Roasted Delicata Squash Salad with Buttermilk Dressing

Roasted Delicata Squash Salad with Buttermilk Dressing

Velvety roasted delicata squash with caramelized edges meets bitter radicchio and peppery arugula, bound by a cool, tangy buttermilk dressing with a warm whisper of chile. Toasted pumpkin seeds add crunch.

45mEasy4 servings
Remix

Equipment

Rimmed sheet pan
Parchment paper*
Chef's knife
Cutting board
Spoon
Small mixing bowl
Large mixing bowl
Whisk
Microplane or fine grater*
Small skillet*

* optional

Ingredients

4 servings

Roasted Squash

  • 500 g delicata squash, trimmed, halved, seeded, sliced 1 cm thick
  • 15 ml olive oil
  • 4 g ancho chile powder
  • 2 g fine sea salt

Buttermilk Dressing

  • 60 ml buttermilk, well-shaken, cold
  • 15 g mayonnaise
  • 30 ml extra-virgin olive oil
  • 10 ml lemon juice
  • 20 g shallot, finely minced
  • 1 garlic, finely grated
  • 5 ml honey
  • 1 g ancho chile powder
  • 2 g fine sea salt
  • 1 g black pepper, freshly ground

Greens and Assembly

  • 200 g radicchio, torn into bite-size pieces, tough core removed
  • 100 g baby arugula, washed and thoroughly dried
  • 20 g pumpkin seeds
  • 20 g parmesan cheese, finely shaved with a vegetable peeler or finely grated

Nutrition (per serving)

Nutrition is estimated per serving. Nutrients without complete source data are omitted.

243
Calories
7g
Protein
17g
Carbohydrates
18g
Fat
6g
Sugar
Full nutrition

Only basic nutrition values are available for this recipe. More detailed nutrient data is incomplete.

Calories
243 kcal
Protein
7 g
Carbohydrates
17 g
Fat
18 g
Sugar
6 g

Sources: Aggregated Public Data, USDA FoodData Central

Method

01

Preheat the oven to 220°C (425°F). Line a rimmed sheet pan with parchment paper if desired for easier cleanup.

02

Halve the delicata squash lengthwise. Scoop out the seeds with a spoon and discard them, or reserve for toasting. Slice each half into 1 cm half-moons. The skin is tender and fully edible, so no peeling is needed.

5mLook for: Uniform 1 cm thick half-moons with clean, even edges
03

Place the sliced squash on the sheet pan. Drizzle with olive oil and sprinkle with ancho chile powder and salt. Toss with your hands or tongs until every piece is lightly and evenly coated, then spread in a single layer with space between pieces.

3m
04

Roast the squash on the middle rack until the edges are deeply caramelized and the flesh is fork-tender, 22 to 25 minutes. Flip the pieces once at the halfway point for even browning.

25mLook for: Edges turn deep golden brown with crisp, dark tipsFeel: A fork slides into the flesh with slight resistance
05

While the squash roasts, prepare the dressing. Finely mince the shallot and grate the garlic on a microplane. Combine both in a small mixing bowl.

3m
06

Whisk the buttermilk, mayonnaise if using, olive oil, lemon juice, honey, chile powder, salt, and pepper into the shallot and garlic. Whisk until smooth and slightly thickened. Taste and adjust the seasoning with more salt, lemon, or honey as desired.

3m
07

If using pumpkin seeds, heat a small dry skillet over medium heat. Add the seeds and toast, shaking the pan frequently, until they pop and smell nutty, 2 to 3 minutes. Transfer to a plate to cool.

3mLook for: Seeds turn lightly golden and begin to popFeel: Light and crispy when lifted from the pan
08

Tear the radicchio into bite-size pieces and combine with the arugula in a large mixing bowl. Drizzle about half of the dressing over the greens and toss gently until evenly coated.

2m
09

Arrange the dressed greens on a platter or divide among plates. Top with the warm roasted squash. Drizzle with the remaining dressing and scatter the toasted pumpkin seeds and shaved parmesan over the top. Serve immediately while the squash is still warm.

3m

Chef's Notes

  • Delicata squash has tender, edible skin, which removes the need to peel, saves prep time, and adds color contrast on the plate.
  • Roasting at high heat is critical for the natural sugars to caramelize; lower temperatures will produce a steamed, bland result without the deep color.
  • The contrast between warm squash, cool greens, and cold dressing creates a layered eating experience with multiple temperatures in each bite.
  • Tearing radicchio by hand exposes more surface area to absorb the dressing and avoids the oxidation that knife cuts cause along leaf edges.
  • Ancho chile powder delivers a mild, fruity heat. New Mexico chile powder gives a slightly earthier note, while smoked paprika shifts the dish in a different direction.

Storage

Refrigerator: 2 daysStore components separately. Dressed greens wilt quickly, so assemble just before serving. Roasted squash keeps 4 days, dressing keeps 5 days, and washed greens keep 2 days. Cool leftovers promptly and refrigerate within 2 hours.

Freezer: 2 monthsRoasted squash freezes well in an airtight container. Do not freeze the dressed salad, raw greens, or the buttermilk dressing.

Reheating: Reheat roasted squash in a 190°C/375°F oven for 5 to 7 minutes, or warm briefly in a dry skillet over medium heat. Do not reheat the dressed greens.

Troubleshooting

Squash is pale and soft with no caramelized edges

Cause: Oven was not hot enough, the pan was overcrowded, or the squash was stirred too often

Fix: Cannot be reversed, but a 1 to 2 minute broil at the end can encourage browning; watch closely to avoid burning

Prevention: Confirm the oven reaches 220°C/425°F before roasting, spread the squash in a single layer with space between pieces, and flip only once at the halfway point

Dressing separates or looks watery

Cause: Buttermilk fat content varies and the oil was added too quickly without proper emulsification

Fix: Whisk vigorously for 30 seconds to re-emulsify, or whisk in 5g more mayonnaise as a binder

Prevention: Whisk steadily while slowly drizzling in the olive oil, and add mayonnaise for extra stability

Greens wilt immediately and the salad looks soggy

Cause: Squash was added while too hot, or too much dressing was used too far in advance

Fix: Cannot be fully reversed; serve right away and reduce the amount of dressing next time

Prevention: Let the squash cool for 2 to 3 minutes before plating and dress the greens only just before serving

Cultural Context

This dish reflects contemporary American harvest cooking, where bitter chicories like radicchio and peppery arugula are paired with sweet roasted winter squash to celebrate the season's produce. Buttermilk dressings draw on American farmhouse traditions common across the South and Midwest, while the chile powder nods to Southwestern influences that have become a defining feature of modern American salads. Together these elements blend several regional traditions into a single, unified plate.

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