Gents,
Hilton blows pole compared to Starwood. No difference between Hilton Gold and Diamond so why invest your time to strive for it? I am a former Hilton zealot for many years. Jumped ship to Starwood last year and will never look back - except to burn my 350K points sometime this year. Starwood does have limited properties but I use hotels.com for those out of band stays (10 stays = free night).
Hilton's Diamond Force is a very very valuable benefit. I'd trade every single other benefit/perk they offer for just that one alone.
starwood vs hilton.. heard it all before many times over. i'm not particulary fond of the room layouts at most starwood properties. My preference is for the Embassy Suites style room layout.
Both are competitive programs - with the promotions Hilton has been running this year I have been very impressed with them.
Plus, Starwood doesn't have the Waldorf collection - or, in my opinion, anything even close to it.
to each their own though. pick the program that benefits you the most and roll with it.