Maple Glazed Roasted Acorn Squash Slices: An Irresistible Fall & Thanksgiving Side Dish
Discover the ultimate fall side dish with these beautifully caramelized roasted acorn squash slices. Drizzled with a luscious maple glaze, infused with warm autumn spices, and adorned with vibrant ruby pomegranate seeds and crunchy toasted pumpkin seeds, this dish is a feast for both the eyes and the palate. Unlike many acorn squash recipes that demand extensive cooking times, this recipe achieves tender perfection in just about 25 minutes, making it an ideal choice for a quick yet elegant addition to any fall meal or your festive Thanksgiving table.

With its distinctive deep green ridges and golden-orange flesh, acorn squash truly resembles a giant acorn, making it one of the most iconic and easiest vegetables to prepare during the autumn season. When roasted, these vibrant squash slices transform into something truly magical: tender, incredibly sweet, and perfectly caramelized. A simple yet effective glaze, made with pure maple syrup and a hint of olive oil, works wonders, enhancing their natural earthy flavor while imparting a beautiful, glossy finish. Simply pop these delightful acorn squash slices into a preheated oven, and in approximately 25 minutes, you’ll be rewarded with a stunning side dish that feels luxurious enough for holiday celebrations but is remarkably simple for everyday enjoyment.
Why This Maple Glazed Roasted Acorn Squash Recipe is a Must-Try
This recipe isn’t just a side dish; it’s a celebration of fall flavors and effortless elegance. Here’s why these roasted acorn squash slices will become a staple in your autumn cooking:
- Naturally Sweet & Perfectly Caramelized: Acorn squash boasts a delicate, inherent sweetness that becomes even more pronounced when roasted. Our rich maple glaze not only amplifies this natural flavor but also helps create those coveted caramelized edges, adding depth and a delightful texture to every bite. The combination of sweet and savory notes is simply irresistible.
- Stunning Presentation for Any Table: The golden-orange hue of the roasted squash, paired with the jewel-toned pomegranate seeds and rustic crunch of toasted pumpkin seeds, creates an incredibly festive and appealing dish. It’s a guaranteed showstopper that adds a vibrant pop of color to your fall dinner spread or holiday gathering, impressing guests with minimal effort.
- Incredibly Versatile Side Dish: Whether you’re planning a cozy weeknight dinner, hosting a grand Thanksgiving feast, or putting together a festive Christmas spread, these roasted acorn squash slices fit seamlessly into any menu. Their balanced flavor profile complements a wide range of main courses, from roasted meats to vegetarian entrees.
- Wholesome, Healthy & Adaptable: Made with wholesome ingredients like olive oil and pure maple syrup, this dish is naturally healthy and can easily be adapted to various dietary needs. It’s dairy-free, gluten-free, and packed with nutrients, offering a guilt-free indulgence that’s good for you. For those mindful of sugar intake, monk fruit or allulose maple syrup can be used without sacrificing flavor.
Looking for more cozy, colorful sides to pair with roasted meats or holiday mains? Try these easy fall vegetable recipes – simple to make, naturally gluten-free, and full of seasonal flavor. Roasted butternut squash is another fantastic and equally simple option that delivers big on flavor!
Key Ingredients for Perfect Roasted Acorn Squash
Crafting this delectable side dish requires just a few key ingredients, each playing a vital role in creating its incredible flavor and texture:
- Acorn Squash: The star of our dish! When selecting acorn squash, look for small to medium-sized ones, ideally around 1.5 to 2.5 pounds each. Smaller squashes are generally sweeter, easier to handle and cut, and tend to roast more evenly, resulting in perfectly tender slices. Choose squash with smooth, dull skin and no soft spots or blemishes.
