Now, we could swear it was the same dog on a 1923 Country Gentleman cover by a prominent artist named J.F. Kernan. Did Rockwell lend Kernan the dog? If so, the mutt had taken to sledding in the intervening years. This one is going for the gusto!

Really, people should ask Fido if he wants to go for a sleigh ride. On a 1930 cover by artist Alan Foster, the boy and grandpa are having a great time, but the pooch is nearly as terrified as the Rockwell dog above. We wonder if grandpa made it all the way down the hill with his still lit pipe.

Sledding by sunset are the folks on the 1948 cover by artist John Falter. Reluctant to give up a great winter’s day, the kids are still at it. And yes, one little white pooch is still sledding (in a little girl’s arms).

The snowfall is so deep on artist John Clymer’s January 1954 cover that dad is up on the roof clearing it off. Junior, on the other hand, is enjoying the white bounty, taking the dog for a sled ride. This pace a dog can handle.

Our earliest sledding cover? This beauty from November 1900. The snow created a social event, with people trudging uphill greeting sledders going downhill. And, yep, there is a pooch in the center of the action, having a ball in the snow.

Classic Covers: Sled Dogs or Dogs That Sled The Saturday Evening Post