A Farewell to Arms (1929) before, and we knew it had a sad ending, it seemed like a good pick.
I had never read any of Hemingway's novels before, although I had read quite a few short stories and I had an idea of what I thought about Hemingway and his writing style going into this (important, influential, but also super masculine and difficult for me to really grasp onto). I won't lie, I didn't love this book, and I guess I knew I wouldn't really love it going into the thing, but I do love having read it, since I think it's an important part of American literature and now I can say I don't really like Hemingway with the authority of someone who has actually read a whole novel.
A Farewell to Arms tells the story of Frederic Henry, an American man who is serving as a Lieutenant in the Italian army's ambulance corps, before the U.S. has entered the war. Henry meets Catherine Barkley, a British nurse serving in a hospital in Italy, and they soon fall in love. After Henry is wounded in the knee, he is transferred to Milan to convalesce and Catherine nurses him back to health and ends up pregnant. After a series of disillusioning adventures, Henry ends up going AWOL, reuniting with Catherine, and escaping to Switzerland. You probably already know how the book ends, and it is not happy.
Someone asked me if this book was a romance and my answer is that I think Hemingway thought it was supposed to be, but I don't see how any woman could read the character of Catherine and think she was a) a realistic portrayal of a woman, b) that she actually loved Hemingway, or c) that anyone could actually love her. The classic brusque Hemingway dialogue means that the scenes between Frederic and Catherine are clipped and forced. She alternates between inexplicable moodiness at the beginning to an even more inexplicable complete surrender to anything Frederic wants to do at the end (with a brief bit of fire and irritability when she is actually in labor, but we see where that gets her). Frederic is apparently devoted to her but also seems just as devoted to drinking and (at first) the war effort and (later) avoiding any mention of the war.
It's easy to see why this was an important and popular book when it was released in 1929, ten years after the war. It would appeal to veterans, to their families, and to all the people who now felt the same disillusionment and fatalism as Frederic. I don't think the book ages well, and with the (lack of) character of Catherine, it doesn't hold much appeal for at least this 21st century American woman.
And I'm not discounting Hemingway entirely -- I would totally give The Sun Also Rises a fair shot.