I think you'll find that the last bike is a Douglas, close to your guess of 1926, but not an EW. The chain drive CW had 26" wheels and a dummy rim brake like this. You could still also get a belt drive TS model in 25-26, but I think most had a rim front brake, even at the end.
The second-to-last bike looks to be also a Douglas, likely a 2 3/4 h.p. TS from the veteran era. Not clear enough to say fr certain.
Leon