- Pure Maple Syrup: This is essential for achieving that authentic, rich maple glaze. Be sure to use pure maple syrup, not pancake syrup, which is often made with corn syrup and artificial flavors. Pure maple syrup offers a complex sweetness that truly elevates the squash. For a lower-sugar alternative, you can successfully substitute with monk fruit or allulose maple syrup.
- Warm Autumn Spices: A thoughtful blend of spices transforms simple squash into an aromatic delight. Our recipe calls for a harmonious mix of cinnamon, nutmeg, ginger, and allspice, with an optional hint of clove. These warm spices beautifully complement the squash’s natural sweetness and evoke the cozy essence of fall.
- Extra Virgin Olive Oil: Used to help the spices and maple syrup adhere to the squash, and to promote beautiful caramelization during roasting. Good quality extra virgin olive oil also adds a subtle, fruity depth to the overall flavor.
- Sea Salt: A pinch of sea salt balances the sweetness of the maple and spices, enhancing all the flavors without making the dish overly salty.
- Pomegranate Seeds (Arils): These ruby-bright jewels are more than just a garnish. They provide a delightful burst of tart-sweet flavor and a juicy contrast to the tender squash, along with a stunning visual appeal. You can buy ready-to-use arils or easily extract them yourself (see my guide on how to cut a pomegranate without the mess).
- Pumpkin Seeds (Pepitas): For an essential textural contrast, toasted pumpkin seeds (pepitas) are a must. Their nutty flavor and satisfying crunch complement the soft squash perfectly. Toast them lightly in a dry pan or in the oven for a few minutes until fragrant (check out my How to Roast Pepitas post for detailed instructions). You might even want to toast extra for snacking!
Delicious Substitutions & Creative Variations
This roasted acorn squash recipe is wonderfully flexible, allowing you to tailor it to your taste preferences or available ingredients:
- Chinese Five Spice Blend: For an intriguing twist on the warm fall spices, try using Chinese Five Spice powder. This fragrant blend typically includes cinnamon, star anise, fennel seed, cloves, and ginger (sometimes with white pepper). It offers a unique aromatic profile that pairs beautifully with the sweetness of acorn squash. Use it in the same quantity as the mixed fall spices.
- Savory Parmesan Acorn Squash: If you prefer a less sweet profile, transform this into a savory delight. Skip the maple syrup entirely. Instead, drizzle the squash slices generously with olive oil, then sprinkle them with grated Parmesan cheese, a touch of garlic powder, and fresh or dried thyme. Roast until golden brown and crisp for a rich, umami-packed side dish that’s perfect with hearty mains.
- Herbaceous Fresh Rosemary or Sage: Incorporate fresh herbs like finely chopped rosemary or sage into your maple glaze or sprinkle them over the squash before roasting. These aromatic herbs add a fragrant, woodsy note that complements the earthy sweetness of the squash beautifully.
- Spicy Kick: For those who enjoy a little heat, add a pinch of red pepper flakes to your maple glaze. The subtle warmth will provide an exciting contrast to the sweetness, adding another layer of flavor.
- Nutty Pecans or Walnuts: Instead of or in addition to pumpkin seeds, sprinkle some toasted chopped pecans or walnuts over the finished dish. Their buttery crunch and rich flavor are a perfect match for roasted squash.
Butternut apple soup is another simple, easy fall recipe, great for a warm and comforting lunch or starter!
Step-by-Step Guide: How to Roast Acorn Squash to Perfection
Achieving perfectly tender and caramelized acorn squash is simpler than you think. Follow these steps for an impressive side dish every time:
Pre-heat your oven to 425°F (220°C). Prepare a large half sheet baking tray by lining it with parchment paper. This prevents sticking and makes for easy cleanup.

