This roasted delicata squash is a warm, flavorful side dish that’s perfect for fall and winter. I love how the squash caramelizes in the oven, becoming tender and slightly sweet, while the maple syrup and apple cider vinegar dressing adds brightness and depth. With shallots, spices, and just a touch of heat, this recipe is both comforting and elegant.

Why You’ll Love This Recipe

I like this recipe because it’s simple to prepare yet full of complex flavors. Delicata squash is especially easy to work with since I don’t need to peel it—the skin becomes tender and edible once roasted. The maple syrup highlights the squash’s natural sweetness, and the tangy vinegar balances everything beautifully. Optional spices like cumin and chili flakes let me customize the dish depending on my mood.

Ingredients

2 Delicata Squash, sliced into 1/2 inch rings, seeds removed (leave skin on, it’s edible)
4 shallots, quartered lengthwise
2 tablespoons olive oil
3 tablespoons maple syrup
1 teaspoon salt
1/2 teaspoon pepper
1/3 cup apple cider vinegar
3 tablespoons maple syrup
1/2 teaspoon Aleppo chili flakes (optional)
1 teaspoon cumin seeds (optional)
pinch salt

(Note: All ingredient amounts are listed in the recipe card below.)

Directions

  1. I preheat the oven to 425°F (220°C).
  2. I arrange the delicata squash rings and quartered shallots on a large baking sheet.
  3. I drizzle with olive oil, 3 tablespoons of maple syrup, salt, and pepper, then toss until everything is evenly coated.
  4. I spread the vegetables into a single layer so they roast evenly.
  5. I roast for 25–30 minutes, flipping halfway, until the squash is golden and caramelized and the shallots are tender.
  6. While the squash roasts, I whisk together the apple cider vinegar, 3 tablespoons maple syrup, chili flakes, cumin seeds, and a pinch of salt to make the dressing.
  7. Once the squash and shallots are done, I drizzle them with the dressing before serving.

Servings and Timing

This recipe makes about 4 servings. It takes 10 minutes to prep and 30 minutes to roast, so I usually have it ready in about 40 minutes.

Variations

Sometimes I add roasted nuts like pecans or walnuts for extra crunch. I also like tossing in pomegranate seeds for a burst of color and freshness. For a savory twist, I skip the maple syrup in the dressing and use a little soy sauce or miso paste instead.

Storage/Reheating

I store leftovers in an airtight container in the refrigerator for up to 3 days. To reheat, I spread the squash on a baking sheet and warm it in a 375°F oven until hot. This keeps the edges caramelized instead of softening like they would in the microwave.

FAQs

Do I need to peel delicata squash?

No, the skin is tender and edible once roasted, so I leave it on.

Can I make this recipe without shallots?

Yes, I sometimes substitute red onion or leave them out entirely.

Can I prepare the squash ahead of time?

Yes, I slice the squash and make the dressing in advance, then roast just before serving.

What does delicata squash taste like?

It has a mildly sweet, nutty flavor that’s similar to butternut squash but more delicate.

Can I use another type of squash instead?

Yes, acorn or butternut squash works, but I need to peel those varieties.

How do I keep the squash from getting soggy?

I spread the slices in a single layer and avoid overcrowding the pan so they roast instead of steam.

Can I make this dish spicy?

Yes, I add Aleppo chili flakes or a pinch of red pepper flakes to the dressing.

What can I serve this with?

I like pairing it with roasted chicken, or grain bowls it’s a versatile side dish.

Can I double the recipe?

Yes, I just use two baking sheets to avoid overcrowding.

Is this recipe vegan?

Yes, all the ingredients are plant-based, making it naturally vegan.

Conclusion

I enjoy making roasted delicata squash because it’s simple, seasonal, and packed with flavor. The maple glaze and tangy dressing highlight the squash’s natural sweetness, while the shallots and spices make it feel special. It’s a side dish I return to again and again during the cooler months.

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Roasted Delicata Squash

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Tender roasted delicata squash caramelized with maple syrup and shallots, finished with a tangy apple cider vinegar dressing—an easy, flavorful side dish for fall and winter.

  • Author: Julia
  • Prep Time: 10 minutes
  • Cook Time: 30 minutes
  • Total Time: 40 minutes
  • Yield: 4 servings
  • Category: Side Dish
  • Method: Roasting
  • Cuisine: American
  • Diet: Vegan

Ingredients

2 delicata squash, sliced into ½ inch rings, seeds removed (skin left on)

4 shallots, quartered lengthwise

2 tablespoons olive oil

3 tablespoons maple syrup (for roasting)

1 teaspoon salt

½ teaspoon black pepper

⅓ cup apple cider vinegar

3 tablespoons maple syrup (for dressing)

½ teaspoon Aleppo chili flakes (optional)

1 teaspoon cumin seeds (optional)

Pinch salt

Instructions

  1. Preheat oven to 425°F (220°C).
  2. Arrange delicata squash rings and shallots on a large baking sheet.
  3. Drizzle with olive oil, 3 tablespoons maple syrup, salt, and pepper. Toss to coat.
  4. Spread into a single layer for even roasting.
  5. Roast 25–30 minutes, flipping halfway, until squash is golden and caramelized and shallots are tender.
  6. Meanwhile, whisk apple cider vinegar, 3 tablespoons maple syrup, chili flakes, cumin seeds, and a pinch of salt to make dressing.
  7. Drizzle dressing over roasted squash and shallots before serving.

Notes

Add roasted pecans or walnuts for crunch.

Toss in pomegranate seeds for color and freshness.

For a savory variation, replace maple syrup in the dressing with soy sauce or miso paste.

Best reheated in the oven to keep edges caramelized.

Nutrition

  • Serving Size: 1 cup
  • Calories: 180
  • Sugar: 14g
  • Sodium: 350mg
  • Fat: 6g
  • Saturated Fat: 1g
  • Unsaturated Fat: 5g
  • Trans Fat: 0g
  • Carbohydrates: 32g
  • Fiber: 4g
  • Protein: 2g
  • Cholesterol: 0mg

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