How long or how many years? For me i think i should be able to play skyrim until the next TES arrive.
I could well play it slow in one char save or even new char saves. As the scenery is such beauty that my brother commented "it look as though you living in Skyrim world".
I believe too. No fast travel, make a point to have 3 regular meal, sleep when the sky is dark. Bath at least once, cook, clean your house, repair your armour and sword. Pay a visit to friends, kins from time to time, have a drink, go shopping and swimming.
Look for mods that give new items, quests, house, land... And add that to your existing game.
If you bored, takw a short break and you will love skyrim again.

