Nice Colson! '38-40ish; a few parts like bars/stem and the fenders have been replaced, but the core is there and correct. These can be dated from a serial number--you'll see something like D8 being 1938 and then the general consensus is that D would be the month for April.
Roadmaster looks to be from right when AMF bought out CWC, circa 1955 +/- a year.