The lights are on
First of all, before I begin with this well-needed guide, I would like to say that I would most likely give Dragon's Dogma a score around the 8.25 to 8.75 range. If this is somehow a really low score for your standards, you absolutely abhor RPGs and their brethern, then this probably isn't the game for you to try, unless you're looking for some quality achievements. Either way, I hope you will at least enjoy reading this guide, as well as the experience it will grant you and knowledge within the game itself. As a disclaimer, I have (as of Today, June 4th, 2012) earned every single achievement in Dragon's Dogma save the one entitled The Laborer. It will be included however, because it is one of those self-explanatory achievements that I merely have not had the time to complete yet. Anyway, let's begin!
The Patron: Give money to Madeleine and come meet her later near the Black Cat shop for an alternative dialogue scene. Eventually, you will earn the achievement- either after the dialogue ends or after you have rested, depending on your game.
Into the Frontier Caverns: Simply enough, visit the Southwestern caves. This can be accessed via the Shadow Fort, after having already cleared it of its goblin menace.
Into the Manse: If you've already completed the prerequisite of "meeting a maiden" in one of the castles, then you can opt to actually find this maiden near to the end of the main questline. Simply return to the castle and take on the quest into the Blighted Manse.
Into the Soulflayer Canyon: Throughout the quest titled The Conspirators, you will enter the Soulflayer East Gate and have a chance to enter the actual canyon as well. Beware of bandit and cyclops assaults, as well as one by a cockatrice should you have already completed the quest where one assaults the capitol...
Into the Ancient Quarry: Lying to the north west of Gran Soren and connecting Central and Southern Gransys, the quarry will be easily accessible yet crawling with enemies until you clear them out. It also serves as a shortcut from Witchwood and Shadow Fort to the Capitol.
Into Dripstone Cave: This is easy enough, however it may take awhile to get, as you must first complete the main quest. After having done so, return to the starting village, and the area where you met the first pawn. Soon enough you will encounter a craven knight, who tells you of mysterious noises coming from the well... Enter the well to gain this achievement, but beware hat you may encounter...
Affinity and Beyond: Simply complete as many quests as possible- or at least two depending on size, for a character (normally of the opposite sex) or give them gifts and you will most likely earn this achievement. Can easily be completed with Madeleine of the Duke's female companion.
The Escort: Simply complete one escort mission to gain this small achievement.
A Queen's Regalia: Simply find women's clothing for one of your male party members and equip it to them. Sit back and feel the laughter come as you recall Fable 3's cross dressing achievements as well... You took a leaf from the wrong book Capcom... ;-)
The Artisan: This achievement can be earned by combining two new items or replacing one of the items in an old piece of equipment with a new item. Examples of easy earns are lamps and other small items.