
As soon as the leaves begin to crunch underfoot and a chill fills the air, I find myself gravitating towards the kitchen with a cozy yearning. There's an effortless charm in preparing foods that embrace the essence of autumn, and these Perfectly Roasted Winter Squash Wedges fit the bill perfectly. The moment the squash hits the oven, the warm aroma of caramelization mixes with a hint of maple syrup, teasing your senses and promising satisfaction.
Not only do these wedges showcase the beautiful hues of the season, but the combination of tender interiors with crisp, golden edges creates a side dish that's as versatile as it is delicious. Whether you're serving them alongside hearty meats or as a vegetarian delight at a holiday gathering, they'll undoubtedly elevate any meal. With just a few simple techniques, you're just a whisk away from impressing everyone at your table. Let's dive in and discover just how easy it is to create this comforting seasonal treat!

Why are Roasted Winter Squash Wedges irresistible?
Unforgettable flavor: The natural sweetness of winter squash is elevated by caramelization and a hint of maple syrup, creating a delightful balance of taste.
Perfectly crispy: This recipe ensures a golden-brown exterior, while the interior remains tender and fluffy, offering a satisfying texture with every bite.
Versatile side dish: Serve these wedges with meats, alongside salads, or even as a standalone snack for a healthy treat.
Easy to prepare: With minimal ingredients and straightforward techniques, you can whip up this dish quickly, making it perfect for busy weeknights or holiday feasts.
Seasonal delight: These wedges embody the essence of autumn, bringing vibrant colors and comforting warmth to your table. Impress your guests with this delightful recipe that celebrates the season!
Roasted Winter Squash Wedges Ingredients
Embrace the flavors of fall with these satisfying wedges!
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For the Wedges
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1 medium winter squash - Choose acorn, buttercup, or delicata for their sweet, hearty flavors; substitutions include butternut or sweet potatoes.
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2 tablespoons olive oil - Vital for achieving that crisp, golden crust; avocado oil is a fantastic alternative for higher smoke points.
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1 tablespoon maple syrup - Infuses a touch of sweetness and aids in caramelization; you can use honey or agave nectar as a substitute.
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½ teaspoon salt - Enhances the natural sweetness of the squash.
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¼ teaspoon black pepper - Adds a mild spiciness that balances the dish beautifully.
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For the Finish
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¼ cup finely grated Parmesan cheese - Introduces a rich, umami flavor that elevates the wedges; skip for a vegan version.
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2 tablespoons fresh parsley, chopped - Brings a burst of color and fresh flavor to the finished dish.
Now that you've gathered these ingredients, you're moments away from savoring the deliciousness of Roasted Winter Squash Wedges!
How to Make Roasted Winter Squash Wedges
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Preheat the oven to 425°F (220°C). This high temperature helps achieve that perfect caramelization we're aiming for.
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Slice the squash in half lengthwise and scoop out the seeds. Then, cut the squash into uniform 1-inch wedges to ensure even cooking.
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Combine the squash wedges in a large mixing bowl with olive oil, maple syrup, salt, and black pepper. Toss until every wedge is well-coated and glistening.
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Arrange the wedges in a single layer on baking sheets, making sure they aren't touching. This spacing allows them to roast instead of steam during cooking.
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Roast for 20 minutes, then carefully flip the wedges using tongs or a spatula. This ensures even browning on both sides for that delicious crispiness.
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Continue roasting for another 10-15 minutes until golden brown and fork-tender. Look for those lovely charred edges that indicate perfect caramelization.
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Remove from the oven, and shortly before serving, sprinkle with grated Parmesan cheese and chopped parsley for a burst of flavor and color.
Optional: For an extra flavor boost, drizzle with balsamic glaze before serving.
Exact quantities are listed in the recipe card below.

