Roasted Butternut Squash and Wild Mushroom Dressing
Roast the butternut squash cubes tossed with cinnamon, chili powder, salt, pepper and olive oil at 400Β° until soft and just beginning to brown. Melt the butter, cook the onion and celery until softened, then add the mushrooms and thyme and cook until golden, and stir in the kale until wilted. Combine the bread cubes, squash and vegetables with the canned soup and chicken broth, adding more stock if too dry. Transfer to a casserole dish, dot with butter and bake at 400Β° until cooked through.
Dressing has a way of quietly becoming everyone's favorite part of the holiday plate, and this one earns that devotion honestly. Roasted butternut squash brings a mellow sweetness, wild mushrooms lend an earthy, savory depth, and everything is bound together into a dish that is tender within and crisp on top. It is autumn gathered into a single pan — the kind of side that guests return to long after the turkey has been claimed.
The Roasted Harvest Base
Roast the butternut squash until its edges caramelize and its sweetness concentrates — that deep, golden color is where its flavor comes alive. Roasting rather than steaming keeps each piece distinct and rich, so it holds its own once folded into the dressing.
Caramelizing the Mushrooms and Building the Dressing
Cook the wild mushrooms in a hot pan until they release their moisture and turn deeply golden and savory, then fold them together with the squash and the bread so everything binds. Bake it until the top crisps and the inside stays tender — the contrast of crackling top and soft center is the whole pleasure of a good dressing.

Roasted Butternut Squash and Wild Mushroom Dressing
Ingredients
- 1 small butternut squash, peeled, seeded, and diced into ΒΌ-inch cubes
- 1 teaspoon ground cinnamon
- 1 teaspoon ground chili powder
- 2 tablespoons olive oil
- 1 teaspoon kosher salt, plus more for veggies
- Β½ teaspoon coarse black pepper, plus more for veggies
- Β½ cup unsalted butter, 1 stick, plus extra for dotting
- 1 large yellow onion, peeled and diced into ΒΌ-inch cubes
- 1 celery head, 8 or more stalks, ends trimmed and diced into ΒΌ inch cubes
- Β½ pound fresh assorted wild mushrooms, sliced (about 2 cups)
- 2 tablespoons fresh thyme, chopped
- 1 bunch fresh kale, thick stems removed and chopped (about 4 cups)
- 6 cups day-old crusty bread, cut into 1-inch cubes (or 1 12-ounce package unseasoned stuffing cubes)
- 1 10 ΒΌ-ounce can condensed cream of mushroom soup
- 1 cup or more low-sodium chicken broth (or homemade stock)
Method
- Preheat the oven to 400Β°.
- Place the butternut squash cubes onto a baking sheet and toss with cinnamon, chili powder, salt, pepper and olive oil.
- Roast until the cubes are soft and just beginning to brown, about 10 to 15 minutes.
- Melt the butter in a large saute pan over medium high heat.
- Add the onion and celery. Cook until softened, about 10 minutes.
- Add the mushrooms and thyme. Cook until golden, about another 10 minutes.
- Stir in the kale until wilted, about 5 minutes more. Season with salt and pepper.
- Place the bread cubes into a large bowl.
- Add the butternut squash and the rest of the vegetables.
- Stir in the canned soup.
- Add 1 cup chicken broth. Stir to combine the dressing ingredients. If it appears too dry, add more stock to get the consistency that you want.
- Transfer dressing to a casserole dish and dot with small pieces of butter.
- Bake at 400Β°until it is cooked through, about 20 to 25 minutes.
The Heart of the Table
A great dressing is comfort you can pass in a dish — homey, generous, and rooted in the season. Setting one on the holiday table is a way of honoring the harvest and the gathering both, and there is something deeply hospitable about a side so beloved that guests quietly hope to take the leftovers home.
The Art of the Host
Roast the squash in a single layer with room to breathe so it caramelizes rather than steams. Bake the dressing until the top is crisp and golden, and if it is holding before the meal, a few minutes back in a hot oven will revive that crackling top.
Neighborly Grace
- The Preparation: You can roast the squash and sautΓ© the mushrooms a day ahead, then assemble and bake the dressing on the day itself. If made fully ahead, refresh it in a hot oven just before serving to bring back the crisp top.
- The Pour: A lightly oaked Chardonnay or an earthy Pinot Noir flatters the mushrooms and squash alike; for a non-alcoholic option, a sparkling pear cider brings a gentle sweetness that echoes the roasted squash.
- The Vibe: Serve it straight from a handsome baking dish, its top crisp and golden, set among the other holiday sides. It belongs to the abundant, passed-around spirit of the season — a dish meant to be shared, seconds and all, in warm and grateful company.