You get the Dragonborn quest right after you speak to the Greybeards. The Dawnguard quest line doesn't open up until around 10th level. Technically and story-wise you can do them in either order.
I would recommend 20+. You can go there earlier, but ash spawn are pretty tough to kill and they attack in groups.
No contest. Dragonborn. Dragonborn is far more interesting than Dawnguard, as you get to explore a new island with two wildly different cultures (the Dunmer and the Skaal), plus make side trips to the creepy plane of Oblivion called Apocrypha.
I just killed him at level 15. I'm playing on Adept mode, I didn't know he was supposed to be hard, kinda sad. Any level is fine, just complete the whole Miraak questline or he will steal the dragons souls you defeated.
However, the Dragonborn DLC is significantly harder/requires a higher level than the Dawnguard DLC - even though you are introduced to the Dragonborn DLC earlier. You get the Dragonborn quest right after you speak to the Greybeards.
The Elder Scrolls: The 10 Best DLCs In The Franchise, Ranked1 Oblivion: Shivering Isles. The Shivering Isles is the largest DLC pack in Oblivion.2 Skyrim: Dawnguard. 3 Skyrim: Dragonborn. 4 Morrowind: Bloodmoon. 5 Morrowind: Tribunal. 6 Oblivion: Knights Of The Nine. 7 Oblivion: Mehrunes' Razor. 8 Skyrim: Hearthfire.
To start the Dragonborn questline, the Dragonborn must have at least started the quest "The Horn of Jurgen Windcaller." Once this quest is completed, the next time they visit a city in a major Skyrim hold during daytime (whether or not they have visited Solstheim before this point) two Cultists will stop the Dragonborn
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