Roasted Squash Salad with Parmesan-Peppercorn Dressing Recipe
Introduction
Roasted Squash Salad with Parmesan-Peppercorn Dressing is a vibrant and satisfying dish perfect for both weeknights and holiday tables. Featuring sweet delicata squash, crunchy kale, and a rich, nutty dressing, this salad offers a delightful balance of flavors and textures.

Ingredients
- 2 delicata squash, halved lengthwise and seeded
- 1 red onion, sliced
- 2 tablespoons olive oil, plus more for drizzling
- 1 tablespoon maple syrup
- 1 teaspoon chili powder
- 1/2 teaspoon garlic powder
- Optional: 1/2 teaspoon smoked paprika and/or cumin
- 1 teaspoon fresh thyme leaves
- Salt, to taste
- 4 cups kale, stems removed and leaves torn
- 1/2 cup walnuts
- 1/2 cup panko breadcrumbs
- 1/2 cup freshly grated Parmesan cheese, divided
- 1/4 cup mayonnaise (preferably avocado oil mayo) or full-fat Greek yogurt
- 1 tablespoon lemon juice
- 1 teaspoon Dijon mustard
- Freshly cracked black pepper, to taste
Instructions
- Step 1: Slice the delicata squash halves lengthwise again to make four segments. Cut each segment into 1/2-inch thick pieces. In a large bowl, combine the squash, sliced red onion, olive oil, maple syrup, thyme, chili powder, garlic powder, optional paprika and/or cumin, and salt. Toss well to coat everything evenly.
- Step 2: Spread the squash and onion mixture on a baking sheet in a single layer. Roast in a preheated 425°F (220°C) oven for 35 minutes, tossing halfway through to ensure even cooking and caramelization.
- Step 3: While the vegetables roast, prepare the dressing. In a bowl, whisk together mayonnaise, lemon juice, Dijon mustard, freshly cracked black pepper, and salt. Slowly drizzle in olive oil while whisking constantly to emulsify. Stir in half of the grated Parmesan and set the dressing aside.
- Step 4: On another baking sheet, toss walnuts, remaining Parmesan, and panko breadcrumbs with a drizzle of olive oil. During the last 10 minutes of roasting the vegetables, place this baking sheet in the oven. Toast for 7 to 10 minutes, shaking the pan every few minutes, until golden and fragrant. Watch closely to prevent burning.
- Step 5: Place the kale in a large bowl and drizzle lightly with olive oil. Massage the oil into the kale leaves until they soften slightly. Add the roasted squash and onion, along with half of the toasted walnut-Parmesan breadcrumb mixture. Toss gently to combine. Spoon the Parmesan-peppercorn dressing over the salad and garnish with the remaining breadcrumb mixture before serving.
Tips & Variations
- You can substitute arugula for kale for a peppery twist and softer texture.
- Adjust the spice blend on the squash to suit your taste—try adding cumin or smoked paprika for depth.
- For a protein boost, add shredded chicken, salmon, or chickpeas to make the salad a complete meal.
- If you prefer a lighter dressing, swap mayonnaise with full-fat Greek yogurt.
Storage
This salad is best enjoyed warm or at room temperature. Store leftover salad in an airtight container in the refrigerator for up to 3 days. The breadcrumbs will lose their crunch but the flavors will remain vibrant. Remove the salad from the fridge about 30 minutes before serving to let the squash warm slightly. The dressing can be made up to 2 days ahead and kept refrigerated in a sealed container.
How to Serve

Serve this delicious recipe with your favorite sides.
FAQs
Can I use a different type of squash?
Yes, though delicata squash is preferred for its tender, edible skin and sweet flavor. Butternut or acorn squash can be used if peeled, though the texture and cooking time may vary.
How do I keep the kale from becoming soggy?
Massaging the kale with olive oil helps soften it while maintaining a pleasant texture. Additionally, adding the dressing just before serving prevents the leaves from wilting too much.
PrintRoasted Squash Salad with Parmesan-Peppercorn Dressing Recipe
A vibrant and satisfying Roasted Squash Salad featuring delicata squash caramelized with a sweet-spicy chili-maple glaze, tender roasted red onions, fibrous kale, and crunchy walnut-Parmesan-panko breadcrumbs, all tossed in a rich and nutty Parmesan-Peppercorn dressing. Perfect as a festive holiday side or a wholesome weeknight entree base.
