However, what makes the Thieves Guild so great for training is the fact that you won't rack up a bounty if you are caught trying to retrieve your hard earned cash. Follow the same procedure as above - level with the appropriate trainer than pickpocket the money back. If you're particularly interested in leveling up Archery, Sneak, Pickpocketing or Lockpicking, the Thieves Guild is an ideal training ground. Using this trick you will not only gain free levels in your chosen skill, but your pickpocket skill will increase very quickly. Be sure to steal the money back after each single skill up because the success rate will decrease as the trainer gains more gold. Talk to the trainer at night while they are sleeping and train your skill, then wait till they go back to bed and steal the money spent back. * You can effectively receive free training from a follower (see below) Thieves' Guild in Riften ( The Ragged Flagon) The College of Winterhold Gatekeeper, Faralda Riften, Thieves Guild, Ragged Flagon Cistern Riverwood, in his house, hunting, or gathering firewood

Expert-level trainers can train you to level 75, and Master-level trainers can train your skill up to 90. Common-level trainers can train your Skill up until level 50. The chart below shows the locations of all Trainers in Skyrim. Note that you may only have a trainer (no matter what level he or she is) train you a total of 5 times before you have to level up again!

Skyrim how to train conjuration