all the apple goodness together.
  • Salt & Black Pepper: To taste. Essential for balancing all those sweet and savory notes. Don't be shy, but don't overdo it either.

Instructions for Your Apple Stuffed Acorn Squash Recipe

Prep the Squash:
First things first, let's get those acorn squashes ready. Preheat your oven to 400°F (200°C). Carefully slice each squash in half lengthwise this can be a bit of a workout, so watch those fingers! Scoop out the seeds and stringy bits. I always forget to do this thoroughly and end up picking out a stray seed later, oops. Place the squash halves cut-side up on a baking sheet. A little drizzle of olive oil and a sprinkle of salt and pepper here, just to get them started. This is where you start smelling that earthy squash goodness, honestly.
Roast the Squash:
Now, pop those seasoned squash halves into the preheated oven. Let them roast for about 20-25 minutes, or until they're starting to get tender but still hold their shape. You want them cooked enough to be soft, but not mushy, because they’ll go back in later. I once over-roasted them at this stage, and the final dish was just a bit too soft. Learn from my mistakes, hon! This step really sets the stage for that tender texture.
Make the Apple Filling:
While the squash is doing its thing, let's get the filling going. In a large skillet, melt the butter over medium heat. Add the diced onion and cook until it’s softened and translucent, about 5-7 minutes. Oh, that smell! It always makes my kitchen feel so welcoming. Stir in the chopped apples, dried cranberries, chopped pecans, maple syrup, fresh sage, and cinnamon. Cook for another 5-8 minutes, stirring occasionally, until the apples are slightly softened but still have a bit of bite. Don't let them turn to mush!
Stuff the Squash:
Carefully remove the partially roasted squash from the oven. Now for the fun part: spoon that glorious apple and pecan mixture generously into the hollows of each squash half. You can really pile it high, I always do! Sometimes I get a little messy here, and some filling spills onto the baking sheet, but honestly, those crispy bits are a bonus. This is where the dish starts to look as good as it smells.
Finish Roasting:
Return the stuffed acorn squash to the oven. Continue roasting for another 15-20 minutes, or until the squash is completely tender and the apple filling is bubbly and slightly caramelized. Keep an eye on it, ovens can be quirky, and you don't want the edges of the filling to get too dark. I've had a few close calls with nearly burnt pecans, so trust your nose and eyes here!
Serve It Up:
Once it's beautifully golden and tender, carefully remove the Apple Stuffed Acorn Squash Recipe from the oven. Let it cool for a few minutes before serving it'll be piping hot! The flavors really meld together as it rests. The outside should be slightly browned, the inside soft and sweet, and the whole thing just smells like pure autumn bliss. A final sprinkle of fresh sage, if you're feeling fancy, and you're good to go. Enjoy, my friend!

Making this Apple Stuffed Acorn Squash Recipe always brings a little bit of calm to my otherwise chaotic kitchen. There's something so satisfying about scooping out the seeds, chopping those crisp apples, and watching it all come together. I remember one time, my cat, Mittens, tried to 'help' by batting at a stray pecan on the counter. Total mess, but hey, it's part of the charm, right? This dish just feels like home.

Apple Stuffed Acorn Squash Recipe Storage Tips

Okay, so you've made this incredible Apple Stuffed Acorn Squash Recipe, and maybe you have some leftovers (lucky you!). Here's the deal: this dish actually holds up pretty well. Once cooled completely, transfer any leftover halves to an airtight container. You can store them in the fridge for up to 3-4 days. I've found that reheating them gently in the oven at 350°F (175°C) for about 15-20 minutes is the best way to go. The microwave works in a pinch, but the squash can get a little soft, and the filling loses some of its crispness. I microwaved it once, and the filling got a bit sad and mushy so don't do that lol, if you can avoid it. The flavors actually deepen a bit overnight, which is a nice bonus!

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Ingredient Substitutions for Apple Stuffed Acorn Squash Recipe

I'm all about using what you have, so don't fret if you're missing something for this Apple Stuffed Acorn Squash Recipe. If you don't have acorn squash, butternut squash or even delicata squash can work, just adjust roasting times. I tried butternut once, and it was a bit sweeter, but still delicious. No fresh sage? Dried sage (use about 1/3 the amount) is an option, but honestly, fresh is just so much better if you can get it. If you're out of pecans, walnuts or even a mix of seeds like pumpkin or sunflower seeds would add a nice crunch. I tried sunflower seeds once when I was out of nuts, and it worked... kinda, just a different texture. No cranberries? Raisins or even chopped dried apricots would give you that sweet-tart element, though cranberries are my personal favorite. And if maple syrup isn't your jam, a little brown sugar mixed with a splash of water could work for sweetness, but maple just has that unbeatable cozy flavor.

