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Maple-Cinnamon Acorn Squash and Brussels Sprouts

Sautéed acorn squash and brussels sprouts with maple-cinnamon glaze, pecans, and bacon makes for a marvelous side dish to go alongside your favorite fall or winter-inspired entrée.

Cinnamon-Maple Sauteed Acorn Squash and Brussels Sprouts with Bacon | #healthy #sidedish #paleo #holiday

You’re looking at one of those times I ate a side dish for dinner.

This Maple-Cinnamon Acorn Squash and Brussels Sprouts is so tasty and satisfying, it can be difficult to stop!

Ordinarily, I would enjoy it alongside Orange Ginger Turmeric Whole Roast Chicken, Garlic Herb Roast Beef, or My Go-To Crispy Salmon, but sometimes a girl just needs to eat 12 pounds of vegetables for everything to be right in the world 😉

This side dish is a something-for-everyone situation, as it covers many-a-palate. Acorn squash people? Covered.

Brussels sprouts people? Covered. Bacon, pecans, and sweet-and-savory lovers? Covered, covered, covered.

Cinnamon-Maple Sauteed Acorn Squash and Brussels Sprouts with Bacon | #healthy #sidedish #paleo #holiday

Here comes the tricky part. This side dish requires a few steps.

I’ll be the first to admit, peeling and chopping an acorn squash is not my idea of an evening soiree under the stars, but I can reassure you, the effort is worth the final product.

Want to know a trick I use to save some time?

I use the packaged brussels sprouts that have already been trimmed and halved. BOOM! That’s efficiency. 

In order to cook both the acorn squash and brussels sprouts to perfection, I choose to cook them separately.

This way, I don’t run the risk of having either (or both) vegetable turn out over cooked or under-cooked, or worse: one vegetable under-cooked and the other over-cooked…that’d just be a disaster.

How to Make Sautéed Brussel Sprouts and Acorn Squash:

Essentially, once the vegetables are chopped and we’re ready to cook, here is our order of operations:

1.) I cook the bacon first in order to render some fat, then remove the bacon and cook the brussels sprouts in the bacon fat. (Note: If you’re vegetarian, skip this step and cook the veggies in coconut oil – the coconut oil is lovely in this dish!)

2.) Once the brussels are finished, I transfer them to a bowl and use the same skillet to cook the acorn squash (at this point, you can add more oil to the skillet if necessary).

3.) As soon as the acorn squash is cooked through, I add the brussels back in, along with the chopped up bacon bits.

4.) The part that comes next will require you to exercise your trust fairies. Because next, we add pure maple syrup and ground cinnamon. I know…freaky. It may seem peculiar to add a sweetener to a savory dish, but the salty fatty bacon and sweet pure maple syrup create a beautiful little balance, most favorable to the tongue palate.

Cinnamon-Maple Sauteed Acorn Squash and Brussels Sprouts with Bacon | #healthy #sidedish #paleo #holiday

All flavors, textures, heart feels added together makes for a dish I could eat almost every single day.

In high volume.

Like it’s dessert.

Cinnamon-Maple Sauteed Acorn Squash and Brussels Sprouts with Bacon | #healthy #sidedish #paleo #holiday
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5 from 3 votes

Glazed Acorn Squash and Brussels Sprouts

Maple-Cinnamon Glazed Acorn Squash and Brussels Sprouts with Bacon is a delicious and nutritious side dish!
Prep Time10 minutes
Cook Time30 minutes
Total Time40 minutes
Course: Side Dishes & Snacks
Cuisine: American
Servings: 6 Servings
Calories: 151kcal
Author: Julia


  • 5 slices thick-cut bacon
  • 16 ounces Brussels sprouts trimmed and halved
  • 1 medium acorn squash peeled, seeded, and diced
  • ½ teaspoon sea salt to taste
  • ¼ teaspoon ground cinnamon
  • 3 tablespoons pure maple syrup to taste
  • 1/3 cup raw pecan halves chopped


  • Heat a large skillet to medium-high on the stove top. Once hot, add the bacon and cook, flipping every 1 to 2 minutes, until fat has seeped out and bacon has reached desired amount of crisp, about 3 to 5 minutes. Remove bacon from skillet and transfer to a cutting board, leaving the bacon drippings in the skillet. Chop the bacon and set aside until ready to use.
  • Add the chopped Brussels sprouts to the skillet with the bacon drippings and reduce the heat to medium. Stir the Brussels sprouts well, cover, and cook for 2 to 3 minutes. Uncover, stir, and continue cooking until Brussels sprouts have reached desired done-ness, about another 4 to 5 minutes. Transfer Brussels sprouts to a plate and set aside.
  • Place the skillet back on the hot stove top and add 1 to 2 tablespoons of olive oil if necessary. Transfer the chopped acorn squash to the skillet, stir well, and cover. Cook 4 to 5 minutes, stir, and remove the cover. Cook an additional 8 to 10 minutes, until acorn squash is golden-brown and cooked through.
  • Transfer the Brussels sprouts to the skillet with the acorn squash, along with the chopped bacon, cinnamon, sea salt, pure maple syrup, and pecans. Stir well to combine and continue cooking until heated through, about 3 minutes.
  • Transfer to a serving bowl and serve alongside your favorite entree.


Serving: 1Serving | Calories: 151kcal | Carbohydrates: 17g | Protein: 7g | Fat: 9g | Fiber: 4g | Sugar: 10g

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Friday 2nd of December 2016

Hey Julia! I want to try this! I usually don't peel acorn squash, I slice it in wedges and roast it in the oven, and have never tried frying it in a pan actually. You think it would work with the peel on? Thank you! :)


Tuesday 6th of December 2016

Hi Franziska! I bet it would still work with the peel on, and the peel is edible, so as long as you're okay with the rougher texture, I'd say go for it! Let me know how it turns out!


Saturday 15th of October 2016

I would make a meal out of this easily, and this would make any entree take a back seat. This is what fall is all about!

Becky Winkler (A Calculated Whisk)

Saturday 15th of October 2016

This looks totally perfect. I could definitely see making a meal out of it, especially with a fried egg on top...


Friday 14th of October 2016

This looks like a great dish to serve at Thanksgiving! Or, any meal that you want a special dish to serve.

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