Hellraiser Masterpieces: Masterpieces are shorts stories that tell the stories of more people opening the box or finding hell through another means. Most do little to expand the Hellraiser universe but provide entertaining and interesting tales. It kind of reminded me of Tales from the Crypt except all Hellraiser-centric.
Masterpieces Vol. 1: The best part of Vol. 1, in my opinion, is the introduction of The Harrowers. The Harrowing story tells how each Harrower found their way to Joplin, MO and ultimately was imbued with power to fight the forces of evil. Vol. 1 only tells half of the tell though, so you'll have to pick up Vol. 2 to see the ending.
Masterpieces Vol. 2: Vol. 2 is more short stories like we see in Vol. 1 including the ending of The Harrowing storyline. Other interesting stories were things like a boxing ring acting as a gateway (The Sweet Science) and the story of one of the Harrowers rescue attempts (The Last Laugh).
Hellraiser Dark Watch: Dark Watch picks up where Omnibus left off. It really expands on the Hellraiser universe in addition to giving us our third version of Pinhead in the modern comics. I would rate Dark Watch as my favorite, right behind the Omnibus.
Dark Watch: Vol. 1: I really enjoyed this one giving a look at the new Pinhead. It also showed the power of crosses and brought back Tiffany and her new band of Harrowers.
Dark Watch: Vol. 2: Picking up where Vol. 1 left off, Vol. 2 continues the story showing a side of Elliot Spencer that is even more disturbing. The Harrowers step up their game with the use of blessed daggers and blessed crosses to protect themselves against the forces of evil.
Dark Watch: Vol. 3: The thrilling conclusion to the series and it finally wraps up the story that started in Omnibus and The Road Below. This book also introduced Abaddon and the part of hell based on fury. The story still managed to suprise me at the end and provided a nice conclusion to the whole saga.
Hellraiser Anthology comics are similar to the Masterpiece ones. Not only do they have short stories in comic form but also art, poems and short stories of all text.
Anthology Vol. 1: One of the more unique stories in here included Pinnochio. Overall it was entertaining but I thought Vol. 2 was better.
Anthology Vol. 2: Vol. 2's short stories I thought were more intersting. The Test showed what happens when a monkey tries to open the box. Another Pinnochio story is included along with another kid's toy, "Pokemon" type trading cards that open the gateway. Other stories inclue The Octagon, which felt like a modern update to The Sweet Science, the boxing-centric stroy from Hellraiser Masterpieces. Plus, this one also has The Chatterer's backstory in "Prayers of Desire", which is an all text story.