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Roasted Butternut Squash with Sage & Bourbon Cranberries combines roasted chunks of butternut squash and sage with bourbon-soaked dried cranberries. A cranberry glaze made with honey and butter tops things off.

Make this special side dish for holiday dinners
Holiday menus are full of tradition – a turkey with gravy and stuffing for Thanksgiving…prime rib with creamy horseradish sauce and Yorkshire pudding for Christmas. These are dishes that our families look forward to eating all year long!
But – to keep things interesting – we always like to pair our main course with at least one side dish that falls a little out of the box. This year, Roasted Butternut Squash with Sage & Bourbon Cranberries is on the menu!
This easy and delicious side dish has deep, rich, complex flavors – with chunks of sweet, caramelized butternut squash flavored with fresh sage that crisps up as it roasts and infuses the dish.
Finally, bourbon-soaked cranberries and a honey-butter glaze is drizzled over the top – adding a sweet smoky taste that perfectly complements the flavors of the roasted squash.
Why you’ll love Roasted Butternut Squash with Sage & Bourbon Cranberries
- The combination of butternut squash, sage, bourbon and cranberries is wonderfully complex and sweet – and a perfect side dish with turkey or beef.
- It’s as delicious as it is pretty to look at. (Just imagine this on your holiday dinner table!)
Key Ingredients & Substitutions
- Butternut Squash – Start with a whole butternut squash (or two depending on the size) so you can cut the chunks into 2-inch pieces. While pre-cut butternut may be easier to work with, most of the time it is cut into smaller cubes. If you choose the pre-cut, adjust the baking time as the smaller cubes will roast more quickly.
- Sage – You’ll want large, fresh sage leaves for this recipe. They stay whole as the butternut squash bakes, infusing flavor throughout.
- Extra Virgin Olive Oil
- White Wine – Any white wine you have on hand is fine. A splash helps keep the squash moist during the roasting process.
- Salt & Pepper
- Dried Cranberries
- Kentucky Bourbon – Choose a good Kentucky bourbon
- Honey
- Butter
Special Tools Needed
- Cutting board and sharp knife
- Large bowl – To toss the squash before roasting
- Sheet tray – To roast the squash
- 2 cup glass measuring cup
- Small saucepan – To plump the cranberries and simmer the glaze
- Slotted spoon
- Spatula
How do I make Roasted Butternut Squash with Sage & Bourbon Cranberries?
- Peel and cut squash into large, two-inch pieces.
- Toss the squash in a bowl with fresh sage, oil, wine, salt and pepper. Let sit so sage leaves have a chance soak up the oil and wine (this will prevent burning while it roasts).
- Place squash mixture on sheet tray and roast in hot oven.
- Mix dried cranberries with bourbon (while the squash roasts) and bring to a boil in a saucepan. Remove plumped cranberries with a slotted spoon and set aside.
- Add butter and honey to saucepan with the bourbon and reduce to a syrup.
- After butternut squash roasts for 20 minutes, flip each piece with a spatula and add the plumped cranberries around the baking sheet. Roast for 15 more minutes.
- Discard sage leaves and drizzle on half of the glaze. Use a spatula and transfer the glazed squash and cranberries to a platter or bowl, then drizzle on the remaining glaze.
- Serve immediately.
Tips & Tricks
If the glaze cools and thickens too much before drizzling over the butternut squash, simply microwave for 15 seconds to soften.
Frequently Asked Questions
- Can I make Roasted Butternut Squash with Sage & Bourbon Cranberries ahead of time? This dish is best cooked and served fresh out of the oven, however you could prepare all of the ingredients ahead and roast about 45 minutes before serving.
- How do I store leftovers? Store refrigerated for up to four days.
- How do I reheat leftovers? Reheat in the oven, microwave or a sauté pan.
- Can I freeze? We don’t recommend it – the cooked squash will be a little mushy after freezing and thawing.
You might like these other Butternut Squash Recipes:
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Roasted Butternut Squash with Sage & Bourbon Cranberries
Roasted Butternut Squash with Sage & Bourbon Cranberries combines roasted chunks of butternut squash and sage with bourbon-soaked dried cranberries. A cranberry glaze made with honey and butter tops things off.
Ingredients
4 pounds butternut squash
6 tablespoons extra virgin olive oil
1/4 cup white wine
1 1/2 teaspoons kosher salt
1/2 teaspoon freshly ground black pepper
15 large fresh sage leaves, left whole
1 cup dried cranberries
2 cups Kentucky bourbon
4 tablespoons butter
4 tablespoons honey
Instructions
- Preheat oven to 450 degrees F.
- Peel, seed and cut butternut into 2-inch pieces and place in a large bowl.
- Add the olive oil, white wine, salt, pepper and sage leaves and toss. Make sure sage leaves all get soaked in the liquid.
- Pour the squash and sage mixture onto a sheet tray and roast for 20 minutes.
- While squash is roasting, fill a 2-cup glass measuring cup half full of the dried cranberries and pour the bourbon up to the two-cup line. Transfer to a small saucepan and bring to a boil then remove from heat. Strain out cranberries and set them aside.
- Add butter and honey to the bourbon in the saucepan, bring to a boil, lower to a simmer and reduce down to ¾ of a cup, about 20 minutes.
- After the squash has roasted for 20 minutes, remove, flip each piece over with tongs and toss in the plumped cranberries and place the pan back in the oven for 15 minutes more, or until the squash is tender.
- Discard the sage leaves, they have done their job.
- Drizzle on half of the glaze and toss then pour onto a platter or serving bowl, making sure all of the pan drippings are used, and drizzle on the remaining glaze and serve.
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EXCELLENT EVEN WITHOUT THE ALCOHOL
Thanks Jackie!
Once again fabulous tasty recipe
Easy to follow we look forward to receiving recipes
Out of interest do you have an ebook or cookery book for sale
Thanks so much Judie – and no, we don’t have a cookbook. (Maybe someday!)