Serving Your Apple Stuffed Acorn Squash Recipe

This Apple Stuffed Acorn Squash Recipe is a meal in itself, but it also plays well with others! For a light dinner, I often serve it with a simple green salad dressed with a bright vinaigrette. The freshness cuts through the richness beautifully. If you're looking to make it a heartier main, it's fantastic alongside roasted chicken or pork tenderloin. The sweet and savory notes complement meats so well. And for drinks? A crisp hard cider or a dry white wine like a Sauvignon Blanc would be lovely. Honestly, this dish and a good rom-com on a chilly evening? Yes please! It’s also a showstopper as a vegetarian main for a holiday meal, it just looks so impressive on the plate, but it’s secretly so easy.

Cultural Backstory of Apple Stuffed Acorn Squash Recipe

While this particular Apple Stuffed Acorn Squash Recipe is definitely a modern home-cook creation, the concept of stuffing vegetables, especially winter squash, goes way back in many cultures. Indigenous peoples across North America have been cultivating and cooking with squash for thousands of years, often roasting them and filling them with grains, meats, and seasonal fruits. My personal connection to this dish feels rooted in that tradition of using seasonal bounty. Growing up, my grandma always had some kind of squash on the table in the fall, usually baked simply with butter and brown sugar. This recipe feels like a natural evolution of those comforting, rustic meals, blending the sweet apples of autumn harvests with the hearty squash that sustained so many. It’s a nod to history with a modern, cozy twist.

So there you have it, my beloved Apple Stuffed Acorn Squash Recipe. It’s more than just a meal, it’s a memory-maker, a kitchen-chaos-survivor, and a true taste of autumn. I hope it brings as much warmth and joy to your table as it does to mine. Don't be shy about making it your own that's the real fun of cooking, right? Let me know if you try it, and what little tweaks you add!

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Frequently Asked Questions about Apple Stuffed Acorn Squash Recipe

→ Can I make this Apple Stuffed Acorn Squash Recipe ahead of time?

You totally can! You can roast the squash halves and prepare the apple filling a day in advance. Store them separately in the fridge. Then, just stuff and finish roasting when you're ready to serve. Makes dinner so much easier!

→ What if I don't have fresh sage for the Apple Stuffed Acorn Squash Recipe?

No worries! You can use dried sage, but use about 1/3 of the amount since dried herbs are more concentrated. So, for 1 tablespoon fresh, use about 1 teaspoon dried. It won't be quite the same, but it'll still be tasty!

→ My squash isn't getting tender. What am I doing wrong?

Hmm, ovens can be tricky! Make sure your oven is at the correct temperature. Also, sometimes larger squashes just need more time. Try covering the baking sheet with foil for part of the roasting, it helps trap steam and tenderize them faster. I've had to do that a few times!

→ How do I store leftovers of this Apple Stuffed Acorn Squash Recipe?

Just pop any leftover stuffed squash halves into an airtight container and keep them in the fridge for up to 3-4 days. Reheat gently in the oven for the best texture. My mistake was microwaving it and getting mushy results, so oven is your friend here!

→ Can I add meat to this Apple Stuffed Acorn Squash Recipe?

Absolutely! I've seen people add cooked ground sausage, crumbled bacon, or even shredded chicken to the apple filling for a heartier meal. Just mix it in with the apples and cook it all together. Experimentation is key!

Apple Stuffed Acorn Squash Recipe: Sweet & Savory Roast

This Apple Stuffed Acorn Squash Recipe brings cozy fall flavors to your table. Sweet apples, savory herbs, and tender squash make a comforting meal.

