I am graduating in June and looking for a restaurant that is not too formal, will give my out of town family a good Boston experience, and is vegetarian friendly. The ages range from a grandma to 2 teenage cousins. We are staying in Brookline (school is in Cambridge) but could really go anywhere. I assume I will want to avoid Cambridge because of the crowds. I was thinking that Italian in the North End would fit the bill but I am open to other suggestions. I don't have a price restriction, just hoping for something that appeals to everyone. Also not sure how early I will need to make recommendations.