1963 Cross Country
Usually when I play older games, they keep me entertained for a game or two, I appreciate them for what they are, and then I move on. However, I played it at a show last year, and kept coming back to it.
As far as non-pinball goes, probably 1955 Williams Safari rifle game. There's is/was one at the Silverball Museum in NJ.
And of course, skeeball is timeless. I had a chance to play some EM skeeball machines, again at the Silverball Museum. I'm not sure of the specific year of those particular games, though.
Then there's also the 1960s domed basketball games by crown and taito. Those can be a really fun 2-player game.
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