Several already mentioned here, such as LOTR.
Also:
Zen and the Art of Motorcycle Maintenance.
A Voyage to Arcturus by David Lindsay.
Another set of novels I used to reread over and over were the original six Dragonlance novels. It was two trilogies and I actually read them out of order. The first book of the second trilogy, Time of the Twins was the first fantasy novel I ever read. Up till then I mostly just read science books and comics.
It was like a drug deal, someone I knew from school slapped it into my hand and said, “you’ll love this” and they were right. I stayed up all night reading it and finished it in two days (which is big for me; I’m a slow reader). I was hooked. I bought the rest of the trilogy and then the original one that had been published before.
That led me to Forgotten Realms novels and also Star Trek books (I had been watching Trek for years but until then the only Trek books I had read were novelizations of episodes which were a thing before VCRs).
After that I branched into more non tie in Genre fiction (joining the Science Fiction Book club helped with that).
Hmm this turned into me sketching how my love of reading came to be but to keep on topic, I reread those Dragonlance books more times than I can count.
This is what happened to me with the Lensmen series by Doc Smith. My first job, while I was in high school, was washing pots at a restaurant. One day one of the other employees found out I was into science fiction and lent me a copy of one of them (after all these years I can’t remember which one) and I was hooked. Started borrowing the rest from the library, and later when I could afford it bought them so I could reead them again.
Just a month or two ago I re-read the entire series. Third time for a couple of them.
Yep, the Straight Dope is very rereadable.
I re-read books constantly and always have, so there are really too many to list. Lots of series, but also stand-alones. Here are a few.
Bellwether, Crosstalk and To Say Nothing of the Dog by Connie Willis. I like her Christmas stories, too, and usually reread them each year.
Cryptonomicon by Neal Stephenson. We have carried this all over the world, pre-Kindle and post. Great geekery and storytelling.
Pretty much all of Scalzi. One of his newest, Starter Villain, is going to be a long-term favorite. Also just re-read Kaiju Preservation Society. Fun stuff.
A Dirty Job by Christopher Moore, and Lamb.
Good Omens by Neil Gaiman and Terry Pratchett.
Lord Peter Wimsey and all of P.G. Wodehouse. I have the latter in a lovely hardback set.
The Widow Nash by Jamie Harrison. Brutal but terrific. I’ve given this one as a gift a few times. Tie in The Center of Everything is also a favorite.
Lots more, most of which belong in the series thread. I tend to re-read the less serious, more fun stories and only dip into heavier topics for a single read through, like Heaven and Earth Grocery Store and James lately.
When I was young, I read Vonnegut over and over but I think I overdid him.
Geek Love by Katherine Dunn, of course. : ) I think I have also reread more than twice Hardcore Zen, by Bradley Warner, Please Kill Me by Legs McNeil and Gillian McCain, We got the Neutron Bomb by Marc Spitz and Brendan Mullen(RIP). I have a Swami Satchidananda version of Patanjali’s Yoga Sutras that I often return to. I know I’ve read Douglas Adams’ full Hitchhiker’s Guide to the Galaxy many more times than I’ve seen the shows or movie. Oh, and Just Kids and M Train by Patti Smith. Those have photos too.
Actually, when I was younger, I read everything I liked over and over again. For instance, the James Herriot books, the John Bellairs books, Watership Down, Stephen King’s early work, etc.
I thought of one other that was particularly formative: Good Morning, Miss Dove, by Frances Gray Patton.
The one I read every year and never tire of is The Martian by Andy Weir. Also a big fan of the movie version, but enjoy the read just as much, if not more.
The Complete Calvin and Hobbes.
Great choice!
Another great choice.
Did you read/like his Hail Mary? I thought it was pretty good and plan to re-read it.
I enjoyed it and have it on my bookshelf, but don’t feel a compelling need to read it again.
Yes, I also have read and reread my copies of the Straight Dope books. Also Imponderables, Book of Lists and myriad of similar stuff you would find in the Trivia section of the book store.
Imponderables is good and Why Things Are.
Yes! Why Things Are and Big Secrets!
The Princess Bride by William Goldman.
Illusions by Richard Bach
(and another thumbs up for Calvin and Hobbes)
Every few years I’ll read the Hitchhiker’s Guide to the Galaxy series front to back. Been a while, maybe I should do that over the winter.
Fargo Rock City by Chuck Klosterman is another I’ve burned through a few times. Speaking of music, the last couple of print editions of The Trouser Press Record Guide are my regular bathroom reading, to the point where I can nearly recite the reviews of albums I’ve never once listened to.