I love Ryokans. I have stayed in Hiroshima, Beppu, Kyoto and Shirahama in them and have to say that I think the value is not too bad. The average price that i paid was waround 12,000 yen, but keep in mind that it includes 2 meals, of which the dinner itelf would cost at least 4,000 (I don't about that cost in Japan, but if I were to have it back in Australia, I would be epecting anywhere between $40-60 for that type of dinner. It probably is cheaper in Japan, but I haven't really looked!)
In each case check in was very easy. There is usually plenty of staff on hand (!) and they even carry your bags to your room for you. The lady appointed to your room will pour you a cup of tea when you arrive, and will give you a run down of what there is in the ryokan (onsen times, front door closing times etc) and will ask what time you want dinner. Then she will jsut leave you to your own devices. At the time for dinner, she will return and proceed to set up an AMAZING dinner on your table, and then will leave you to enjoy it. You usually get a phone in the room (I have stayed at reasonably large ryokans) and you call down to let them know that you ahve finished. Then you can go for a bathm or a walk or something else. When you return, your room will have been transformed. From a tatami room with only a table and some seats, to a tatami room with futons already made and set out for you.
Breakfast is a little hard to take for some westerners. The sight of a dried fish, some warm tofu or an array of pickles etc may not be appealing to you, and many ryokan offer a 'western' breakfast. I don't know what this consists of, as I haven't had it, but I think you should try the Japanese breakfast at least once. This may or may not be served in your room. I have had it in my room once, and other times in a communal tatami room with all the other guests, or in the hotel restaurant. In the case of the comunal tatami room, we had our own table set up in a huge room ready for us. Because we were gaijin, I thihnk we were put in a prominent place so everyone could watch us eat. It was very amusing to have the line of ladies that worked in the ryokan, clad in their kimonos, kneeling on the floor nearby watching us eat every mouthful!
Check in times are usually late (4pm+) and check out is usually by 10am.
Hope this helps.