If you're travelling to Manhattan for a city break, I recommend you stay at the New Yorker.
It's a beautiful art deco hotel with original features beautifully maintained. Having been built in the 1930's, the rooms are a good size (my friends stayed in a modern hotel and couldn't swing the proverbial cat) and ours had an amazing view of both the Empire State and Chrysler buildings. This was thanks to the receptionist who kindly gave us a free upgrade when he found out that we were celebrating our anniversary. We also received a beautifully wrapped box of truffles.
It's situated in Midtown with the Empire State, Macy's and Madison Square Garden only a few minutes walk away. Times Square is roughly 20 mins away on foot and the massive Penn subway station is just around the corner.
Please try Tick Tocks Diner for breakfast. It's situated in the lobby and again is beautifully art deco. The menu is huge as are the meals. It does get very busy as many locals drop in (which is always a good sign). The turnover is quick though and it's well worth waiting 5 – 10 mins for a table.
I can't wait to go back to New York and The New Yorker.