The Alaskan looks like a 1959/1960. Does it have orange glass on the belly and black on the back?
The other bow is post 1972. I don't keep a mental inventory of anything past about 1968 so I am not sure but will hazard a guess at 1975 or so.
They typically bring $100 or so for the Alaskan and $150-$175 for the Grizzly. I have one of the Alaskans and they are a fun bow to shoot.