I'm a Mac person. I've used both systems, for personal as well as professional use. I've consulted about, programmed on, and taught both systems. Macs are more intuitive, the applications are designed to have the same "feel," documents etc are easily moved from one application to another, etc. Macs were the first widely available computer to use a windows/menus/mouse interface; Microsoft's Windows a few years later just never was as clean as the Apple version.
Pricier? yes. Worth it? Depends on the individual.
Which one to get - consider the Air or MacBook. The Air is lightweight, very thin. No CD/DVD drive built in, but you don't really need one - you can download, save to an external drive, use a flash drive, etc.
Do not worry about "not as much software" (there are thousands of applications, including all the biggies such as Microsoft Office and Word), or "What about transferring files from my PC at work?" (most apps can save in other formats if necessary, and files from Word, Excel, etc can just go back and forth between PC and Mac).
For an unbiased view, look at the newest Consumer Reports, which discusses and rates laptops.