In The Elder Scrolls V: Skyrim for the PC, PS3, and Xbox 360, leveling Two-Handed can be very slow. Luckily I have some tips to help you level Two-Handed a little faster than just going out adventuring.
There are several opportunities in the game to continually hit NPC’s that can’t die.
At the very beginning of the game, choose to follow Hadvar out of Helgen. When you first start following him in the keep, you can beat on him as much as you’d like and he’ll never die.
Remember Hadvar? He lives in Riverwood in Alvor & Sigrid’s house, and he’s willing to take more abuse. Go to their house after 8am, Alvor should be out of the house. Sigrid should stay downstairs, so go upstairs and wait for Hadvar go to upstairs as well. Sneak behind him and do a sneak attack , which should take him to the ground, but he still can’t die. When he gets back up, he’ll have no memory of you hitting him, so rinse and repeat as much as you’d like.
A decent way to level Two-Handed without searching creatures to fight in is by conjuring a servant to beat on. Turn the difficulty up to the highest setting, conjure the cheapest servant you can, equip the weakest Two-Handed sword you can find, then hit them until they die. It’s best to take off any items that increase Two-Handed damage, since you don’t skill up based on damage done. Don’t forget to turn the difficulty back down, or you may be surprised by the next real enemies you fight.
If you’re ok using a rather “cheap” method to level Two-Handed extremely fast at lower levels, then simply find a Two-Handed skill trainer, buy a skill point, then pickpocket the money back. Vilkas in the Companions camp in Whiterun is a Two-Handed trainer, and Torbjorn Shatter-Shield in Windhelm is as well.
This trick is only effective up to 51 skill points unless you have a pickpocketing skill of 100, since after 51 skill points the cost is increased by 1000 gold, making pickpocketing much more difficult.