Roasted Butternut Squash Winter Salad with Kale, Farro and Cranberry Dressing

When I was in Chicago, I became enamored with a roasted butternut squash, farro and goat cheese dish at Davanti Enoteca. I knew I had to recreate it at home. This Roasted Butternut Squash Winter Salad with Kale, Farro and Cranberry Dressing is meant to be served warm, and is my idea of a perfect fall dish – whether it is a side for Thanksgiving, or a simple lunch onto itself!
Roasted Butternut Squash Winter Salad in a white bowl on a wooden surface.
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Course Salad, Side Dish
Cuisine American, Italian
Prep Time 10 minutes
Cook Time 50 minutes
Servings 4 servings
Calories 777kcal
Author Liren Baker


For the Salad:

  • 1 butternut squash peeled, seeds removed and diced into 1/2 inch cubes
  • 4 cloves garlic
  • 4 tablespoons olive oil divided
  • 2 cups farro
  • kosher salt
  • freshly ground black pepper
  • 1 tablespoon butter
  • 1 shallot finely diced
  • 3 cups kale finely shredded
  • 1/4 cup feta cheese

For the Cranberry Dressing:

  • 3 tablespoons balsamic vinegar
  • 2 tablespoons unsweetened cranberry juice
  • 1/2 teaspoon kosher salt
  • 1/4 teaspoon freshly ground black pepper
  • 1/4 cup olive oil


  • Preheat the oven to 400°F.
  • Placed the butternut squash and garlic on a rimmed baking sheet, drizzle with about 2 tablespoons olive oil, season with salt and pepper, and toss well, using your hands to evenly coat the squash. Roast the squash in the oven for about 15-20 minutes, or until fork tender.
  • While the butternut squash and garlic roasts, place the farro and about 4-5 cups of cold water in a saucepan, season generously with kosher salt, and bring to a boil over medium high heat. Once the farro comes to a boil, lower heat to a simmer, cover, and let the farro cook for up to 40 minutes, or until the farro has bloomed. Check your farro package for instructions, as some farro may cook faster/longer.
  • When the butternut squash is tender, remove from the oven and set aside. Squeeze the garlic out of the peel into a small bowl, mash with a fork, and set aside. Discard garlic peel.
  • In a deep sided saute pan, heat remaining 2 tablespoons olive oil and butter over medium-low heat. Once the butter is melted, add the shallots and roasted garlic and cook for a minute or two, or until the shallots are translucent. Stir in the kale, butternut squash, and farro. Season to taste with salt and pepper. Remove from heat and let it sit while you make the cranberry dressing.
  • In a small bowl, whisk together the balsamic vinegar, cranberry juice, salt and pepper. While whisking, slowly drizzle in the olive oil. Stir in about half of the dressing into the warm salad. Stir in the feta cheese.
  • Transfer the salad to a serving dish and serve warm, with additional dressing on the side.
  • Roasting the butternut squash and garlic, as well as cooking the farro can be done in advance. I like to keep cooked farro in the refrigerator, which makes this dish come together faster.


Inspired by and adapted from Roasted Squash with Farro Whipped Goat Cheese, Hazelnuts and Watercress from Davanti Enoteca, Chicago, via


Calories: 777kcal | Carbohydrates: 110g | Protein: 16g | Fat: 34g | Saturated Fat: 7g | Cholesterol: 16mg | Sodium: 461mg | Potassium: 1233mg | Fiber: 20g | Sugar: 9g | Vitamin A: 25100IU | Vitamin C: 102mg | Calcium: 249mg | Iron: 5mg
Did you make this recipe?I'd love to see! Tag @kitchconfidante on Instagram and hashtag it #kitchenconfidante