Crash, by like a million miles. The difficulty in 1 (and 2, to a lesser extent) can be a bit ridiculous at times. But, that's what gaming was like in the 90s. And Crash is just a great video game character. Spyro is more generic, and while a decent series, just doesn't have the overall awesomeness or hold the same significance in VG history as Crash Bandicoot does.
In the interest of full disclosure - I have played a lot of the N Sane trilogy, and not a lot of Reignited.