Find a reputable music shop first. Make sure they have a good luthier. Aslk what they do to the guitars before sale.
We are fortunate to have a local shop that has some very skilled luthiers. Nick, and his son, can do wonders with stringed instruments. The second a guitar comes out of the box, they give it a complete tune-up. No, not just tuning the strings... verything on the instrument is checked and adjusted as necessary. They check the neck, is it true and straight, and adjusted at the correct alignment to the body. Are the frets dressed and level. Is the bridge fine, too high, or too low. Is the nut correct. They go over everything, wether it is a entry level instrument or a fancy big dollar one.
It is good to try instruments; different people like different sizes, neck widths, thickness, tone etc.
I have seen high grade guitars that were terrible to play, they were so out of adjustment. Have also seen entry level guitars that were amazing to play, mostly becuase they were very well set up and adjusted.
I got my son a basic Stratocaster setup. Fender Strat, amp, etc. It is entry level, but it plays exceptionally well. It is adjusted and set up properly. He loves it
I had a friend who was starting to play, and was pretty good. I let him try one of my guitars; he was amazed how well it played. He brought his guitar over the next time he was in town. It was a nice guitar, but had awful setup. I don't know how he played it, the neck was so out of alighnment. We took it to Nick. He had it on the bench for about an hour of labor. when finished, it was a totally different guitar; it was wonderful to play.
The key is, find one that feels comfortable and has the sound you want. Then make sure it has a good setup/tune-up(it should have this right out of the box).
Nick and his crew are top nothc, and widely recognized
http://www.nicholsonmusic.com/Welcome.html
If you can find a shop like this local, you're set