I agree with Adam. It really depends on what you need to do.
In my last job, for 20 years, I used an analogue 2-channel Hitachi scope, and I liked it a lot. The most technologically advanced feature it had was delayed trigger, and I very seldom even used that!
Of course you have to understand its limitations; as with any other piece of test equipment, there are things that could be there in the signal you're measuring, that it simply will not show you. You have to be aware that it's not necessarily telling you everything you might want to know.
Technology moves quickly though, and for the last 30-plus years, digital storage scopes have been steadily improving in functionality and performance.
I follow Dave Jones of eevblog (
http://www.eevblog.com and
http://www.youtube.com/user/eevblog) who has a huge experience and knowledge of test equipment, among many subjects. He seems to recommend a brand called Rigol (among others) and a model called something like CZ1000 (it has a 1000 in the name, anyway).
It's available with various options, including a logic analyser feature and an arbitrary waveform generator, both of which can be really useful, whether they're integrated into the scope or not. I think personally I would probably want the logic analyser to be separate, and to use a PC as the user interface, because they are quite UI-intensive, and a mouse and keyboard are always going to be an order of magnitude better than knobs and buttons, no matter how nicely designed they are.
Dave has also reviewed a number of PC-based scopes (USB devices that use a PC for the user interface) and generally he doesn't recommend them. I've used a very old version of the same thing, and it definitely does have its uses - mainly, being able to capture events leading up to a trigger for later analysis.
If I had the money, I would go for a 4-channel digital scope with at
least 100 MHz bandwidth, with a nice large sample buffer. I would probably
buy it on eBay (unless I won a lottery prize), from a medium or large
company that upgrades their equipment regularly, so I would know it had
been maintained and calibrated, and wasn't being disposed of because it had
a problem.