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Roasted Acorn Squash with Brown Sugar and Cinnamon Recipe

If you’re looking for a cozy, comforting side dish that feels like a warm hug, this Roasted Acorn Squash with Brown Sugar and Cinnamon Recipe is just the ticket. I absolutely love how the sweetness of the brown sugar melds perfectly with the natural nuttiness of acorn squash, while the cinnamon adds just the right hint of spice. It’s one of those dishes that effortlessly elevates any meal, especially during fall and winter when you crave something soothing yet simple.

When I first tried this recipe, I was amazed at how few ingredients it takes to make such a deliciously tender and flavorful dish. Whether you’re serving it for a family dinner or bringing it to a holiday gathering, you’ll find that this Roasted Acorn Squash with Brown Sugar and Cinnamon Recipe is a guaranteed crowd-pleaser that’s easy enough for even busy weeknights.

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Why You’ll Love This Recipe

  • Simple Ingredients: You only need a few staples, which means less fuss and easy shopping.
  • Perfectly Balanced Flavors: The brown sugar’s sweetness highlights the squash’s natural earthiness wonderfully.
  • Hands-Off Cooking: Once it’s in the oven, you’re free to focus on other parts of your meal.
  • Versatile Side Dish: Pairs beautifully with everything from roasted chicken to hearty grain bowls.

Ingredients You’ll Need

The ingredients for this Roasted Acorn Squash with Brown Sugar and Cinnamon Recipe are straightforward but thoughtfully combined. Each one plays an important role in bringing out the warmth and sweetness of this dish without overwhelming the squash’s flavor.

  • Acorn squash: Select firm, medium-sized squash with a vibrant green exterior and no soft spots for the best texture and flavor.
  • Whipped butter (or coconut oil, vegan butter): Using whipped butter helps it spread more evenly; coconut oil is perfect if you want a dairy-free option.
  • Brown sugar: Adds just the right touch of caramel-like sweetness that complements the squash perfectly.
  • Ground cinnamon: A pinch of cinnamon gives warmth and depth without overpowering the other flavors.
  • Water: Keeps the squash moist during roasting, ensuring that tender, melt-in-your-mouth texture.
Note: You’ll find the complete list of ingredients, along with their exact measurements, in the printable recipe card at the bottom of this post.

Variations

One of the things I enjoy most about this Roasted Acorn Squash with Brown Sugar and Cinnamon Recipe is how easy it is to make it your own. Feel free to tweak it based on your dietary needs or flavor preferences—there’s room to experiment here.

  • Add Nuts or Seeds: I sometimes sprinkle toasted pecans or pumpkin seeds on top after roasting for extra texture and a nutty crunch.
  • Spice it Up: For a cozy twist, try adding a dash of nutmeg or allspice alongside the cinnamon; it adds a lovely autumnal complexity.
  • Vegan Version: I swap the butter for coconut oil or vegan margarine, and it’s just as delicious without any dairy.
  • Maple Syrup Swap: Instead of brown sugar, you might like drizzling a little maple syrup for a different kind of natural sweetness.

How to Make Roasted Acorn Squash with Brown Sugar and Cinnamon Recipe

Step 1: Prepare the Squash

Start by preheating your oven to 350°F. While it warms up, cut your acorn squash in half lengthwise and scoop out all the seeds and stringy bits with a spoon—this part can be a bit messy, but it’s key for tenderness. I like to use a sharp chef’s knife and a sturdy spoon for this to make it easier and safer.

Step 2: Butter and Sweeten

Next, rub about half a tablespoon of whipped butter onto each cut side of the squash halves. Then sprinkle brown sugar evenly on top, followed by a light dusting of cinnamon. The butter melts during roasting and helps the sugar caramelize beautifully—an absolute game changer.

Step 3: Roast with Care

Place the squash cut side up in a baking dish and pour 1/4 cup of water into the bottom of the pan to keep things moist. Cover the dish tightly with foil to trap steam. Roast for about 50 minutes, then remove the foil and roast an additional 10 minutes. You’ll know it’s done when the flesh is fork-tender and the sugar is bubbly and caramelized. Let it cool for a few minutes before serving—that way, you avoid any burnt tongues (ask me how I know!).

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Pro Tips for Making Roasted Acorn Squash with Brown Sugar and Cinnamon Recipe

  • Use Whipped Butter: It spreads easier, letting you coat the squash evenly without lumps.
  • Don’t Skip the Water: Adding water creates steam and keeps the squash moist to prevent drying out.
  • Cover While Roasting: Covering the baking dish traps heat and moisture, tenderizing the squash perfectly.
  • Check Doneness with a Fork: Test by poking the thickest part—it should slide in easily but without the squash getting mushy.

How to Serve Roasted Acorn Squash with Brown Sugar and Cinnamon Recipe

The image shows two halves of roasted acorn squash placed side by side on a simple white plate, each half with a shiny, caramelized orange-yellow inside that looks soft and slightly glossy, with a light sprinkle of brown cinnamon or spice on top. The squash's outer skin is dark green with a rough texture. A silver spoon with a vintage design rests next to the squash on the plate. There are crumbs scattered around, and in the foreground on the white marbled surface, a small white bowl holds some brown sugar. A woman's hand is not visible but implied by the spoon's position. The background features soft, knitted cloths in white and olive green. Photo taken with an iphone --ar 4:5 --v 7

Garnishes

I love adding a sprinkle of toasted pecans or walnuts right before serving—it adds a delightful crunch contrasting with the tender squash. A small dollop of Greek yogurt or a drizzle of maple syrup can also bring a nice tang or extra sweetness, especially if you’re serving it as a vegetarian or vegan side.

