S1=Season 1    S3=Season 3     ep=episode
S2=Season 2    S4=Season 4     eps=episodes
In my opinion
S1 is the most well rounded of the seasons. A little laughter, some suspense, excelent replay value (as season 2 has as well), and the beginning of me talking to the tv screen: (when too much info at once) "Wait a minute; slow down. You're going to fast" and {sometimes) "no it can't end there. You can't do this to me. I have to see more!"
S2's end is what kicked digimon out of my favorites lists and put it on a higher platform making it the the best TV show ever made. Of course that's only because I remembered all of season 1 and 2. This is the season that I've watched some eps over and over again with a different point of view each time. It made me want to go back and watch both seasons all over again and so I did, and have enjoyed it every time I've watched it.
S3 was off and on, but some eps played with my emotions like nothing I've ever experienced, and I probably won't ever expierence it again. Those are memories I'll never forget! The beginning episodes seem to be better the second time around, while the some of the later eps were only awsome the first time watching; From my experience, most eps have good replay value, but some don't.
S4 is the season of morals and laughter. It didn't play with my emotions as much as the other seasons, but it did give me many surprises and lots of laughter. I think it's the funniest season I've seen, with eps like "You Want Fries With That?" and "The Man on The Moon is You". I also think it has the best first episode, since it gave me a shock of something new. I was surprised that I could learn more from Digimon since it's the fourth season, but it gave me a few other shocks too.

If I were to give out awards for seasons here's what it'd look like
award name1st2nd3rd4th
best 1st epS4S3S1S2
best 1st halfS1S32&42&4
best 2nd halfS1S23&43&4
best last 10 epsS2S1S4S3
funniestS4S3S1S2
most emotional effectsS3S1S2S4
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I figure people who skipped a head in the story only spoiled it for themselves, and I can only imagine how lost someone could be if they skipped around or jumped right into the middle. It was a need for me to watch all the eps in consecutive order to get the full effect. Maybe digimon is ending and maybe it's not, but it is a tv show that I'll never forget and always enjoy.

Digistatistics
It's a good thing you don't need to know all the names in order to enjoy the show!
A # of names given in the first episode of Digimon- 7 digidestined+thier 7 digimon+ the once digivolved version of these 7 digimon + 1 bad digimon = 22 (don't let this discourage you)
B # of main character digidestined(through season 4)-25
C # of main digimon (digivolvements shown on TV included)- 19 for season 3, 60 for Seasons 1 and 2, 17 for Season 4
D Total B and C- 121
E # Season 4 main bad guys (evolutions included)- 17
F # of other characters- Are you kidding? I'm not doing it. You do the math.

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S1 and 2 Screenshots    S3 Screenshots    S4 Screenshots