Sweet Apple Squash Bake

Featured in Delicious Perfect Sides.

Warm and comforting acorn squash halves filled with a sweet-savory mix of apples, dried fruits, and pecans. Drizzled with maple syrup and perfectly spiced, it's a beautiful fall side dish that's sure to impress.

Clare Greco
Updated on Mon, 20 Jan 2025 16:07:11 GMT
A roasted acorn squash half is filled with a stuffing mixture of apples, nuts, and herbs. Pin it
A roasted acorn squash half is filled with a stuffing mixture of apples, nuts, and herbs. | recipesbyclare.com

Just made this cozy Apple Stuffed Acorn Squash that's perfect for your holiday table. I love how flexible this recipe is whether you're cooking for two or twenty. Make it vegetarian or add sausage for extra warmth and flavor. Best part? You can prep most of it ahead so there's less stress on the big day.

The Beauty of Acorn Squash

In my kitchen acorn squash is a fall favorite. Its gentle buttery sweetness works magic with both sweet and savory flavors. While some might find it subtle on its own I think that's what makes it the perfect base for creative stuffings letting other ingredients truly shine.

What You'll Need

Here's everything for my favorite fall stuffed squash:

  • Acorn Squash fresh from the farmers market
  • Apple Cider for that autumn sweetness
  • Good Olive Oil
  • Sweet Onion
  • Crisp Apples
  • Chewy Dried Cranberries
  • Warming Cinnamon
  • Fresh Sage
  • Fresh Thyme
  • Crunchy Pecans
  • Pure Maple Syrup
  • Brown Sugar
  • Sausage if you'd like mine's amazing with sage sausage

Let's Cook

Here's how I make this comforting dish:

  1. Slice your squash right down the middle and scoop those seeds out
  2. Pour some apple cider in each half and roast until they're tender
  3. Meanwhile get your filling going sauté those onions apples and sausage if using
  4. Add your seasonings and cook until everything's soft and fragrant toss in pecans if you like
  5. Fill up those squash halves drizzle with maple syrup and brown sugar then back in the oven until golden

Squash Cutting Tips

After years of wrestling with tough squash I've learned some tricks. Give it a good wash then pat dry. Pop it in the microwave for 2 minutes if it's really stubborn. Use your sharpest knife and cut from top to bottom. I usually snap off the stem first for a smoother cut.

Prep Ahead Secrets

Let me share my favorite time-saving tricks:

  • Get everything ready and stuff your squash just before baking
  • Do the first bake wrap it up and finish cooking when you need it
  • Make the whole thing freeze it and bake it fresh on serving day
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. | recipesbyclare.com

Your Questions Answered

Here are answers to questions I get all the time:

  • Going Meatless? Skip the sausage or swap in wild rice or quinoa its just as delicious
  • Other Stuffing Ideas? Try wild rice leeks and bacon or go all veggie with quinoa
  • When's it Done? Give it a poke with your fork it should be nice and tender
  • Freezer Friendly? Absolutely freeze before the final bake then finish it fresh
  • What Goes With It? I love serving it with cranberry tarts turkey or roasted carrots

Frequently Asked Questions

→ How do I pick the best acorn squash?

Look for squash that feels heavy for its size with dark green skin and no soft spots. The squash should have a nice balance between dark green and orange coloring and feel firm when pressed.

→ Can I make this dish ahead of time?

You can prep all components ahead of time and store separately in the fridge. You can also partially bake the squash and stuff it, then finish baking just before serving.

→ What's the best way to cut acorn squash?

Use a sharp knife to carefully cut the squash in half from stem to end. Place it on a steady surface and rock the knife back and forth to cut through. Remove seeds with a spoon.

→ Can I freeze this dish?

Yes, you can freeze the completed dish. Cool completely, wrap well, and freeze for up to 3 months. Thaw overnight in the fridge and reheat in the oven until hot.

→ What can I substitute for maple syrup?

Honey or agave nectar work well as substitutes for maple syrup. You could also use brown sugar mixed with a little apple cider for a similar sweetness.

Stuffed Acorn Squash

This stuffed acorn squash combines sweet apples, dried fruit, and pecans with fresh herbs. Perfect for fall dinners and holiday meals.

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

Category: Perfect Sides

Difficulty: Intermediate

Cuisine: American

Yield: 8 Servings (4)

Dietary: Vegetarian, Gluten-Free, Dairy-Free

Ingredients

01 2 acorn squash (about 1.5 lbs each).
02 1/2 cup apple cider.
03 2 teaspoons olive or canola oil.
04 1/2 cup chopped onion.
05 1 Gala or Honeycrisp apple, chopped.
06 1 Golden Delicious or Granny Smith apple, chopped.
07 1/4 cup golden raisins.
08 1/4 cup dried cranberries.
09 1/8 teaspoon cinnamon.
10 1/2 teaspoon fresh minced sage.
11 1/2 teaspoon fresh thyme.
12 Salt to taste.
13 1/4 cup chopped pecans.
14 1/4 cup maple syrup.
15 2 teaspoons brown sugar.
16 Optional: 8 oz cooked crumbled turkey sausage.

Instructions

Step 01

Heat oven to 350°F. Cut squash in half and remove seeds.

Step 02

Place squash cut-side down in a 9x13 baking pan. Pour apple cider in pan, cover with foil and bake 45 minutes until tender.

Step 03

Heat oil in pan and cook onion, apples, raisins, cranberries, cinnamon, sage and thyme for 8-10 minutes until apples soften.

Step 04

Add salt and pecans to mixture. Add turkey sausage if using.

Step 05

Turn squash upright and brush with pan juices. Fill with apple mixture.

Step 06

Pour maple syrup over filling.

Step 07

Sprinkle brown sugar on edges and bake uncovered 15 minutes until top browns.

Notes

  1. Can use any apple variety, peeled or unpeeled.
  2. Make ahead: Prep components separately and assemble day of serving.
  3. Can partially prepare up to second bake and refrigerate.
  4. Freezer friendly after cooking.

Tools You'll Need

  • 9x13 baking pan.
  • Aluminum foil.
  • Sauté pan.

Allergy Information

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

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