If you are an amateur astronomer, I do recommend that you try sidewalk astronomy. I have found it to be a truly rewarding experience. People are very appreciative of the effort and always have a great time. It is nice to take along a friend or another amateur astronomer for moral support. In fact, several telescopes really make it an event that will attract a crowd. The best time to go out is between First Quarter and Full Moon when deep sky observing is not possible. People love to see the moon through a telescope and are usually awestruck! When I started sidewalk astronomy, I never observed the Moon or planets for more than a minute or two during a session as I felt is was a waste of my time since I was only interested in deep sky objects. Now I enjoy lunar and planetary observing and have learned a great deal about these objects through my research which I conducted in order to better answer questions I was asked by the public. Anyways the best places to set up are areas of high foot traffic such as Barnes and Noble, and Starbucks. Attracting a crowd is easy when you have a telescope set up.Here is a picture of a small group around my scope in a Albertson's Supermarket parking lot. I had over 30 people come over to my scope and everyone enjoyed viewing the moon that night.