Tom, make sure you look at a 650 as well, and ride both of them before you decide. I initially really wanted a 250, but others convinced me to look at the 650. They said I would outgrow the 250 really quick. Deep down I knew that they were right. I recently purchased a V-Star 650 (my first bike) and just love it.
The 250s are what we rode in the MSF course, and are fun little things, but just feel like toys. If you are just using it as a commuter, and don't plan on doing much highway driving, then it would probably be fine. I've been riding for about 2 months and have put over 1000 miles on it so far. Would have been a lot more, but I haven't been able to ride in about a month. Really miss it.
And my helmet...