just my 2 cents..people here on FT would tell you to use your miles on premium seats (Business, First Class)....as it is typically much more expensive thus making it more worth it.

back to your question: using a one world award mileage based ticket will not be worth is because a trip consisting of only 4000-6000 miles costs 60,000 miles!!! that is an ridiculous amount. I'm not sure exactly what your plans are, but since you seem to have 300K miles spread over 3 different accounts, I would try to get 4 award tickets to California. You can do a stopover in one of the places. let's say DC-LA(stopover)-SFO...or something and then drive to the rest of the places from either LA or SFO.