Cool topic, SPS. I'll bite on this one.
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Before I go on, I should mention that I've seen at least some episodes of at least all the various Trek series except Enterprise. (Which I didn't see because Voyager was so bad that I stopped watching Trek full stop.) I used to be rather a Trek fan back in the day, though, even if I'm not so much now.
favorite series: The original series, for my money. Yes, the special effects were incredibly cheesy. (Believe it or not, there was one episode where an ensign's drink was poisoned using
a squirt bottle. I've never seen anything more laughable on TV.
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) But what really carries ToS for me, above all the others, is the vastly superior craft, innovation, daring, and characterization in the writing of the time. I feel that the later series have progressively lost what made Trek a great show in the first place, and it's honestly sad to see. When well written, Trek was some of the best SF on TV.
favorite character: A close call between Kirk and Spock, for my money. Both were very well defined and complex characters with real depth and humanity to them. That said, I do like some of the TNG guys (Picard, Data, and Worf mainly), and Garak from DS9 was pretty cool.
favorite episode: City On The Edge Of Forever from ToS takes the nod for me. Harlan Ellison wrote a truly classic story that pitted Kirk between love and his duty to the Federation.
Honorable mentions: The Enterprise Incident (ToS), The Corbomite Maneuver (ToS), and Best of Both Worlds Part 1 (TNG).
favorite movie: Wrath of Khan without any doubt. That movie hit to the core of what Trek is about, and made Khan into one of the best villains in the series. Spock also got the best death in the entire series (later reversed in comic-book fashion, but still a powerful scene). Every Trek fan needs to see this at least once.
Least favorite movie: Tough one, because there have been so many bad ones. Star Trek 5 was pretty execrable, though I can kind of see where it was coming from conceptually. However, Generations was likewise rather bad, and made worse by the fact that Kirk's death was so ludicrous.
Least favorite episode: How do I pick just one? There have been so many bad Trek episodes. I'm just going to say 99% of Voyager after the pilot, because that series was atrociously bad.
Least favorite character: Deanna Troi. I like Marina Sirtis, I like Troi's accent, but the way the character was written just annoyed me. She came off as rather ditzy for the longest time. Then the writers made this worse in later seasons by going too far in trying to make her more capable and overwrote her. The character just never worked to me on any level.
Least favorite series: Voyager. Just terribly written on every level. Aside from the Doctor and Seven of Nine, none of the characters were even remotely interesting. That's leaving out the sheer number of stupid and convoluted time travel plots, which were horrible even by Trek standards.