I'm a Platinum and got a fabulous upgrade at the Westin, and a so-so upgrade at the Sheraton Diana. The Westin is a big grand hotel, and my suite had silk wallpaper, a chandelier, and my own steam room with a view of the Duomo! Really an ornate room. Hotel looks like it caters to business types....and neighborhood looked to be mainly office buildings.

Sheraton Diana was in more of a neighborhood, with the Milan trams running along the street. My room there had french doors that led out onto a small balcony overlooking the street and trams. The room was old, with high ceilings and a bit of peeling paint. This hotel supposedly has a hip bar, but it was pretty quiet when I was there. The hotel is smaller than the Westin and supposedly very crowded during Fashion Week in Milan.

Enjoy Milan....an under-rated city in my opinion.