- Prepare the Squash: First, gently slice a little off the top and bottom ends of the acorn squash. This creates flat surfaces, allowing the squash to stand steadily on your cutting board. Then, stand it upright on one of the flat ends and carefully split the acorn squash in half from top to bottom using a sharp, heavy chef’s knife.

2. Remove Seeds: With a sturdy spoon, scoop out all the seeds and the stringy, fibrous pulp from both halves of the squash. Discard these, or save the seeds to roast separately for a snack!

3. Slice the Squash: Lay the squash halves flat on your cutting board. Slice them crosswise into uniform rounds, about ¾-inch thick. For a beautifully clean edge and presentation, you can use a small, round cookie cutter or a paring knife to remove the remaining fibrous part from the center of each slice.

4. Glaze and Roast: Arrange the acorn squash slices in a single layer on your parchment-lined baking tray. In a small bowl, whisk together the maple syrup, olive oil, and warm spices (cinnamon, nutmeg, ginger, allspice, and a pinch of salt). Brush this delicious glaze evenly over both sides of the squash slices. Roast in the preheated oven for 16-18 minutes, or until the squash is wonderfully tender when pierced with the tip of a paring knife and the edges are lightly caramelized.

Essential Tips: How to Cut Acorn Squash (Safely and Easily)
Cutting acorn squash can seem daunting due to its hard skin and unique shape, but with the right tools and technique, it’s straightforward and safe. If you’ve ever wondered how to tackle this fall favorite without struggling, here’s the key:
- Choose the Right Knife: Always use a heavy, very sharp chef’s knife, ideally 8-10 inches long. The weight and sharpness provide better control and leverage, reducing the risk of slippage. A dull knife is actually more dangerous.
- Create a Stable Base: Before cutting, trim a thin slice off both the top and bottom ends of the squash. This creates two flat, stable surfaces, allowing the squash to stand firmly upright on your cutting board without wobbling. Stability is crucial for safety.
- Cut Down Through the Center: Once the squash is stable, stand it upright on one of the flat ends. Carefully position your chef’s knife at the top, just off-center from the stem, and press down firmly, guiding the blade straight through the squash. You might need to rock the knife slightly to get through the tough skin.
- Scoop and Clean: After splitting the squash in half, use a sturdy spoon to scoop out all the stringy pulp and seeds from the cavities. Ensure the inside is clean.
- Slice Evenly: Lay the squash halves flat side down on your cutting board. This prevents them from rolling. Now, slice them crosswise into uniform 1-inch thick crescents or rings. Even thickness ensures that all pieces roast at the same rate, preventing some from being undercooked or overcooked.
Pro Tip for Extra Hard Squash: If your acorn squash feels exceptionally hard and resistant, you can soften the skin slightly before cutting. Microwave the whole squash for 45-60 seconds. This quick burst of heat makes the skin a bit more pliable, significantly easing the cutting process and making it much safer.
Elegant Serving Suggestions for Maple Glazed Acorn Squash
Once your maple glazed acorn squash slices are perfectly roasted and beautifully caramelized, arranging them thoughtfully elevates the entire dining experience. Lay the warm, glistening slices artfully on a serving platter. Then, finish them with a generous sprinkle of those vibrant pomegranate seeds and crunchy toasted pumpkin seeds (pepitas). This combination adds not only a burst of color and delightful texture but also a fresh, contrasting flavor that truly makes the dish sing.
These sweet and savory maple-glazed squash slices are incredibly versatile and pair beautifully with a variety of main courses, making them perfect for both casual fall dinners and sophisticated holiday tables:
- Poultry Pairings: They are an exquisite accompaniment to succulent roast chicken breasts, tender smoked turkey breast, or a whole roasted chicken. The sweetness of the squash balances the richness of the poultry.
- Pork Perfection: The flavors complement tender pork tenderloin wonderfully, creating a harmonious and comforting meal.
- Beef Elegance: For a more upscale meal, serve them alongside beef tenderloin with a cognac-Dijon sauce. The bright sweetness cuts through the richness of the beef.
- Vegetarian Delight: These roasted squash slices also shine as a gorgeous and satisfying vegetarian side dish. Serve them with a hearty grain salad, a robust quinoa pilaf, or alongside other roasted vegetables for a wholesome meatless meal. They can even be the star of a vibrant fall salad.

