Preheat oven to 400 degrees. Combine the squash, olive oil, salt, and cinnamon in a large bowl. Toss to coat the squash in all the ingredients. Spread in an even layer on a baking sheet and roast for 20 to 30 minutes or until tender. Remove from the oven and cool completely.
Once cool, combine the squash with the remaining salad ingredients and gently toss in a large bowl to combine. Divide into serving bowls.
For the Dressing
In a blender, combine all ingredients. Blend on high for 1 minute. Drizzle over salad. Save extra dressing in an airtight container, refrigerated.