GM was tipped off to this above video featuring 1960s singer-songwriter Ricky Nelson performing “Everybody’s Talkin'”. He starts out walking up Wisconsin Ave. then it cuts to what appears to be a live recording of him playing along the rapids of Great Falls.
The YouTube clip identified the video to have come from “the late Sixties”. The song was written in 1966. And one of the stores you can see him walk past is the old Britches (which is now the Ralph Lauren). Britches opened in 1967, so it’s at least from as late as that. The bus is a DC Transit bus, which ran from the end of streetcars until it was absorbed by WMATA in 1973.
You can compare how the store fronts have changed:
The parking lot sat where the Apple Store is now. So the first red brick building is what’s now Madewell, and so on.
It’s also a good reminder of how much the store fronts have changed over the years despite the supposedly rigid preservation. They’ve become a fancier version than they were at the time Congress decided to preserve them.
Oh, and note how the sidewalks were concrete. Brick sidewalks are another bit of anachronism masquerading as historical.