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This is the archived version of the Milk Street website and is no longer up to date.

Please visit 177milkstreet.com to see the current website with all of the latest recipes!

Agrodolce Acorn Squash

4 to 6 Servings

1 hour

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In Italian cooking, agrodolce translates as sweet-and-sour; the term also refers to a condiment of that flavor profile. Vinegar provides the “agro” and a sweetener the “dolce,” and dried fruits and nuts are common. Oftentimes, chilies, alliums and spices add layers of complexity. We roast acorn squash and finish it with an agrodolce mixture that takes on a glaze-like luster in the oven. We add toasted almonds as a garnish so they retain their crispness and contrast the velvetiness of the squash. Butternut squash will also work in the recipe, but it will need to be peeled.

4 to 6

Servings

1 hour

Ingredients

  • 1½-2

    pound acorn squash, halved lengthwise, seeded and sliced into 1-inch-thick half rings

  • 4

    tablespoons extra-virgin olive oil, divided

Directions

Reviews
Stuart I.
January 27, 2026
One of Milk Street's BEST!
So tasty and easy. . . . and couldn't stop eating it!
Jon S.
November 2, 2024
Garbage To Gold
C'mon, people, raisins are a straight-up disappointment in everything and acorn squash are the dumbest winter squash. That's how good this recipe is. A late-season CSA crowbarred me into this recipe and, honestly, kinda dynamite.
Tricia S.
January 14, 2023
Good Side or Vegetarian Main
We enjoyed this sprinkled with some fresh cheese for a main dish, garnished with pomegranate seeds. We left out about 1 1/2 T oil in the balsamic glaze and didn't miss it. We also roasted and seasoned the squash seeds as a garnish.

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