These are 8×10″ prints mounted to 11×14 inch boards. The reverse of each is stamped “John D. Isaac, Batavia, New York”. These gentlemen all appear to be a family – there’s way too much resemblance between three of the four to be anything other than brothers/father and sons. And I love the dog being included in the photo, and hopping up in the back seat like just another passenger. Just goes to show dogs have always loved cars.
The big mystery is the car – what make is it. I initially thought it was a Dodge, from the shape of the fender and the headlamps, but the grille is not quite right, and neither is the maker’s enamel plaque on the grille, or the hood vents, the door opening pattern (suicide door on the front, standard in the rear) or the contour of the cowl where the hood fairs into the body. This is a larger, more luxurious car than a Dodge, but the common (and not-so-common) marques I can think of to look up don’t seem to match either. It’s not an Essex, Hudson, Hupmobile, Locomobile, Plymouth, Haynes, Mercer, Peerless, Pierce Arrow, Buick, Cadillac, or Overland, that I can tell. It could be as late as the early 1920s, but it’s definitely not past 1930.
EDIT: Doing some more digging, I think I found what it is. It’s a ca. 1916-1918 Studebaker, most likely a Light Six touring car.