Sweet Apple Squash Bake

Featured in Let's Bake Something Wonderful.

Roasted squash filled with a flavorful medley of apples, pecans, and seasonal goodies. It’s sweet, spiced, and perfect for autumn tables.

Hannah Author
Updated on Wed, 26 Mar 2025 13:53:41 GMT
A baked acorn squash half brimming with a mix of apples, pecans, and herbs. Pin it
A baked acorn squash half brimming with a mix of apples, pecans, and herbs. | recipesbyhannah.com

I just whipped up this snug Apple-Filled Acorn Squash that fits perfectly on your holiday spread. I'm a big fan of how adaptable this dish is, whether you're feeding a couple folks or a whole crowd. Skip the meat for veggie lovers or throw in some sausage for extra coziness and taste. The best thing? You can get most of it ready beforehand to cut down on day-of panic.

Wonderful Acorn Squash Benefits

Around my house, acorn squash tops the list in autumn. Its soft, buttery sweetness pairs amazingly with both sugary and savory add-ins. While many find it a bit bland by itself, I think that's actually its strong point - it works as the ideal canvas for creative fillings, allowing other ingredients to really pop.

Ingredients List

Everything you'll want for my top fall stuffed squash:

  • Fresh-picked Acorn Squash
  • Apple Cider bringing fall sweetness
  • Quality Olive Oil
  • Mild Sweet Onion
  • Tart Apples
  • Tangy Dried Cranberries
  • Cozy Cinnamon
  • Garden-fresh Sage
  • Aromatic Thyme
  • Toasted Pecans
  • Natural Maple Syrup
  • Rich Brown Sugar
  • Optional Sausage - I find it's fantastic with sage-flavored sausage

Cooking Steps

How I put together this heartwarming dish:

  1. Cut the squash down the center and empty out all the seeds
  2. Add a splash of apple cider into each half then bake until soft
  3. While that's happening, start your stuffing by cooking onions, apples, and sausage if you're using it
  4. Mix in your spices and cook until everything gets tender and aromatic, then add pecans if you want
  5. Stuff each squash half, add a drizzle of maple syrup and sprinkle of brown sugar, then back to the oven until it turns golden

Easy Squash Cutting

After fighting with stubborn squash for ages, I've picked up some handy tips. Start with a good rinse and dry. If it's super tough, warm it in the microwave for 2 minutes. Grab your best knife and slice from stem to bottom. I usually break off the stem first to get a cleaner cut.

Make-Ahead Tips

Here are my go-to shortcuts to save you time:

  • Prep everything and fill your squash right before you bake it
  • Do the initial baking, cover it up, and finish cooking when you're ready
  • Complete the entire dish, pop it in the freezer, and bake from frozen when serving
Three acorn squashes are baked and filled with a sweet mixture of apples, nuts, and dried fruits, garnished with sage leaves. Pin it
Three acorn squashes are baked and filled with a sweet mixture of apples, nuts, and dried fruits, garnished with sage leaves. | recipesbyhannah.com

Common Questions Tackled

Answers to stuff people always ask me:

  • Want it Vegetarian? Leave out the sausage or try wild rice or quinoa instead, it's still super tasty
  • More Filling Options? Consider wild rice with leeks and bacon or go veggie-heavy with quinoa
  • How to Tell It's Ready? Stick a fork in - it should feel nice and soft
  • Can You Freeze It? You bet - freeze before the last baking step and finish fresh later
  • What Pairs Well? It's great next to cranberry tarts, turkey, or oven-roasted carrots

Frequently Asked Questions

→ What should I look for in acorn squash?

Choose one that's heavy for its size with smooth, firm skin. A mix of green and orange coloring is a good sign, and avoid any with soft or mushy parts.

→ Can I prep this ahead?

Yes, you can! Get all the ingredients ready and keep them in the fridge. If needed, partially bake the squash, fill it, and finish baking right before serving.

→ How should I cut it safely?

With a sharp knife, slice the squash from the stem down. Hold it steady on your surface and gently rock the blade. Scoop out the seeds with a spoon.

→ Does this dish freeze well?

Absolutely! Let it chill completely, wrap it tightly, and freeze for up to three months. Defrost in the fridge and warm in the oven before eating.

→ What works instead of maple syrup?

You can trade maple syrup for honey, agave, or brown sugar mixed with a splash of apple juice for sweetness.

Sweet Apple Squash

Acorn squash halves stuffed with apples, pecans, and dried fruits. A flavorful, easy-to-make choice for cozy seasonal dinners.

Prep Time
20 Minutes
Cook Time
60 Minutes
Total Time
80 Minutes

Category: Sweet Kitchen

Difficulty: Intermediate

Cuisine: American

Yield: 8 Servings (4)

Dietary: Vegetarian, Gluten-Free, Dairy-Free

Ingredients

01 2 acorn squashes, each roughly 1.5 lbs.
02 1/2 cup of fresh apple cider.
03 2 teaspoons of canola or olive oil.
04 1/2 cup diced onions.
05 1 chopped Golden Delicious or Granny Smith apple.
06 1 chopped Gala or Honeycrisp apple.
07 1/4 cup of dried cranberries.
08 1/4 cup of golden raisins.
09 A pinch (1/8 teaspoon) of cinnamon.
10 1/2 teaspoon each of minced fresh thyme and sage.
11 Salt for seasoning.
12 1/4 cup of pecans, finely chopped.
13 1/4 cup pure maple syrup.
14 2 teaspoons of brown sugar.
15 Optional: 8 oz of cooked turkey sausage, crumbled.

Instructions

Step 01

Set your oven to 350°F. Slice each squash in half and scoop out the seeds.

Step 02

Lay squash halves cut-side down in a 9x13 dish. Add the apple cider to the pan, cover with foil, and bake for 45 minutes, or until soft.

Step 03

Warm up a pan with oil. Add onions, apples, raisins, cranberries, cinnamon, sage, and thyme. Let it cook for 8-10 minutes until the apples are tender.

Step 04

Mix in the salt and pecans. Toss in turkey sausage if you're using it.

Step 05

Flip the squash over, brush some juices from the pan over them, and stuff each half with the prepared mixture.

Step 06

Pour maple syrup over the stuffed squash filling.

Step 07

Sprinkle some brown sugar along the tops and edges. Bake, uncovered, for another 15 minutes until the tops look caramelized.

Notes

  1. Pick whichever type of apple you like, peeled or not.
  2. Prep parts separately and put it all together on the day you serve.
  3. You can assemble up to the second bake stage and store in the fridge.
  4. Safe to freeze after it's fully cooked.

Tools You'll Need

  • A 9x13 dish for baking.
  • Foil for covering.
  • A sauté pan for cooking.

Allergy Information

Please check ingredients for potential allergens and consult a health professional if in doubt.
  • Contains pecans (a tree nut).

Nutrition Facts (Per Serving)

It is important to consider this information as approximate and not to use it as definitive health advice.
  • Calories: 250
  • Total Fat: 8 g
  • Total Carbohydrate: 45 g
  • Protein: 3 g