I feel like I'm a decent portion of the way through the game myself. I hit level 40 and have nearly maxed Destruction, Archery, and several others skills. I haven't done much of the main quest line, but I've located 90+% of all the locations on the map just by wandering on my horse for endless hours. I've cleared out probably 50%-60% of those locations and done a ton of sidequests. I have to say that Skyrim is beautiful, but the snow gets depressing after awhile...especially living in Ohio and going into Winter soon. I love the new interface, implenting the perk system from Fallout. I love the dual casting of spells and epic Archery perks. Overall I think they made Fallout more entertaining though.
I realize it's a difference between they're two franchises, but the lack of humor makes the game less entertaining for me. Don't get me wrong, I love all Bethesda's Elder Scrolls games. I've played them all but the first. I'm just starting to get bored with the "Go to a cave, clear out the bandits/necromancers/draugr, retrieve item" questlines. The quests involving Daedric Princes or Draemora have been the most entertaining so far. It seems like too many quests are cut and dry, not as many cool ones that are outside the box or involve neat objectives or NPCs. I'm finally getting around to doing the Thieves Guild quests, so maybe that will change (I wrote the Oblivion Guide for the Thieves and Mages guilds for GameFAQs). I was very disappointed with the Mage's Guild, waaaay too short. I'm hoping the Thieves Guild is not the same way.