Preheat your oven to 400°F (200°C). Spread the butternut squash chunks evenly on a baking sheet and drizzle with olive oil. Toss to coat all pieces thoroughly.
Roast the squash in the oven for about 25-30 minutes, or until the edges are golden and caramelized, and the flesh is tender when pierced with a fork.
Allow the roasted squash to cool slightly, then transfer it to a blender or a large bowl if using an immersion blender.
Add the vegetable broth to the blender with the squash. Blend until smooth and creamy, about 1-2 minutes, stopping to scrape down the sides as needed.
Pour the blended soup into a pot and warm it gently over medium heat. Season with salt and pepper to taste, and let it simmer for about 5 minutes to meld flavors.
Serve the soup hot, garnished with a drizzle of olive oil or a sprinkle of fresh herbs if desired. Enjoy the velvety texture and sweet, roasted flavor in each spoonful.