I'm sittin' here playing SPC files via Winamp in OSX (using Wine). Works a treat.

For macOS users, I can vouch for Vox (https://vox.rocks/mac-music-player). I was a Winamper for years until I moved to Mac and lost it, Vox is a decent replacement.

winamp 2 almost certainly runs fine under wine.

Or if you don't need a genuine Winamp, Audacious Media Player has an optional Winamp-style interface that supports Winamp skins and looks and feels almost identical.

Indeed, except for video playback. Also, the minibrowser looks dead. Also, I try to update WineHQ WinAmp 2.x entry