4.1 out of 5
(27 reviews)
Prep Time
20 Minutes
Cook Time
45 Minutes
Total Time
65 Minutes
By: Casey

Category: Hearty Mains

Difficulty: Beginner

Cuisine: American

Yield: 4 Servings

Dietary: Vegetarian

Published: Sat Dec 06 2025 at 08:40 PM

Last Updated: Fri Jan 09 2026 at 08:49 AM

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Ingredients

→ Acorn Squash Base

01 2 medium acorn squashes, halved and seeded
02 1 tbsp olive oil
03 Salt and freshly ground black pepper, to taste

→ Sweet & Savory Filling

04 2 tbsp unsalted butter
05 1/2 yellow onion, finely diced
06 2 medium apples (like Honeycrisp or Granny Smith), cored and chopped
07 1/4 cup dried cranberries
08 1/4 cup pecans, roughly chopped

→ Flavor Enhancers

09 2 tbsp maple syrup (pure, not artificial)
10 1 tbsp fresh sage, chopped
11 1/2 tsp ground cinnamon

→ Garnish & Optional Bits

12 Extra fresh sage leaves, for garnish (optional)

Instructions

Step 01

First things first, let's get those acorn squashes ready. Preheat your oven to 400°F (200°C). Carefully slice each squash in half lengthwise – this can be a bit of a workout, so watch those fingers! Scoop out the seeds and stringy bits. I always forget to do this thoroughly and end up picking out a stray seed later, oops. Place the squash halves cut-side up on a baking sheet. A little drizzle of olive oil and a sprinkle of salt and pepper here, just to get them started. This is where you start smelling that earthy squash goodness, honestly.

Step 02

Now, pop those seasoned squash halves into the preheated oven. Let them roast for about 20-25 minutes, or until they're starting to get tender but still hold their shape. You want them cooked enough to be soft, but not mushy, because they’ll go back in later. I once over-roasted them at this stage, and the final dish was just a bit too soft. Learn from my mistakes, hon! This step really sets the stage for that tender texture.

Step 03

While the squash is doing its thing, let's get the filling going. In a large skillet, melt the butter over medium heat. Add the diced onion and cook until it’s softened and translucent, about 5-7 minutes. Oh, that smell! It always makes my kitchen feel so welcoming. Stir in the chopped apples, dried cranberries, chopped pecans, maple syrup, fresh sage, and cinnamon. Cook for another 5-8 minutes, stirring occasionally, until the apples are slightly softened but still have a bit of bite. Don't let them turn to mush!

Step 04

Carefully remove the partially roasted squash from the oven. Now for the fun part: spoon that glorious apple and pecan mixture generously into the hollows of each squash half. You can really pile it high, I always do! Sometimes I get a little messy here, and some filling spills onto the baking sheet, but honestly, those crispy bits are a bonus. This is where the dish starts to look as good as it smells.

Step 05

Return the stuffed acorn squash to the oven. Continue roasting for another 15-20 minutes, or until the squash is completely tender and the apple filling is bubbly and slightly caramelized. Keep an eye on it, ovens can be quirky, and you don't want the edges of the filling to get too dark. I've had a few close calls with nearly burnt pecans, so trust your nose and eyes here!

Step 06

Once it's beautifully golden and tender, carefully remove the Apple Stuffed Acorn Squash Recipe from the oven. Let it cool for a few minutes before serving – it'll be piping hot! The flavors really meld together as it rests. The outside should be slightly browned, the inside soft and sweet, and the whole thing just smells like pure autumn bliss. A final sprinkle of fresh sage, if you're feeling fancy, and you're good to go. Enjoy, my friend!

Notes

  1. Always prick the squash skin a few times before roasting to prevent it from exploding in the oven - learned that the hard way, trust me.
  2. Don't overcrowd your baking sheet, the squash needs space to roast properly, or it'll steam instead of caramelize, and no one wants soggy squash.
  3. Taste the apple filling before stuffing, you might want a tiny bit more maple syrup or a pinch more salt to really make those flavors sing.
  4. For an extra layer of flavor, drizzle a tiny bit of balsamic glaze over the finished dish - I discovered this by accident, and it's a game-changer.

Tools You'll Need

  • Baking sheet
  • large skillet
  • sharp knife
  • spoon

Allergy Information

Please check ingredients for potential allergens and consult a health professional if in doubt.
  • Tree nuts (pecans)
  • Dairy (butter)

Nutrition Facts (Per Serving)

It is important to consider this information as approximate and not to use it as definitive health advice.
  • Calories: 350
  • Total Fat: 18g
  • Total Carbohydrate: 45g
  • Protein: 4g

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