(This happened when watchOS4ß2 dropped, too. I'd resorted to completlet restoring my watch to make it install. I'd rather not repat this.)
I keep getting "could not connect to apple watch" when trying to check for updates for my Watch. It seems an odd complaint for a watch I can cleary see is indeed connected to my iPhone. I even turned off all the "report usage" options on the devices.
Suggestions?
iPhone 6s
Watch 1st gen