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Roasted Pear and Delicata Squash with Fall Greens.

RECIPE: Roasted Pears and Delicata Squash with Fall Greens

  • Author: Catherine Walthers
  • Yield: Serves 4-6 1x


Units Scale
  • 1 medium delicata squash, washed, halved, seeded, and sliced into 1/2-inch crescents
  • olive oil, divided
  • 1 tablespoon maple syrup
  • 3 pears
  • 1 bunch kale, either Italian or curly kale, stems removed and rinsed
  • 1/2 head radicchio, torn into pieces
  • 1/4 head frisee lettuce, if available, torn into pieces
  • 1/2 cup pomegranate seeds or dried cranberries
  • 1/2 cup walnuts, toasted and roughly chopped
  • Garnish: Feta, blue, or goat cheese, optional


  • 2 tablespoons apple cider vinegar
  • 1 tablespoon maple syrup
  • 2 teaspoons minced shallots
  • 5 tablespoons olive oil
  • Two pinches of salt, or more to taste


  1. Preheat oven to 350°F. Line two baking sheets with parchment paper. Place squash crescents on one and drizzle with olive oil to coat. Season with salt. Place in the oven to bake, flipping halfway through, for 25 to 30 minutes, or until tender. When they come out of the oven, drizzle with 1 tablespoon maple syrup and gently mix to coat the squash pieces. Set aside.
  2. Peel pears, cut in half, and scoop out the core with a spoon. Place on the other baking sheet and rub each pear with olive oil. Place pears cut side down, and bake for about 30 to 40 minutes. The pears should be lightly browned on the cut side and easily pierced with a fork.
  3. While the pears and squash are baking, prepare the salad and make the dressing. Roughly chop the kale and add to a large bowl. Add 2 pinches of kosher salt and drizzle with 1 tablespoon of oil and vigorously toss and massage the salt and oil into the kale with your fingers until well coated and kale leaves are thoroughly softened and tenderized.
  4. Place the kale in a wide salad bowl along with the radicchio and frisee, if you found some.
  5. Whisk the apple cider vinegar, maple syrup, shallots, olive oil, and salt together in a small bowl for the dressing.
  6. Dress the salad with most of the dressing, saving a little. When the pears and squash have cooled for a few minutes, mix in the squash first and then top the salad with the pears. Drizzle the rest of the dressing and garnish with the nuts and pomegranate seeds. You can roast both earlier in the day, but reheat briefly before serving.