The Adventurous Adventures of Hiccup and Wrenlou

After Hiccup left Berk with Toothless, knowing he wouldn't be able to kill the dragon, he found a new place for himself. Ten years later he returns to Berk, but if you want to read how that goes, I suggest you read Return of the Dragon Rider. Don't let the amount of chapters scare you off, most stories are 6 to 10 chapters long. It's a collection of stories, not one big huge one.