I'll would go GTL and GTR-2.Is there any good game out there that includes the classical 80's 90's and early 2000's cars and tracks? If it has customizable races and championships it will be a bonus! You know, Sierras, Lagunas, A4s, M3, Volvos...
Yes I think so, you might have to adjust some files for the cars, I tend to just pick a year and the track I want and I really can't remember how you select individual cars. Maybe check with @AndreasFSCwill that game allow me to design my own races selecting track and cars