At Dushnikh Yal, an Orc Stronghold Southeast of Markarth, you can find Chief Burguk, who is the master trainer for One Handed. Amren, who has a house in Whiterun, can train you up to level 50. To access an expert trainer, you’d need to join the Companions, but Chief Burguk is more than enough.
Skyrim: One Handed Trainers
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In Whiterun, you can meet a guy called Amren, who will happily train you in one-handed combat at a Journeyman level for a fee.
Athis, a member of the Companions, also in Whiterun, will train you at an Expert level.
Burguk of Dushnikh Yal will train you at a Master level. You can find him in The Reach.
Source (for this and other trainers): Skyrim guide
The best way to get one-handed for free to is:
Then you can take anyone in the companion “guild” as a companion. This means that you can train 5 levels of a skill per “major level” and take your money back by talking to your companion and saying: “I need to trade something.”
You can just kill a bunch of bandits then use the Raise Zombie spell and kill them again.
Trainers that are also merchants, such as Arcadia in Whiterun, add the gold paid to them for training into their inventory. One can easily recover gold spent on training by selling them items. The gold can also be pickpocketed back from the trainer, albeit difficult if it is a large amount.
Trainers are NPCs who help increase proficiency in skills in The Elder Scrolls V: Skyrim. Most trainers offer their services from the start of the game, but some require certain tasks to be performed first. Skills can only be trained five times per level, until the skill level exceeds the level of the trainer. All training requires that a fee be paid. Gold is automatically subtracted from the inventory when a training session is accepted. After you pay the trainers you can pickpocket them for your money back.
Additionally, gold can be pickpocketed back after training sessions, but this becomes impossible at higher levels (even with maximum Pickpocket and Sneak skills) as the amount of gold paid is often in the thousands. This can be surmounted by knocking down the trainer in some way, and then pickpocketing the gold back while they are on the ground. You can pickpocket anything in a knocked down characters inventory with no bounty, even if the chance of success appears to be 0%. To knock down a character, use Unrelenting Force with all three words of power, do a power attack with a two-handed weapon (you may receive a bounty), or, with the “Poisoned” perk, reverse-pickpocket a paralysis poison into their inventory. The player can also use Ice Form on the trainer and then heal the character, then while the person is recovering, quickly access that trainers inventory to recoup the cost. It is possible to prevent a crime being charged against the Dragonborn by first joining the faction that the trainer belongs to.
Unlike The Elder Scrolls III: Morrowind and The Elder Scrolls IV: Oblivion, trainers in The Elder Scrolls V: Skyrim only offer skill leveling from Adept upwards. In previous games, trainers offered Apprentice-level and Novice-level training. There are skill trainers in Skyrim labeled as “Common” trainers; this is incorrectly labeled, as the trainers offer their services up to the Adept level. Unlike Morrowind and Oblivion, there are no means to be trained all the way to level 100 in a skill. One thing that carried over from Oblivion is that trainers will only train up to five skill levels per character level.