The Zelda timeline is absolutely crucial to really know what's going on...
... if you're a completely lunatic like me. If you're a normal person, then it doesn't matter.
If you like 3D games, go for Ocarina of Time (3D preferably, but Virtual Console is fine too) or Wind Waker (HD preferably, but original is fine too). They're pretty different from each other, but adhere pretty closely to the Zelda ideal. The dark horse candidate is Majora's Mask, but I think you should play the other games first to get a full appreciation for this one. (Also, @kingbonesaw, I'll see you at Lon Lon Ranch tomorrow at Noon for our duel!)
If 2D is more your jam, start with Link to the Past, and if you can track it down, Minish Cap is dope as shit. The Oracle games are neat because they're two separate games that link together with passwords. They're also readily available on 3DS virtual console, unlike the other two, so that's a plus. (Yes, I know LttP is on 3DS for New 3DS owners, but that doesn't count as "readily available")
The DS games (Phantom Hourglass and Spirit Tracks) are neat, but they have particulars that can be frustrating. I'd save those for later when you've exhausted the premium supply of main Zelda games.
Oh, and don't discount the original NES Legend of Zelda! That game holds up even to today.
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