The Illiad and The Odyssey by Homer- This has been on my TBR for a while. I’m intimidated by this because I read the Argonautica by Apollonius of Rhodes. I had a difficult time getting through that, because of the way it was written, and it was only 155 pages. The Illiad and The Odyssey is 752 pages, and if it’s written in a way similar to The Argonautica, I know I’ll have a difficult time getting through it.
War and Peace by Leo Tolstoy- For some reason, the larger classics intimidate the hell out of me. This one is 1,156 pages, it’s huge! It’s also historical fiction, a genre that I have been reading more of lately. The synopsis sounds really intriguing.
Night by Elie Weisel- While this book is on the shorter side, it is the content that makes this book intimidating. I learned about the holocaust in school, but I’ve never really read a first person account of what it was really like.
The Lord of the Rings (single volume) by J.R.R. Tolkein- I read the Lord of the Rings as three separate volumes a while ago, however the single volume is huge! I got one of the deluxe editions with the corrected text and the newer index, and it is intimidating.
Moby Dick by Herman Melville- I have never read this book. The classics intimidate the hell out of me. This one isn’t as long as the others, but I have heard that some of the language is difficult for some to understand.
Inside My Minds 
LOTR and War and Peace are on my list as well – definitely intimidating!
I read the movie covers of Lord of the Rings in three separate volumes, it’s so much more intimidating to read the singular volume.
I put a Tolstoy on my list as well! His books are just so huge.
All of those books are great, great books. The Iliad and Odysseus are the most glorious. They are such a pleasure to read. Verse versions, various translations. I’ve gone back to them many times, and re-read them a couple of times. Depends on the translation, but Homer is the classic.