Holiday Recipes/ Sweets/ Thanksgiving Dinner

Roasted Winter Squash Pie (Pumpkin Pie)

Roasted Winter Squash Pie is the perfect dessert for fall – it can be made with butternut or acorn squash, or of course, pumpkin.

Roasted Winter Squash Pie

I’ll admit that I’m not much of a pie person. I would take cake over pie any day. However, sometimes pie is just a necessity, like on Thanksgiving. And there is no pie that says Thanksgiving quite like Pumpkin Pie. But let’s not let pumpkins steal the show this Thanksgiving, because you can make a pie that is just as delicious out of butternut or acorn squash. This year, we’re going to be squash inclusive and making Roasted Winter Squash Pie.

Roasted Winter Squash Pie

I have made this pie successfully with butternut squash, acorn squash, a mixture of butternut and acorn squash, and also some kind of mystery squash that I think might have been some unusual variety of pumpkin. They all turned out great, but the colors of each varied. The acorn squash pie turned out yellowish, the butternut/acorn pie was kind of brownish. The pictures shown here are of the mystery squash (pumpkin?) pie, which was bright orange. The butternut squash pie looked just like pumpkin pie. Just don’t use spaghetti squash or a very large carving pumpkin as those are not appropriate for baking and will be watery.

Roasted Winter Squash Pie

If you love to prepare as much of your meal ahead of time like I do, you can go ahead and make your pies now and freeze them. Cover tightly with plastic and foil, then thaw in the fridge or at room temperature. Make sure it’s completely thawed before serving. Whipped cream is optional but highly recommended.

Roasted Winter Squash Pie

Roasted Winter Squash Pie
Roasted Winter Squash Pie (Pumpkin Pie)
Prep Time
20 mins
Cook Time
2 hrs
Total Time
2 hrs 20 mins
Roasted Winter Squash Pie is the perfect dessert for fall - it can be made with butternut or acorn squash, or of course, pumpkin.
Course: Dessert
Author: Domestic Dreamboat
  • 1 medium butternut squash or sugar (pie) pumpkin or acorn squash (see note)
  • Canola oil
  • 1 cup half and half
  • 1 cup milk I used 1%
  • 3 large eggs
  • 2 large egg yolks
  • 1 tsp vanilla
  • One 9" pie crust homemade or storebought
  • 3/4 cup brown sugar
  • 1/4 cup maple syrup
  • 2 tsp grated fresh ginger
  • 1 tsp salt
  • 1/2 tsp ground cinnamon
  • 1/4 tsp ground nutmeg
  1. Heat oven to 400°F. Cut the squash in half with a large, sharp knife and remove seeds with a spoon. Lightly brush the cut side of a squash with canola oil. Line a rimmed baking sheet with foil and brush lightly with canola oil. Place the cut side of the squash down and bake until the skin is soft and easily pierced with a skewer, about 40 minutes. Allow to cool, then scoop the flesh from the skin with a spoon. Puree until smooth using a food processor or immersion blender. Measure out 3 cups of pureed squash. Reserve the rest for another use.
  2. Whisk cream, milk, eggs and yolks, and vanilla together in a medium bowl. Set aside.
  3. Move oven rack to lowest position. Place a rimmed baking sheet on the rack and preheat it at 400°F. Line your pie shell with 2 layers of foil, ensuring to cover edges of crust and fill with pie weights (or dried beans - you will not be able to cook with the beans after this). Bake on the heated baking sheet for 15 minutes. Remove foil and pie weights and bake for an additional 5-10 minutes, until golden brown. Remove from oven - pie shell MUST still be warm when the filling is added.

  4. While the crust is baking, stir together 3 cups of the pureed squash, brown sugar, maple syrup, ginger, salt, cinnamon and nutmeg together in a large saucepan over medium heat. Bring to a simmer and stir constantly for 15-20 minutes, until thickened.
  5. Remove pot from heat and whisk in cream mixture until completely mixed. Transfer this mixture (it must still be warm) to the warm, prebaked pie crust.
  6. Bake on the baking sheet for 10 minutes at 400°F. Without opening oven, reduce heat to 300°F. Allow to bake until the edges of the pie are set and the center measures 175°F on an instant read thermometer, at least 35 more minutes. After 35 minutes, check temperature every 10 minutes until done.
  7. When done, remove pie from the oven and cool on a wire rack to room temperature, 2-3 hours. The pie will set completely during this time. Serve with whipped cream if desired. 

Recipe Notes

A mixture of winter squash can be used. Note that if you use only acorn squash, the resulting pie will be yellowish.

Roasted winter squash pie nutrition info

Roasted Winter Squash Pie Nutrition Notes:

Despite containing vegetables, this pie is not intended to be “healthy” or even “healthier”. Like most desserts, it is high in fat, calories and sugar.

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1 Comment

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    Pumpkin Spice Oatmeal - Domestic Dreamboat
    December 4, 2014 at 6:59 AM

    […] used my recipe for Roasted Squash Pie as an inspiration for this oatmeal, and it ended up working quite well. The first batch I made had […]

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