starting with enterprise (which ive grown a liking to) however... im a new trekker because of the 2 alternate timeline films, heres a reddit post that i made that'll explain my dilemma (and pardon the foul language): https://www.reddit.com/r/television/comments/3ht0j6/im_planning_on_watching_all_star_trek_material/ so, anyway how do i not become a reboot hater myself?
this is the old one, also keep an eye out for my review of enterprise season 1 (in the enterprise section of course) coming soon!
"I wish there was an order 66 for Star Trek reboot haters, (order 1701) that would be so awesome, they would be knocking on hells door." Wishing for people who loathe a movie you like to be killed is simply wrong. About watching Trek chronologically, you could of course do that but in my opinion it has no benefit. And if you wanna do it totally rigidly you'd have to switch between TNG and DS9 and later DS9 and VOY episodes. My advice, assuming that you have not seen a lot of Trek, is to just watch it casually and if you are into a particular show you might wanna watch it from start to end.
I don't know if there's any benefit to watching to watching in complete chronology. I suppose you could do ENT->TOS->TAS->TNG->DS9->VOY, but if you wanted a completely accurate chronology you'd have to sprinkle the first ten films into the correct order, and you'd have episodes and films overlapping due to DS9's first two seasons overlapping with the last two seasons of TNG, as well as the DS9/VOY overlap.