All are 1950s. Includes 6" tall one quart size cardboard container for "Hopalong Cassidy's Favorite Ice Cream" made by O'Fallon Quality Dairy Co. O'Fallon Illinois. Lightly but evenly tanned overall. Lid has some aging. VF. "The Cisco Kid" plastic cup is 3.5" tall with art image of Cisco on horseback with pistol over sombrero and text "Cisco Says Drink Miners Dairy Milk". Top edge has 1" melt mark and image area has a few color rubs. Fine. 4.75" tall Wild Bill Hickock plastic cup has art image with facsimile signatures of "Wild Bill/Jingles" with text "All Top Hands Drink Milk". Scattered lt. wear with hairline color rubs on inside. Fine. Annie Oakley half pint milk bottle is 5.25" tall with art image on each side of Annie waving from back of rearing up horse with text "Hi, Everybody! Drink Coleman Milk" and facsimile signature at bottom. Trace of lt. wear but silk screened image is VF. Davy Crockett "Holiday Freeze" oversized frozen drink glass is 7" tall with nice graphics of Davy with rifle chasing Indian on horseback. NM. 4.25" tall plastic mug has text "Davy Crockett Drink Sweetie True Fruit Beverages" with art image of Davy holding rifle in front of burning fort with Indians in bkg. A few tiny scuffs but overall VF. Nicely designed group.