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Roasted Acorn Squash with Kale Pesto

Sweet, tender, and perfectly caramelized, this roasted acorn squash with kale pesto, dried cherries, and toasted walnuts is a perfectly cozy fall-flavored side dish.

Acorn Squash with Kale Pesto foodiecrush.com

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5 from 3 votes

Roasted Acorn Squash with Kale Pesto

Course Side DishCuisine AmericanKeyword roasted acorn squash

Prep Time 5 minutesCook Time 30 minutesTotal Time 35 minutes

Servings 4

Ingredients

  • 1 2-pound acorn squash
  • 2 tablespoons extra-virgin olive oil
  • ½ teaspoon kosher salt
  • ¼ teaspoon freshly ground black pepper
  • ¼ cup kale pesto , recipe below
  • 3 tablespoons dried tart cherries
  • ¼ cup water
  • ½ tablespoon red wine vinegar
  • 2 tablespoons toasted walnuts

Kale Pesto

  • ½ cup toasted walnuts
  • ½ cup grated Parmesan cheese
  • 2 garlic cloves
  • 2 cups lacinato or dinosaur kale leaves
  • 10 sage leaves
  • ½ cup extra-virgin olive oil
  • 1 tablespoon fresh lemon juice
  • ½ teaspoon kosher salt
  • ½ teaspoon freshly ground black pepper

Instructions

  • Preheat the oven to 400°F and line a large sheet pan with parchment paper.
  • Cut the squash in half, lengthwise, stem to stem. Use a sturdy spoon to scrape and scoop out the insides and discard them. Slice each squash halve into 1-inch-thick half moons.
  • Add the squash rings to a large bowl, along with the olive oil, salt, and pepper. Toss to evenly coat, then turn squash out into an even layer on the sheet pan. Roast for about 30 minutes, or until nice and caramelized.
  • Meanwhile, combine the dried cherries, water, and vinegar in a small saucepan, over low heat. Simmer for 2-3 minutes, or until the cherries are plump. Drain and set aside.
  • To serve, arrange the squash on a platter. Measure out almost ¼ cup of the pesto and dollop over the squash (use more or less if you like). Then top with toasted walnuts and cherries and serve immediately.

Kale Pesto (makes 1 cup)

  • Add roughly chopped garlic, toasted pine nuts and finely grated parmesan cheese to the bowl of a food processor and process until smooth.
  • Add the kale and sage, and pulse until chopped. While the processor is running, drizzle the olive oil through the shoot until the mixture is emulsified and smooth.
  • Add the lemon juice, salt and pepper, and whiz again. Taste for seasoning and adjust to your liking.

More Fall Squash Recipes to Try

  • Curry Lentil Soup with Butternut Squash and Greens
  • Harvest Squash and Ricotta Stuffed Shells
  • Miso Roasted Butternut Squash
  • Autumn Cobb Salad
  • Beef Stew with Butternut Squash
  • Vegetable Lasagna with Butternut Squash and Shiitake Mushrooms

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