Keystone Bombardment airplanes of 2nd Bombardment Group. April 23, 1931
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This might be one of the coolest old photos we have discovered. It shows a squadron of bombers flying over Washington in 1931. The main road in the picture is Pennsylvania Ave. heading toward the White House. Click on the image for a larger version. It's quite detailed, so tell us what you see in the comments below. I think I can make out Connecticut Ave. in the distance.