I think this might be my new favorite project. I did it with 4th graders but you could really do it with any grade. Students start by painting different sized squares and rectangles to represent buildings. Start your buildings about 1/4 from the bottom of your paper (leave space for a sidewalk or road to add more city details). After a row of brighlty colored shapes is complete use a dark blue to create a skyline silhouette behind them. Use a lighter blue to pain the sky. Once paint is dry students us sharpie to add details to buildings. We discussed different types of building facades, materials, roofs, doors, windows and what might be happening on the street.