Over at Book Riot, a delightful series of pictures of literary-themed Jack O Lanterns. If you have a minute, you should certainly click through.
The Calvin and Hobbes one is charming, though the scene depicted is not very Halloween-y.
The Beautiful Creatures one has a lovely font.
The Wizard of Oz is without question the most impressive carving job.
The Legend of Sleepy Hollow is my favorite.