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A salad in a white bowl featuring kale, roasted butternut squash, fennel slices, dates, seeds, and shaved parmesan on top. The dish is placed on a wooden cutting board.
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5 from 1 vote

Kale & Squash Winter Salad

This Kale & Squash Winter Salad combines roasted squash, caramelized dates, apple, and fennel for a vibrant, flavorful dish. Topped with a tangy homemade dressing, this customizable salad is perfect for winter meals or meal prep. Ready in under 30 minutes!
Prep Time15 minutes
Cook Time30 minutes
Total Time45 minutes
Course: Salad
Cuisine: American
Keyword: 30 minutes, Healthy dinner ideas, kale, salad
Servings: 4

Ingredients

Salad Ingredients:

  • 1 bunch Tuscan/Dino kale ribs removed, thinly sliced
  • 1 small squash butternut, honeynut, or koginut, peeled, seeded, and cut into 1-inch cubes
  • 1 apple thinly sliced
  • 1 small fennel bulb top removed, thinly sliced
  • 5 dates cubed
  • ¼ cup shaved manchego or parmigiano cheese
  • Olive oil
  • 1 tbsp butter
  • Salt and pepper

Dressing Ingredients:

  • ½ lemon or orange, zested and juiced
  • 1 tsp soy sauce
  • 1 tbsp balsamic vinegar
  • ¼ cup olive oil
  • Salt and pepper
  • 1 tsp honey optional

Instructions

Roast the Squash:

  • Preheat the oven to 400°F.
  • Peel, halve, and deseed the squash. Cut into 1-inch cubes.
  • Place on a baking sheet, drizzle with olive oil, and season with salt and pepper. Toss to coat.
  • Roast for 20–25 minutes, flipping halfway, until golden brown.
  • Rinse and dry the seeds. Spread on another baking sheet, drizzle with oil, season with salt, and bake for 10–15 minutes until golden. Set aside to cool.

Prep the Kale & Veggies:

  • Remove kale ribs and thinly slice the leaves.
  • Add kale to a large bowl with 1 tsp olive oil. Massage the leaves with your hands until softened.
  • Thinly slice the fennel and apple using a mandoline or sharp knife.

Make the Dressing & Toppings:

  • In a small bowl, zest and juice the orange (or lemon). Add soy sauce, balsamic vinegar, olive oil, salt, and pepper. Whisk to combine. Taste and adjust seasoning (add honey if the balsamic is tangy).
  • Melt butter in a small pan. Add chopped dates and sauté for 5 minutes until caramelized.

Assemble the Salad:

  • Add apple, fennel, roasted squash, and dressing to the bowl of kale. Toss well to coat.
  • Transfer to a serving plate. Top with toasted seeds, caramelized dates, and shaved cheese.

Nutrition

Calories: 227kcal | Carbohydrates: 43g | Protein: 6g | Fat: 6g | Saturated Fat: 3g | Polyunsaturated Fat: 0.5g | Monounsaturated Fat: 2g | Trans Fat: 0.1g | Cholesterol: 12mg | Sodium: 379mg | Potassium: 1055mg | Fiber: 8g | Sugar: 19g | Vitamin A: 20482IU | Vitamin C: 58mg | Calcium: 216mg | Iron: 2mg
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