Roasted Delicata Squash Kale Salad with Pearl Barley

Prep: 15 minCook: 25 min2 servingsmedium
Roasted Delicata Squash Kale Salad with Pearl Barley

A hearty autumn salad combining tender roasted delicata squash seasoned with coconut sugar and cinnamon, chewy pearl barley, and massaged kale. The creamy lemon balsamic vinaigrette made with Greek yogurt and honey balances the earthy flavors while dried cranberries and pepitas add sweetness and crunch. Perfect as a complete meal or substantial side dish for fall gatherings, this nutrient-dense salad offers satisfying textures and seasonal flavors that make healthy eating feel indulgent.

Ingredients

2 servings
  • 1 Delicata Squash
  • 1 teaspoon Coconut Sugar
    Brown Sugar1:1traditional

    Regular brown sugar works equally well for caramelizing

    Full guide →
  • 1 teaspoon Parmesan Cheese
  • ½ teaspoon Ground Cinnamon
  • 5 cup Kale
    Baby Spinach1:1mildertender

    Baby spinach requires no massaging and has milder flavor

    Full guide →
  • ¼ cup Pearl Barley
    Quinoa1:1gluten-freegluten-free

    Cook quinoa instead of barley for gluten-free option

    Full guide →
  • 1 ½ ounce Goat Cheese
    Feta Cheese1:1milder flavor

    Use crumbled feta for similar texture with less tang

    Full guide →
  • ¼ cup Dried Cranberries
    Pomegranate Seeds1:1freshtart

    Fresh pomegranate seeds add tartness and pop

    Full guide →
  • 2 tablespoon Pepitas
  • 1 tablespoon Balsamic Vinegar
  • 1 tablespoon Extra-Virgin Olive Oil
  • 1 Lemon, juice
  • 1 tablespoon Honey
  • ¼ cup Plain Greek Yogurt
  • 3 tablespoon Water
  • ¼ teaspoon Salt
  • ¼ teaspoon Garlic Powder
  • teaspoon Ground Black Pepper
  • Nonstick Cooking Spray

Instructions

  1. 1

    Preheat oven to 400 degrees F

  2. 2

    Spray baking sheet with nonstick cooking spray

  3. 3

    Remove seeds from delicata squash and cut into 1/2-inch slices

  4. 4

    Sprinkle squash with coconut sugar, parmesan cheese, and ground cinnamon

  5. 5

    Bake squash for 12-15 minutes until cooked through

  6. 6

    Cook pearl barley according to package directions or add barley to water, bring to boil, then simmer for 20-25 minutes until soft and chewy

  7. 7

    Add balsamic vinegar, olive oil, lemon juice, honey, Greek yogurt, water, salt, garlic powder, and black pepper to small mason jar

  8. 8

    Whisk vinaigrette for 20-30 seconds until well blended

  9. 9

    Divide kale between two large bowls or plates

  10. 10

    Top each with roasted delicata squash, barley, goat cheese, dried cranberries and pepitas

  11. 11

    Drizzle with creamy lemon balsamic vinaigrette

Tips

Tip 1

Massage kale leaves with a pinch of salt before assembling to soften them and reduce bitterness for better texture and flavor.

Tip 2

Toast pepitas in a dry pan for 2-3 minutes before adding to enhance their nutty flavor and crunch.

Tip 3

Make extra vinaigrette to store in the refrigerator for up to one week for quick salad preparation.

Good to Know

Storage

Assembled salad keeps 1-2 days refrigerated, store dressing separately

Make Ahead

Roast squash and cook barley up to 3 days ahead, store refrigerated

Serve With

Serve immediately after dressing for best texture, kale will wilt if dressed too long

See pairing guide →

Common Mistakes

Watch

Massage kale before assembling to avoid tough, bitter leaves

Watch

Don't overdress salad to avoid soggy greens

Watch

Remove squash seeds completely to avoid bitter flavor

Substitutions

Gluten-Free Swaps

Pearl Barley
Quinoa1:1gluten-freegluten-free

Cook quinoa instead of barley for gluten-free option

Full guide →

General Alternatives

Coconut Sugar
Brown Sugar1:1traditional

Regular brown sugar works equally well for caramelizing

Full guide →
Goat Cheese
Feta Cheese1:1milder flavor

Use crumbled feta for similar texture with less tang

Full guide →
Dried Cranberries
Pomegranate Seeds1:1freshtart

Fresh pomegranate seeds add tartness and pop

Full guide →
Kale
Baby Spinach1:1mildertender

Baby spinach requires no massaging and has milder flavor

Full guide →
Find more substitutions →

FAQ

Can I use regular winter squash instead of delicata?

Yes, butternut or acorn squash work well. Peel them first and cut into cubes, then roast for 20-25 minutes until tender.

How long does the vinaigrette keep in the refrigerator?

The Greek yogurt vinaigrette stays fresh for up to one week refrigerated. Whisk before using as ingredients may separate.

Can I make this salad vegan?

Replace goat cheese with nutritional yeast or vegan cheese, substitute honey with maple syrup, and use coconut yogurt instead of Greek yogurt.