Winter:

• primeval | because when it was on air the new seasons always aired in winter (new year, the first saturday of the year) and I think most of it looks like it's set in winter, bare trees, chilly weather
• MCU - films with the OG avengers mainly | probably because I first watched them & became obsessed in winter (january)

Spring:

• cardcaptors | because of the common theme of cherry blossoms in it, the show itself looks like it's largely set in spring
• the breakfast club | its set in march
• ferris bueller's day off | gives early spring vibes

Summer:

• jurassic park/world | because the films are released in summer, "jurassic june" and cause it looks like the films are set in summer
• the florida project | set in summer

Autumn:

• strangers things | because it started near halloween and most seasons are set in autumn
• defending jacob | because it's largely set in autumn