Digital Growth Group

Gluten-Free Oven Roasted Acorn Squash

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A Simple Side Dish With Deep Flavor

Some of the best recipes are the simplest ones — the kind that let the ingredients speak for themselves.

This Oven Roasted Acorn Squash is one of those dishes. My mom taught me this recipe just a couple of years ago, and it quickly became one of my favorite fall and winter sides. It’s naturally gluten-free, easy to prepare, and delivers a rich balance of sweetness, acidity, and comfort.

I love this dish alongside roasted chicken, but it’s also incredible paired with something bold like a Jamaican jerk pork loin. The natural sweetness of the squash brings perfect balance to spice and smoke.

Recipe Overview

Ready in: 60 minutes
Prep time: 5 minutes
Serves: 2
Diet: Naturally Gluten-Free

Ingredients

  • 1 large acorn squash
  • 2 Tbsp olive oil
  • 4 Tbsp butter
  • 2 Tbsp reduced balsamic vinegar
  • Splash of champagne vinegar
  • Salt & pepper to taste

(Optional: fresh thyme leaves)

Preparation

  1. Preheat oven to 425°F.
  2. Quarter the acorn squash and place wedges skin-side down on a sheet pan.
  3. Drizzle olive oil over the squash and season with salt and pepper.
  4. Add ½ cup water to the pan and place in the oven.
    Roast for 50 minutes until tender and caramelized.
  5. Remove from oven and place 1 Tbsp butter on each wedge.
  6. Drizzle all pieces with reduced balsamic vinegar and a light splash of champagne vinegar.
  7. Serve immediately.

Chef Tips

  • Fresh thyme adds a beautiful aromatic finish — de-leaf and sprinkle over squash before roasting
  • The water in the pan helps steam early, then evaporates to allow caramelization
  • Reduced balsamic adds depth without overpowering the squash
  • This dish pairs especially well with roasted meats or bold spice profiles

Why I Love This Recipe

This is the kind of dish that reminds me why cooking at home matters.

It’s simple.
It’s comforting.
It’s honest.

It doesn’t try to be fancy — but it delivers flavor every time. Recipes like this are the ones that stay in rotation, get shared, and become part of family meals.

Simple side dish.
Loads of flavor. 😋

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From professional kitchen experience to family favorites, each recipe carries a story — and a reason it matters.

– Gregory Stephens
Digital Growth Group LLC
📧 digitalgrowthgroup3@gmail.com

📖 A Place to Save Family Recipes Like This One

This acorn squash recipe is the kind of dish that deserves to be written down — the kind passed along from one kitchen to another.

That’s exactly why I created:

📘 My Family’s Recipes
A recipe journal designed to hold handwritten family dishes, notes, variations, and memories — all in one place.

If you’re building your own family recipe collection, this journal gives those meals a home.

👉 My Family’s Recipes Journal
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Many of my recipe journals include coloring pages. If you enjoy slowing down, adding color, and making your journal truly your own, these are the pencils I recommend.

🖍️ Coloring Pencils (great color, smooth laydown):
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