Side Dishes

This roasted acorn squash is a fantastic companion to roasted or grilled meats like chicken, pork, or turkey. It’s also lovely alongside quinoa or wild rice bowls for a vegetarian meal that feels hearty and satisfying.

Creative Ways to Present

One of my favorite presentation tricks is to serve the squash halves right in the shell—look how pretty they make the table! For holiday dinners, I sometimes stuff the cavity with dried cranberries or chopped apples mixed with some extra cinnamon and brown sugar before roasting for a stunning, festive touch.

Make Ahead and Storage

Storing Leftovers

Leftovers keep well in an airtight container in the fridge for up to 3 days. I’ve found that covering them tightly helps retain moisture so the squash doesn’t dry out.

Freezing

You can freeze roasted acorn squash, but texture may soften slightly upon thawing. I usually freeze it if I’m short on time, placing the squash in freezer-safe containers or heavy-duty bags for up to 2 months.

Reheating

Reheat leftovers gently in the oven at 300°F for about 10-15 minutes, covered with foil to keep it from drying out. I avoid microwaving because it can sometimes make the squash mushy, but if you’re in a pinch, a quick zap on low power works too.

FAQs

  1. Can I use a different type of squash for this recipe?

    Absolutely! While acorn squash has the perfect shape and sweetness for this recipe, you can try delicata, kabocha, or buttercup squash. Just adjust the roasting time slightly, as some squash types cook faster or slower than acorn.

  2. Is there a way to make this recipe vegan?

    Yes, simply swap the butter for coconut oil or your favorite vegan butter substitute. The brown sugar and cinnamon remain the same, and the dish will be just as rich and delicious.

  3. How do I tell when the acorn squash is fully cooked?

    The best way is to insert a fork into the thickest part of the roasted squash; it should slide in easily without resistance. Also, the flesh will look tender and slightly caramelized on top.

  4. Can I prep this ahead of time and roast later?

    You can prep the squash by cutting and removing seeds in advance—store it covered in the fridge for up to 24 hours before roasting. For best results, add butter, sugar, and cinnamon right before roasting to keep flavors fresh.

Final Thoughts

This Roasted Acorn Squash with Brown Sugar and Cinnamon Recipe always feels like a little celebration of comfort food in our house. It’s simple enough for weeknights but impressive enough to bring out when family comes over. I hope you’ll enjoy making it as much as I do—it’s one of those recipes I never get tired of because it’s so perfectly satisfying and true to those cozy flavors we all crave.

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Roasted Acorn Squash with Brown Sugar and Cinnamon Recipe

5 Stars 4 Stars 3 Stars 2 Stars 1 Star 4.4 from 67 reviews
  • Author: Megane
  • Prep Time: 5 minutes
  • Cook Time: 1 hour
  • Total Time: 1 hour 5 minutes
  • Yield: 4 servings
  • Category: Side Dish
  • Method: Baking
  • Cuisine: American
  • Diet: Vegetarian

Description

This delicious roasted acorn squash recipe features tender, caramelized squash halves topped with brown sugar and cinnamon, making it a perfect sweet and savory side dish for any meal. The squash is roasted to perfection in the oven, creating a soft, flavorful dish that highlights the natural sweetness of acorn squash.


Ingredients

Squash

  • 2 acorn squash, halved and seeds removed

Toppings

  • 2 tbsp whipped butter (or coconut oil, vegan butter)
  • 4 tbsp brown sugar (adjust to taste)
  • Dash of ground cinnamon

Additional

  • 1/4 cup water (for baking dish)


Instructions

  1. Preheat Oven: Preheat your oven to 350°F (175°C) to prepare for roasting the squash.
  2. Prepare Squash: Rub about 1/2 tablespoon of light butter on each side of the acorn squash halves. Then sprinkle evenly with brown sugar and a dash of ground cinnamon to add sweetness and spice.
  3. Arrange in Baking Dish: Place the prepared squash halves cut-side up in a baking dish. Pour 1/4 cup water into the bottom of the dish to help steam the squash while roasting.
  4. Cover and Bake: Cover the baking dish with foil and bake in the preheated oven for 50 minutes to soften the squash.
  5. Uncover and Continue Baking: Remove the foil and bake uncovered for an additional 10 minutes to caramelize the brown sugar topping and further tenderize the squash.
  6. Cool and Serve: Remove the squash from the oven and let it cool slightly before serving to allow the flavors to settle.

Notes

  • You can substitute butter with coconut oil or vegan butter for a dairy-free or vegan option.
  • Adjust the amount of brown sugar according to your desired sweetness level.
  • Adding water to the baking dish helps keep the squash moist and prevents burning.
  • Make sure to uncover during the last 10 minutes to get a nicely caramelized top.

Nutrition

  • Serving Size: 1/2 acorn squash half
  • Calories: 160
  • Sugar: 14g
  • Sodium: 50mg
  • Fat: 7g
  • Saturated Fat: 4g
  • Unsaturated Fat: 2g
  • Trans Fat: 0g
  • Carbohydrates: 23g
  • Fiber: 3g
  • Protein: 2g
  • Cholesterol: 20mg

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