All of the Pilotwings games are great. But the later 2 (64 and resort) have a different look and feel than the original.
For me the difference is 2d flight sim from the 16bit era vs the much more advanced 3d polygon driven flight sim of the later games. Think Mario World vs Mario 64. The original Pilotwings has a charm of its own that isn't in the other games.
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> I had a Genesis instead of an SNES around that time
One thing I miss from that era of gaming, households were typically one or the other, at the time I didn't know anybody that had both Nintendo and Sega. I had to sell my NES to upgrade to SNES (I was 7, it was a big deal to me).
For me the difference is 2d flight sim from the 16bit era vs the much more advanced 3d polygon driven flight sim of the later games. Think Mario World vs Mario 64. The original Pilotwings has a charm of its own that isn't in the other games.
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> I had a Genesis instead of an SNES around that time
One thing I miss from that era of gaming, households were typically one or the other, at the time I didn't know anybody that had both Nintendo and Sega. I had to sell my NES to upgrade to SNES (I was 7, it was a big deal to me).