Roasted acorn squash with brown sugar, butter and cinnamon is a perfect fall side dish or great Thanksgiving side and so easy to prepare.

Roasted Acorn Squash with Brown Sugar
Other ways I like to make squash is into a Harvest Kale Salad with Roasted Winter Squash or Parmesan Roasted Squash. Even Turkey Chili Stuffed Acorn Squash for a full meal.
Acorn squash is a winter squash with a sweet, yellow-orange flesh inside.
The farmer’s market has many varieties of squash this time of year. This recipe would also work for carnival squash and butternut squash. To eat, simply mash it all around in the shell and enjoy each bite.
Some might even consider this as a dessert and adding a scoop of vanilla ice cream.
Is acorn squash healthy?
Acorn squash is rich in antioxidants and fiber making it the perfect addition to a well balanced diet.
How To Know if Acorn Squash is Rip:
The easiest way to know of acorn squash is ripe is to look at the color. Acorn squash turns dark green when ripened.
Tips for making ahead and more:
- If you want to make this for a crowd, just double or triple the recipe.
- Refrigerate up to 4 days.
- This can be made ahead and reheated in the oven when ready to eat.
More Squash Recipes:
- Baked Spaghetti Squash and Cheese
- Maple Soy Glazed Roasted Brussels Sprouts and Squash with Bacon
- Beef and Mushroom Ragu with Spaghetti Squash
- Farro and Sausage Stuffed Acorn Squash
- Roasted Acorn Squash and Leek Soup with Pepitas
Roasted Acorn Squash with Brown Sugar
Ingredients
- 2 acorn squash, cut in half, seeds and fibers removed
- 2 tbsp whipped butter, or coconut oil, vegan butter
- 4 tbsp brown sugar, to taste
- dash of ground cinnamon
Instructions
- Preheat oven to 350F.
- Rub 1/2 tbsp light butter on each side. Top with brown sugar and cinnamon.
- Place in a baking dish and add 1/4 cup water to the bottom of the pan.
- Cover and bake 50 minutes. Uncover and bake an additional 10 minutes, until tender.
- Remove from oven and allow to cool before serving.
Last Step:
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I’ve made this for years; only suggestion; use the butter! I love healthy alternative but not with this.
Is there an alternative cooking method for an instant pot?
The acorn squash was sooo good. I only used 1 squash as there is only 2 of use. My husband loved it. Will be baking again.
This looks so yummy and would love to make it, but I am scared to as I cannot cut acorn squash if my life depended on it and was pretty sure I was going to sever my fingers. Last time it took me a full hour to cut it and that only with some help. I feel so silly as no one even mentions this as a problem What am I missing? How does everyone else do it?
If you microwave it 2 to 3 minutes its much easier to cut
Thank you for your advise. Don’t have a microwave so should I put it in the oven for maybe 10 minutes instead?
Not sure, maybe boil it?
I inherited this exact recipe from my mother and that was 40 years ago. A winter favorite.
To make it easier to cut an acorn squash (or other winter squash), poke holes with a sharp fork or small knife into the squash (as you would for a baked potato) and microwave for 2 minutes. It will cook the outside just enough to make it easy to cut in half.
Love squash in all forms, this is a classic. Another way I bake these is on a cookie sheet cut side down, no water and roast until it is almost collapsed as we really like them roasted a long time, and even a bit browned, then flip them over and add what ever to them and bake a bit more. They can be so good nothing needs to be added to them. No sugar added apple butter is good too in them if looking to use up some of that. Occasionally get a squash that is tasteless, sometimes happens end of season or if over ripe I think. Best to pitch it and try again.
Made with Lakanto monk fruit golden, baked in ceramic cooker and was delicious.
Is there a way to tell if the acorn squash is the right ripeness for this? I followed the recipe exactly and the flesh of the squash was hard as a rock, and the butter/sugar mixture was in a big puddle in the middle. We couldn’t get a spoon or fork into the flesh whatsoever. It didn’t seem overcooked and dry, it was just really really dense. I have no idea though, this was my first experience with acorn squash!
Yes, the skin turns green. Orange is not ripe yet.
Sounds delicious to me.
Adore this quick and easy recipe. Such a great dessert treat without being a calorie killer. Thanks!
Do I follow the same instructions with a butternut squash?
Can acorn squash be made up ahead of time and just re-heated? I'm hosting Thanksgiving dinner this year, and with the turkey in the oven, there's not going to be much extra room for anything else. So, I was thinking of baking it the day before. Has anyone done this before?
I've cooked them before in the microwave (cut side down in a pan with some water…if you google it you can find the correct time) and then I added the toppings after they were cooked. I usually put them in the oven to brown them up a little once the turkey comes out and I'm making the gravy. I've never actually roasted them the entire time in the oven so I don't know if there is a taste difference, but my guests have always liked my squash….even my brother's family who are very picky eaters!
I am not strong enough to cut the raw squash in 1/2, so I pre-cook the whole squash in the microwave. After washing the squash, using a fork, holes are poked all over it. The squash is placed on or in a microwaveable dish and microwaved for 5 minutes which usually makes it soft enough to cut ni 1/2 and scoop out seeds. Cooking is then finished in the oven with what ever filling is desired.
Sure
slap a pork chop seasoned with salt & pepper on top, wrap in foil, and you have a tasty meal.
This was delicious. I served it as a side to roasted chicken and your applesauce. Thanks for another winner!
what is the texture of roasted acorn squash like? It sounds delish, but i'm concerned i won't tolerate the texture.
Why not just try it and see? Acorn squash is not expensive.
similar to pumpkin
This was so easy and delicious! I served it with balsamic roasted chicken and peas. Definitely a new favorite!