How this bear got his head stuck in a barrel will have to remain the subject of speculation. From a drawing in "The Camp-fires of the Everglades; or, wild sports in the South', Charles Whitehead, 1891.
This is a completely free image Careless bear that you can download, post, and use for any purpose.
Image License: CC0 No Rights Reserved
You can copy, modify, distribute and perform the work, even for commercial purposes, all without asking permission, and at no cost. This image is completely free.