Roasted Winter Squash Wedges Variations
Feel free to get creative and put your own spin on these delightful wedges!
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Herb-Infused: Toss in fresh thyme or rosemary for an aromatic twist that complements the sweetness of the squash.
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Spicy Kick: Add a pinch of cayenne pepper for a hint of heat; it beautifully contrasts with the sweet notes while keeping your taste buds intrigued.
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Nutty Topping: Sprinkle toasted pecans or walnuts on top before serving for added crunch and a delicious nutty flavor.
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Mediterranean Flavor: Swap Parmesan for feta cheese and garnish with olives for a zesty Mediterranean flair that will transport you to the sun-kissed shores.
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Smoky Essence: Introduce smoked paprika into the seasoning mix for a deep, earthy undertone that pairs beautifully with the naturally sweet squash.
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Sweet Citrus: Drizzle with orange juice or zest before serving to highlight the dish's natural sweetness and add a fresh, zesty undertone.
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Maple-Balsamic Glaze: Create a quick glaze with balsamic vinegar and maple syrup, brushing it on the wedges before roasting for a sweet and tangy finish.
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Cheesy Delight: Experiment by mixing in shredded cheddar or mozzarella along with Parmesan for a melty, gooey delight that will please cheese lovers.
Make Ahead Options
These Roasted Winter Squash Wedges are perfect for busy weeknights, allowing you to save time while still enjoying a delicious side dish! You can slice and prep the squash up to 24 hours in advance; simply store the wedges in an airtight container in the refrigerator to keep them fresh. To maintain their quality, toss them with olive oil, maple syrup, salt, and pepper just before roasting. When you're ready to cook, arrange the prepped wedges on a baking sheet, roast them at 425°F (220°C) for about 30-35 minutes, flipping halfway through, and they'll be just as delicious as if made fresh!
What to Serve with Roasted Winter Squash Wedges?
When the aroma of roasted squash fills your kitchen, it's time to think about what will complete this flavorful experience.
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Maple Glazed Brussels Sprouts: Their slight bitterness balances the sweetness of the squash, creating a harmonious blend of flavors that compliments any meal beautifully.
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Herbed Quinoa Salad: This light and fluffy dish adds a nutty contrast to the tender squash, perfect for a wholesome and satisfying dinner.
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Garlic Roasted Chicken: The savory, rich flavors of roasted chicken create a delightful pairing with the sweet squash, ensuring a hearty and comforting meal.
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Crispy Kale Chips: Their crunch offers a textural contrast that makes every bite of the roasted wedges even more exciting and delicious.
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Creamy Polenta: The smoothness of polenta enhances the wedges' texture, providing a warm, comforting base for a delightful autumn-inspired feast.
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Toasted Nut Medley: A sprinkle of toasted pecans or walnuts brings toasty flavors and crunch, accentuating the sweet caramelization of the squash.
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Cranberry Sauce: For a touch of tartness, serve with cranberry sauce; its brightness complements the earthy sweetness while adding a beautiful pop of color.
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Spiced Apple Cider: This warm drink embodies the essence of autumn; serve it alongside to enhance the overall eating experience, enveloping you in cozy vibes.
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Pumpkin Spice Cheesecake: End your meal on a sweet note with this velvety dessert; its flavors echo the warmth of the meal, making it a perfect finale.
Tips for the Best Roasted Winter Squash Wedges
- Even Cutting: Ensure all squash wedges are uniform in size for even cooking. Uneven pieces may result in some being overcooked while others remain firm.
- Don't Crowded: Place wedges in a single layer on the baking sheet, ensuring space between them. This prevents steaming and promotes that delightful crisp texture we love in roasted winter squash wedges.
- Season Generously: Don't skimp on the salt and pepper; they enhance the natural flavors beautifully. Adjust according to your taste, but remember that seasoning is key!
- Watch the Time: Roasting times can vary based on your oven and squash variety. Keep an eye on them for that perfect golden-brown color and fork-tender texture.
- Storage Reminder: If you have leftovers, store them in an airtight container in the fridge for up to 3-4 days. Reheat in the oven to keep them crispy!
Storage Tips for Roasted Winter Squash Wedges
Fridge: Store leftover Roasted Winter Squash Wedges in an airtight container in the refrigerator for up to 3-4 days, preserving their delicious flavor and texture.
Freezer: For longer storage, you can freeze the wedges in a single layer on a baking sheet, then transfer to a zip-top bag once frozen. They can last up to 3 months.
Reheating: To maintain that crispy edge, reheat the wedges in an oven or air fryer at 375°F (190°C) for about 10-15 minutes. Avoid the microwave, as it may make them soggy.
Make-Ahead Tips: You can prepare the Roasted Winter Squash Wedges a day in advance, storing cut squash in an airtight container, ready to be seasoned and roasted when you are!

