This roasted acorn squash is caramelized, tender, and naturally sweet—made with just olive oil, salt, pepper, and optional maple syrup. Ready in 30–40 minutes with only 5 minutes of prep, this easy fall side dish is perfect for Thanksgiving, holiday meals, or cozy weeknights.
Preheat oven to 425°F (218°C). Cut acorn squash in half lengthwise, scoop out seeds, and place cut-side up on a baking sheet.
Drizzle the flesh generously with olive oil and season well with salt and pepper.
Flip the squash halves cut-side down. Roast for 20–30 minutes, until nearly tender with slight resistance when pierced.
Flip squash cut-side up. Drizzle with maple syrup (if using) and roast an additional 5–10 minutes until fully tender and caramelized.
Remove from oven and place 1/2 tablespoon butter in each squash half. Let rest 2–3 minutes so butter melts, then serve warm.
Notes
For maximum browning, roast on a bare metal baking sheet. Don’t skimp on oil—it’s key for caramelization. Broil for 2–3 minutes at the end for extra color.
Keyword acorn squash, caramelized squash, fall side dish, roasted squash, thanksgiving squash