The oldest here is the species middendorfii which starts bloom season in mid June. Next would be Hyperion 1924 and Kindly Light 1949. Other favorites that are more than 25 years old include...
Orchid Corsage (Saxton 1975)
Outrageous (Stevens 1978)
Wings of Chance (Spaulding 1985)
and Mimosa Umbrella (Hendricks 1984)