For so-called "line-of-sight" GMRS radios, I have to say that we've had a lot of success with our Motorola's and Midlands. And we prefer them to our cell phones -- much quicker to use, less worries about losing them. Sucks to call someone on their cell, forcing them to pull a glove off, unzipper a pocket, pull it out, and answer it, all for a "meet me at the top of the Wildcat lift" call. With our walkies, it's a lot more convenient (and useable). Granted, at a 3,000 acre resort, someone at the base may have a hard time reaching someone on the backside of the mountain, but our group is usually pretty spread out so relaying the message isn't hard, and primarily what we're using them for is finding one another on the mountain, so it isn't usually a "base to the backside of the mountain" transmission.
What we find that works best is having a hand-mic. You can put the walkie inside your jacket, and have the coiled wire run up to the mike clipped on your jacket lapel. Easier to use with gloves, no futsying trying to unzipper a pocket to respond, the walkie is secure, etc. I'm not talking about those little voice-activated Secret Service looking things, but an actual handset like a police officer might wear. They're all over Ebay for about $12 a pop.
That said, a small walkie is your friend, so use that as your center of gravity on the "which one" decision.