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Italian Roasted Delicata Squash Salad with Creamy Sicilian Dressing

This Italian Roasted Delicata Squash Salad with Creamy Sicilian Dressing is a beautiful combination of sweet, savory, and vibrant Mediterranean flavors. Tender roasted delicata squash is paired with crisp greens, seasonal ingredients, and a rich, tangy Sicilian-inspired dressing made with fresh herbs, garlic, and creamy goodness. Perfect for fall entertaining, holiday tables, or a light meal, this salad brings together simple ingredients with classic Italian flair.
Prep Time 15 minutes
Cook Time 30 minutes
Total Time 45 minutes
Course Salad, Side Dish
Cuisine Italian
Servings 6 side dish
Calories 280 kcal

Ingredients
  

Roasting the Delicata Squash:

  • 1 medium delicata squash, scrubbed and sliced into ½-inch half-moons (skin on)
  • 2 Tbsp. extra virgin olive oil
  • salt and pepper to taste
  • 1 Tsp. garlic powder (optional)
  • 1 Tsp. fresh thyme or sage, chopped (optional)

Salad Ingredients:

  • 4 cups arugula
  • 2 Tbsp. toasted pumpkin seeds (pepitas)
  • 1/2 cup shaved Parmesan

Creamy Sicilian Dressing Ingredients:

  • 3 Tbsp. mayonnaise or Greek yogurt
  • 1 cup extra virgin olive oil
  • cup red wine vinegar
  • ¼ cup lemon juice
  • 1 clove garlic minced
  • 2 tsp. dried oregano
  • Salt and pepper to taste

Instructions
 

  • Preheat the Oven:
    Preheat your oven to 425°F (220°C). Line a baking sheet with parchment paper.
  • Roast the Squash:
    Toss the sliced delicata squash with olive oil, salt, pepper, garlic powder, and herbs. Spread in a single layer on the baking sheet. Roast for 20–25 minutes, flipping halfway through, until tender and golden at the edges.
  • Make the Dressing:
    In a small bowl, whisk together mayonnaise (or Greek yogurt), olive oil, red wine vinegar, lemon juice, minced garlic, oregano, salt, and pepper until smooth and creamy.
  • Assemble the Salad:
    In a large bowl, place the arugula and roasted delicata squash. Drizzle with the creamy Sicilian dressing and toss gently. Sprinkle with toasted pumpkin seeds and shaved Parmesan.
  • Serve:
    Serve immediately as a warm salad or let the squash cool slightly for a room-temperature version. Perfect as a side dish or a light Italian-inspired meal.
Keyword Italian roasted delicata squash salad