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Winter Squash Agrodolce

A delightful Italian-inspired dish featuring tender roasted kabocha and delicata squash glazed with a sweet-and-sour sauce made from honey, vinegar, chiles, and golden raisins. The agrodolce sauce adds a perfect balance of heat and sweetness to the caramelized winter squash.

6 servings
55 min
Published October 4, 2025
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Ingredients

  • •1 whole kabocha squash
  • •2 whole delicata squash
  • •2 tablespoons olive oil
  • •1 to taste Kosher salt and pepper
  • •2 whole Fresno chiles
  • •¾ cup red wine vinegar
  • •¼ cup honey
  • •2 tablespoons golden raisins
  • •1 teaspoons crushed red pepper flakes

Cooking Instructions

  1. 1.

    Preheat oven to 400°F. Place kabocha and delicata squash on separate large rimmed baking sheets. Drizzle with oil; season with salt and pepper. Roast, tossing occasionally, until squashes are golden brown and tender, 30-35 minutes for kabocha and 20-25 minutes for delicata.

    35 min

  2. 2.

    Meanwhile, bring chiles, vinegar, honey, raisins, red pepper flakes, and a pinch of salt to a boil in a small saucepan over medium heat. Reduce heat and simmer until syrupy, 8-10 minutes.

    10 min

  3. 3.

    Brush half of warm agrodolce over warm squash. Transfer to a platter.

    5 min

  4. 4.

    Just before serving, reheat remaining agrodolce, adding a splash of water if needed to loosen. Spoon over squash.

    5 min

  5. 5.

    Dish can be made 3 hours ahead. Store tightly wrapped at room temperature.

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Language: English
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