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The Best Roasted Acorn Squash Wedges with Whipped Goat Cheese

roasted acorn squash wedges

These roasted acorn squash wedges start with a bourbon maple syrup glaze with a hint of cayenne pepper topped with whipped goat cheese with orange zest with fresh thyme garnished with cranberries that have been simmered in a fresh orange juice and a Michigan cherry port wine finished with candied pecans and a pop of pomegranate seeds!

Each bite tantalizes the tastebuds that leave you speechless wanting more and more!

roasted acorn squash wedges

Step 1: Clean and Roast the Squash

Wash the squash. Slice the top and bottom off. Cut the squash in half. Scoop out the seeds. Cut in half again the long way. Line a baking sheet with foil or parchment paper.

Step 2: Make the maple syrup/bourbon glaze.

Use high-quality maple syrup with bourbon (can skip the bourbon) with a hint of cayenne pepper. Brush the mixture on the wedges. Roast at for 20 minutes.

Step 3: Simmer the Cranberries

In a small saucepan simmer 1/3 cranberries with 1/3 cup of fresh orange juice with a splash of cherry port or bourbon or even brandy. Skip the alcohol if you like. Set aside.

Step 4: Make the whipped goat cheese

Add goat cheese with a tad of whipping cream with orange zest and fresh thyme, chopped and beat with hand mixer till creamy.

Step 5: Assemble Roasted Acorn Squash Wedges

Place squash on serving platter and add a tablespoon of whipped goat cheese top with the cranberries, and sprinkle the candied pecans (I use store-bought) along with the fresh pomegranate seeds topped with fresh thyme.

Savory’s Tips and Tricks

  • If you don’t want to use the alcohol just skip all together!
  • Substitute maple syrup with honey.
  • Subsitute fresh thyme with dry or use rosemary.
  • If you don’t like spicy use fresh black pepper instead for a mild taste.

Savory’s Pairing Recommendations

Make my famous annual tandoori turkey for a showpiece! Serve a gourmet pumpkin-shaped cheeseball for an appetizer!

Pair with a refreshing fall aperol spritz with dehydrated oranges and a sprig of rosemary!

For wine, I recommend Chardonnay, a dry Riesling, Pinot Noir, or a Chianti.

roasted acorn squash wedges

The Best Roasted Acorn Squash Recipes

An easy flavorful bold Holiday dish that will leave your family wanting more
Prep Time 15 mins
Cook Time 40 mins
Total Time 55 mins
Course Dinner
Cuisine American
Servings 4 servings


  • 2 acorn squash, cut into 4 wedges, deseeded

Bourbon Maple Syrup Glaze

  • 1/4 cup maple syrup
  • 1 tbsp bourbon or brandy or skip
  • 1 tbsp olive oil
  • 1/2 tsp cayenne pepper
  • 1/4 tsp pumpkin pie spice mix
  • 1/2 tsp kosher salt

Whipped Goat Cheese

  • 4 oz. goat cheese or feta cheese
  • 2 tbsp heavy whipping cream
  • 1 tbsp orange zest
  • 1 tsp fresh thyme, finely chopped or 1/2 tsp dried thyme
  • salt to taste

Port Infused Cranberries

  • 1/4 cup cranberries
  • 1/4 cup orange juice, freshly squeezed
  • 1 tbsp cherry port or brandy
  • salt to taste


  • Preheat the oven to 375F. Wash the squash well, then dry with a towel. Trim the top and bottom off each squash, then cut in half from top to bottom. Use a melon baller or spoon to remove the inner seeds and strings. Then cut into half again. Place on a lined baking sheet.
  • Whisk the bourbon maple syrup ingredients together with the maple syrup, olive oil, pumpkin pie spice, cayenne pepper, and salt until well incorporated. Brush the maple bourbon mixture onto both sides of the squash. Roast for 20 minutes. Then roast the squash for 25 minutes on the first side, then flip each slice over and bake for another 15 minutes, until caramelized and soft. 
  • In the meantime simmer the cranberries, orange juice, and the cherry port over medium heat until simmering then low heat for Set aside. Prepare the whipped goat cheese by blending all the ingredients in a medium-size bowl with hand mixer. Set aside.
  • Place the acorn slices on a serving platter. Scoop a tbsp of whipped goat cheese. Garnish with cranberries, pomegranate seeds, candied pecans, and fresh thyme.


  • Substitute Port and/or bourbon with brandy or skip altogether. 
  • Use chopped walnuts or regular pecans instead of candied pecans. 
  • Substitute fresh thyme for rosemary or use the dried version. 
  • Use honey versus maple syrup. 
  • Skip the cayenne if you don’t like spicy and use black pepper for a milder taste. 
Keyword fall recipes, holiday side dishes, roasted acorn squash

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