Roasted Winter Squash Wedges Recipe FAQs
What type of winter squash should I use?
You can use various types of winter squash for this recipe, such as acorn, buttercup, or delicata, each bringing its unique flavor. If you can't find these, butternut squash, Hubbard, Kabocha, or even sweet potatoes can be great alternatives to create delicious Roasted Winter Squash Wedges.
How should I store leftover Roasted Winter Squash Wedges?
To keep your leftovers fresh, store the wedges in an airtight container in the refrigerator for up to 3-4 days. When ready to enjoy again, I recommend reheating them in the oven or air fryer at 375°F (190°C) for about 10-15 minutes to maintain that crispy texture rather than using a microwave, which can make them soggy.
Can I freeze my squash wedges?
Absolutely! For freezing, arrange the wedges in a single layer on a baking sheet, and freeze until solid. Once frozen, transfer them to a zip-top freezer bag, pushing out as much air as possible. They can be stored for up to 3 months. When you're ready to enjoy them, bake them straight from the freezer, allowing a little extra time in the oven.
What should I do if the wedges are too soft or too firm after roasting?
If your wedges end up too soft, they may have been overcooked. To fix this, try slicing them a bit thicker next time and keep a closer watch during the roasting process. If they are too firm, simply return them to the oven for 5-minute intervals until they reach that fork-tender perfection. Remember, every oven can vary, so just a bit of patience can help you perfect the technique!
Are there any dietary considerations for these wedges?
Yes! These Roasted Winter Squash Wedges are vegetarian and gluten-free, making them suitable for many diets. If you want a vegan version, simply omit the Parmesan cheese or replace it with a vegan cheese alternative. Additionally, always check for allergies related to any substitutions, such as honey if needed.
Can I make these wedges ahead of time?
Certainly! You can prep the squash and cut it into wedges up to a day in advance. Just store them in an airtight container in the fridge until you're ready to season and roast them. This way, you can save time on busy days while still enjoying the deliciousness of freshly roasted squash!

Irresistibly Tender Roasted Winter Squash Wedges You’ll Love
Equipment
- Oven
- Baking sheets
- Mixing Bowl
- knife
- cutting board
- tongs
Ingredients
For the Wedges
- 1 medium winter squash Choose acorn, buttercup, or delicata; substitutions include butternut or sweet potatoes.
- 2 tablespoons olive oil Avocado oil is a fantastic alternative.
- 1 tablespoon maple syrup Can substitute with honey or agave nectar.
- ½ teaspoon salt
- ¼ teaspoon black pepper
For the Finish
- ¼ cup finely grated Parmesan cheese Skip for a vegan version.
- 2 tablespoons fresh parsley, chopped
Instructions
Preparation Steps
- Preheat the oven to 425°F (220°C).
- Slice the squash in half lengthwise and scoop out the seeds. Cut the squash into uniform 1-inch wedges.
- Combine the squash wedges in a large mixing bowl with olive oil, maple syrup, salt, and black pepper. Toss until well-coated.
- Arrange the wedges in a single layer on baking sheets, ensuring they aren’t touching.
- Roast for 20 minutes, then flip the wedges using tongs.
- Continue roasting for another 10-15 minutes until golden brown and fork-tender.
- Remove from the oven, then sprinkle with grated Parmesan cheese and chopped parsley before serving.





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