I knew Bing Crosby was into golfing and horse racing, but this is the 1st I've heard of him being into trophy hunting, and pheasant hunting (thank you Terry!)

This a hunting trip in the early 1960s on the Milk River Ridge south of Warner,  Alberta.

  https://www.flickr.com/photos/gowks_nest/42182666   With a Jeep Wagoneer, is my guess

Typical 1960s home movie on 8 or 16mm camera, no sound.