I've been shopping up in Leeds a couple of times recently, only a 55 min drive from where I live (Bawtry area).
I've grown up with Sheffield. Direct (but slow) trains from Retford. Meadowhall for shopping, Cineworld and obviously Sheff Utd... It's probably a 40/45 min drive from mine.
As a young adult, Sheffield was always the go-to spot for a 'big' night out.
Must say though, Leeds is streets ahead of Sheffield. Loads of easily accessible and cheap city centre parking and piles of really decent shops all within very close proximity. If you're a young person with lots of money then all of the shops (Louis Vuitton, Harvey Nichols, Gucci etc.) are there. But so is everything in between that & your standard high street stuff. It's great.
For drinking also, it offers far more than Sheff (unless you're a middle aged real enthusiast).
Sheffield is unfashionable for good reason...
as much as I do love it.