I reread Armistead Maupin’s Tales of the City series about every 5 years.
The Fan Man by William Kotzwinkle is funny every time I read it.
I read too much really, but some favorites re-reads that haven’t already been mentioned include:
Brideshead Revisited; Evelyn Waugh
The Loved One “” “”
Vile Bodies “” “”
The Book of Laughter and Forgetting
The Unbearable Lightness of Being; Milan Kundera
The Reckoning; the Murder of Christopher Marlowe; Charles Nicholl
Practically anything by Steven Jay Gould & P. Quammen
Nostromo; Joseph Conrad
Midnight’s Children
The Satanic Verses; Salman Rushdie
That’s enough ideas for the moment!
I’ve read Good Omens three times now and am about ready for another round, since I’ve already forgotten most of it.
When I was in my early teens, I must’ve read the Brian Daley Han Solo books (Han Solo at Star’s End, etc.) about a dozen times each.
The winner for me, though, is Roy Blount Jr’s books of essays. Now, Where Were We? I’ve read at least a dozen times by now. He just rocks.
I find I tend to re-read almost all of my books but the most often re-read are:
Kitchen Confidential - Anthony Bourdain.
One Flew Over The Cuckoos Nest - Ken Kesey
Skeleton Crew - Stephen King
Treasure Island - Robert Louis Stevenson
Alice in Wonderland - Lewis Carroll
Trainspotting - Irvine Welsh
Also anything by Pratchett or Bryson.