Storage and Reheating Tips for Leftovers
If you happen to have any leftover roasted acorn squash slices (a rare occurrence!), they store wonderfully and can be enjoyed another day. Here’s how to keep them fresh and reheat them for the best texture:
Store any leftover roasted acorn squash slices in an airtight container in the refrigerator for up to 4 days. This helps maintain their flavor and prevents them from drying out.
To Reheat for Best Results:
- Oven Method: For optimal texture that mimics freshly roasted squash, place the slices in a single layer on a baking sheet. Warm them in a preheated 375°F (190°C) oven for 10-12 minutes, or until they are heated through and the edges have crisped up slightly again.
- Air Fryer Method: An air fryer is also an excellent option for reheating. Place the slices in a single layer in the air fryer basket and cook at 350°F (175°C) for 3-4 minutes, or until hot and slightly crispy.
Avoid Microwaving: While convenient, microwaving is not recommended for reheating roasted squash. It tends to soften the beautiful caramelized edges and can alter the overall texture, making it less appealing. The goal is to retain that lovely crisp-tender quality.
Frequently Asked Questions About Roasted Acorn Squash
Selecting a ripe acorn squash is key to a flavorful dish. Look for squash that feels heavy for its size, indicating good moisture content. The skin should be smooth, firm, and dull (not shiny). The color should be predominantly dark green, often with a small patch of orange or yellow where it rested on the ground – this is a good sign of ripeness. Avoid any squash that is entirely orange, as this suggests it’s overripe. Also, steer clear of squash with soft spots, cracks, mold, or any signs of spoilage, which can indicate it’s past its prime.
No, you absolutely do not need to peel acorn squash before roasting! This is one of its great advantages. While the skin is tough when raw, it becomes wonderfully tender and edible after roasting. Leaving the skin on helps the squash slices maintain their shape during cooking, provides those attractive scalloped edges, and even contributes a slight earthy flavor. Just ensure you wash the squash thoroughly before cutting.
Cutting acorn squash can be a bit challenging due to its firm texture and distinct ridges, but it’s manageable with the right approach. Start by using a heavy, very sharp chef’s knife for safety and efficiency. To create a stable cutting surface, trim a thin slice off both the top and bottom ends of the squash so it can stand flat. Then, stand it upright and carefully cut down through the center, splitting it into two halves. Use a sturdy spoon to scoop out the seeds and fibrous strands. Finally, lay the halves flat on your cutting board and slice them crosswise into uniform ¾ to 1-inch thick wedges or rings for even roasting. If the squash is particularly hard, microwaving it for 45-60 seconds whole can soften the skin, making it much easier to cut.
More Delightful Fall Side Dish Recipe Ideas
As the weather cools and leaves change, our kitchens fill with the comforting aromas of seasonal cooking. If you’re looking for more vibrant and flavorful side dishes to complement your roasted meats or holiday main courses, explore these easy fall vegetable recipes. Each is simple to prepare, naturally gluten-free, and bursting with the rich, comforting flavors of the season:
- Maple Roasted Carrots (Easy Glazed Carrots Recipe)
- Corn Souffle (From Scratch No Jiffy Mix)
- Sautéed Brussels Sprouts with Lemon and Thyme
- Gluten Free Thanksgiving Stuffing Recipe
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📖 Recipe

Maple Glazed Roasted Acorn Squash Slices
Sally Cameron
Pin Recipe
Equipment
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Baking sheet
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Baking parchment paper or foil
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Pastry brush for brushing on the glaze
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Sharp chef’s knife. 9″ or 10″
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large circular cookie cutter or cutting rings optional, but a handy kitchen addition.
Ingredients
- 2 medium (1½ pound each) acorn squash
- 1 tablespoon pure maple syrup or monk fruit maple syrup for a lower sugar option
- 1 tablespoon extra virgin olive oil
- ¼ teaspoon ground nutmeg
- ¼ teaspoon ground allspice
- ¼ teaspoon ground ginger
- ¼ teaspoon sea salt
Optional garnishes
- 2-3 tablespoons pomegranate seeds (arils)
- 2-3 tablespoons toasted pumpkin seeds (pepitas)
- 1 tablespoon fresh chopped parsley
Instructions
Prepare for Roasting & Make the Glaze
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Pre-heat your oven to 425°F (220°C). Line a large baking sheet with parchment paper or aluminum foil for easy cleanup. In a small bowl, whisk together the maple syrup, olive oil, all the warm spices (nutmeg, allspice, ginger), and sea salt to create your flavorful glaze.
Safely Slice the Acorn Squash
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For stability, place a damp kitchen towel or a non-slip board mat under your cutting board. Using a large, sharp, heavy chef’s knife (8-10 inches), carefully slice a small piece off the top and bottom ends of each acorn squash so they can stand flat. Stand the squash upright on one of the flat ends and cut straight down through the center, splitting it into two halves. With a sturdy spoon, scoop out all the seeds and fibrous strands from both halves and discard them.
Slice and Trim the Squash Rings
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Lay the squash halves flat side down on your cutting board. Slice each half crosswise into uniform ¾-inch thick rings. To achieve a perfectly clean and attractive edge, use a small, round cookie cutter or a paring knife to remove any remaining stringy bits from the center of each squash ring.
Roast to Caramelized Perfection & Serve
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Arrange the prepared acorn squash slices in a single layer on your parchment-lined baking sheet. Generously brush both sides of the slices with the maple glaze you prepared earlier. Roast in the preheated oven for 16-18 minutes, or until the squash is beautifully tender when pierced with the tip of a sharp knife and shows delicious caramelization on the edges.
Once roasted, carefully transfer the warm slices to a serving platter. For a stunning presentation and added flavor, sprinkle generously with fresh pomegranate seeds and toasted pumpkin seeds (pepitas) just before serving. Enjoy!
Notes
For an aromatic and unique alternative, consider using Chinese Five Spice blend. This warm and complex spice blend offers a wonderful flavor profile that pairs exceptionally well with acorn squash. Use it in the same quantity as the mixed fall spices.