I was thinking of this in terms of something Stan Lee once said, that every comic book is someone's first comic book and wondered, is every film in the STAR TREK series someone's favorite? For example, as maligned as it is, is THE FINAL FRONTIER someone's favorite TREK movie?
I find it hard to pick a top favorite from the series, but I'm the fan who winds up watching the odd-numbered entries more than then more popular even numbered. Not sure why, maybe I appreciate their ambitions, even if their reach exceeded their grasp. In that case, THE MOTION PICTURE or SEARCH FOR SPOCK might wind up as my favorite from the series.
While Star Trek II is not only my all time favorite Star Trek movie, but one of my all time favorite Sci Fi movies, it is impossible for me to watch it without first watching TMP, and following it up with TSFS. For me, that is a near-perfect trilogy, and literally three of my all time favorite movies, regardless of genre. Also, I think of all the Trek films, they hold up the best.
TVH was fun in its day, but I don't think it holds up as well. I could ALMOST be happy watching TVH, and just completely fast forward from the point they arrive in 1986, to the point where they sling shot back to the 23rd century.
First Contact was great back in the day, but is starting to show its age, and doesn't hold up as well as the first three. But is still watchable.
TUC is a good send off movie, but to me, TUC should have been Star Trek 5, and ended the TOS franchise then and there.
TFF, like Generations, has its moments but is somewhat flawed, and is painful at times to watch. But at least still watchable.
Nemesis FX holds up, but the plot problems I had with it in 2002 are still problems for me today, though I judge it less harshly, now. It still had some good moments.
Insurrection watches more or less like a glorified mediocre TNG episode, but the HMS Pinafore and the gorch bits makes me want to vomit every time.
I accept Star Trek 2009 as a good movie, but I can't stand STID. Unless Star Trek 3 (2016) redeems the Abramsverse for me, I am just going to consider Star Trek 2009 a one-off, self contained story set in an alternate timeline, much like In a Mirror, Darkly.