- Prep Time: 15 minutes
- Cook Time: 35 minutes
- Total Time: 50 minutes
- Yield: 4 servings 1x
- Category: Salad
- Method: Roasting
- Cuisine: American
- Diet: Vegetarian
Ingredients
Squash and Vegetables
- 1 delicata squash, halved lengthwise, seeds scooped, cut into 1/2-inch slices
- 1 small red onion, sliced
- 2 tablespoons olive oil, divided
- 1 tablespoon pure maple syrup
- 1 teaspoon dried thyme
- 1/2 teaspoon chili powder
- 1/2 teaspoon garlic powder
- 1/4 teaspoon smoked paprika (optional)
- 1/4 teaspoon ground cumin (optional)
- 1/2 teaspoon salt, divided
Dressing
- 1/4 cup mayonnaise (preferably avocado oil mayonnaise)
- 1 tablespoon fresh lemon juice
- 1 teaspoon Dijon mustard
- 1/2 teaspoon freshly cracked black pepper
- 1/4 teaspoon salt
- 1/4 cup olive oil
- 1/4 cup freshly grated Parmigiano-Reggiano cheese
Breadcrumb Topping
- 1/4 cup walnuts, chopped
- 1/4 cup panko breadcrumbs
- 2 tablespoons freshly grated Parmigiano-Reggiano cheese
- 1 tablespoon olive oil
Salad Base
- 5 cups kale, tough stems removed, leaves torn into bite-size pieces
- 1 tablespoon olive oil (for massaging kale)
Instructions
- Season Squash and Red Onion: Slice the delicata squash in half lengthwise and scoop out seeds. Cut each half lengthwise again into four segments and then slice each segment into 1/2-inch thick pieces. In a large bowl, combine the squash slices, red onion, 1 tablespoon olive oil, maple syrup, thyme, chili powder, garlic powder, smoked paprika (if using), cumin (if using), and 1/4 teaspoon salt. Toss everything well to coat all pieces evenly with the oil and seasoning.
- Roast Vegetables: Spread the seasoned squash and onion out in a single layer on a rimmed baking sheet. Roast in a preheated oven at 425°F (220°C) for about 35 minutes, tossing the vegetables halfway through cooking to ensure even caramelization and tenderness.
- Prepare Parmesan-Peppercorn Dressing: In a medium bowl, whisk together mayonnaise, fresh lemon juice, Dijon mustard, cracked black pepper, and remaining 1/4 teaspoon salt. Slowly drizzle in 1/4 cup olive oil while constantly whisking to emulsify until the dressing is smooth and creamy. Stir in the grated Parmesan cheese until fully incorporated; set aside.
- Toast Walnut-Parmesan Breadcrumbs: On a separate baking sheet, combine chopped walnuts, panko breadcrumbs, grated Parmesan cheese, and 1 tablespoon olive oil. During the last 10 minutes of roasting the squash and onions, place this pan in the oven and bake for 7 to 10 minutes, stirring or shaking the pan every few minutes to toast evenly and avoid burning. Remove when golden and crisp.
- Assemble Salad: Place kale leaves in a large bowl and drizzle with 1 tablespoon olive oil. Massage the oil into the kale leaves with your hands for about 1-2 minutes until the leaves soften and darken in color. Add the roasted squash and red onion on top along with half of the toasted walnut-Parmesan breadcrumb mixture. Toss everything gently to combine. Spoon the Parmesan-Peppercorn dressing over the salad and garnish with the remaining toasted breadcrumb topping before serving.
Notes
- Delicata squash does not require peeling due to its thin, edible skin—simply scoop out seeds before slicing.
- Dress kale ahead of time and massage well to maintain crispness and maximize tenderness.
- Use fresh cracked peppercorns for the best flavor impact in the dressing.
- The dressing can be prepared up to 2 days in advance and refrigerated in a sealed container.
- Salad is best enjoyed warm or at room temperature; if refrigerated, allow it to sit out 30 minutes before serving for optimal flavor.
- Breadcrumb topping offers texture but will lose crispness if stored long—toast fresh if possible.
- Substitute arugula for kale if preferred for a different texture and peppery note.
- Add protein such as shredded chicken, salmon, or chickpeas to make this salad a complete entree.
Keywords: Roasted squash salad, delicata squash recipe, winter squash salad, kale salad, Parmesan dressing, holiday side dish
