books The Most Heartbreaking Novels Ever Written  

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List Rules Vote up any good, very sad tearjerker books that make you cry.

This list is about the most heartbreaking novels ever written; it answers the question, “What are the saddest books of all time?” If you’ve ever read one of these tear-jerkers, you know that these sad stories will tug on your heart strings in a way that no other novel can.  The best sad stories like this will warm even the coldest of hearts! We’ve all felt the pain of loss, the agony of heartbreak and the joy of falling in love: we all relate to sad stories. Nathaniel Hawthorne’s The Scarlet Letter provides us with a sense of empathy for an underdog, a woman that is forced to wear her sins on her sleeve for the world to see. Natalie Babbit’s Tuck Everlasting pulls on that secret place deep down in each of us that longs for love to never end, but teaches us that what seems like a blessing to us now may be a curse in the future. Arthur Golden’s Memoirs of a Geisha shows us how life can be in another part of the world, moving us from our self-centered perspectives about life into a compassion for those less fortunate. These stories mold us into who we are and show us where we came from. Most importantly, these novels teach us that we’re not as different as we may think.
list ordered by

1
414 110
Where the Red Fern Grows is listed (or ranked) 1 on the list The Most Heartbreaking Novels Ever Written

2
328 98
Flowers for Algernon is listed (or ranked) 2 on the list The Most Heartbreaking Novels Ever Written
carlybobarly added Flowers for Algernon Daniel Keyes

3
321 108
Bridge to Terabithia is listed (or ranked) 3 on the list The Most Heartbreaking Novels Ever Written
Bridge to Terabithia Donna Diamond, Katherine Paterson

4
339 89
Old Yeller is listed (or ranked) 4 on the list The Most Heartbreaking Novels Ever Written
Old Yeller Fred Gipson

5
367 104
Charlotte's Web is listed (or ranked) 5 on the list The Most Heartbreaking Novels Ever Written
Charlotte's Web E. B. White

6
425 103
Of Mice and Men is listed (or ranked) 6 on the list The Most Heartbreaking Novels Ever Written
Of Mice and Men John Steinbeck

7
267 69
The Outsiders is listed (or ranked) 7 on the list The Most Heartbreaking Novels Ever Written
but chickens double d added The Outsiders S. E. Hinton

8
405 113
To Kill a Mockingbird is listed (or ranked) 8 on the list The Most Heartbreaking Novels Ever Written

9
163 44
Nineteen Eighty-Four is listed (or ranked) 9 on the list The Most Heartbreaking Novels Ever Written
stubb added Nineteen Eighty-Four George Orwell

10
266 69
Les Misérables is listed (or ranked) 10 on the list The Most Heartbreaking Novels Ever Written
Les Misérables Victor Hugo

11
263 74
A Child Called
A Child Called "It" Dave Pelzer

12
389 177
The Fault in Our Stars is listed (or ranked) 12 on the list The Most Heartbreaking Novels Ever Written

13
313 85
The Book Thief is listed (or ranked) 13 on the list The Most Heartbreaking Novels Ever Written
The Book Thief Markus Zusak

14
223 81
My Sister's Keeper is listed (or ranked) 14 on the list The Most Heartbreaking Novels Ever Written
My Sister's Keeper Jodi Picoult

The Best Novels Ever Written

15
237 90
The Kite Runner is listed (or ranked) 15 on the list The Most Heartbreaking Novels Ever Written
The Kite Runner Khaled Hosseini

16
311 141
Harry Potter and the Deathly H... is listed (or ranked) 16 on the list The Most Heartbreaking Novels Ever Written

17
157 52
Wuthering Heights is listed (or ranked) 17 on the list The Most Heartbreaking Novels Ever Written
slaft added Wuthering Heights Emily Brontë

18
115 60
Atonement is listed (or ranked) 18 on the list The Most Heartbreaking Novels Ever Written
Garvin added Atonement Ian McEwan

19
214 94
The Giver is listed (or ranked) 19 on the list The Most Heartbreaking Novels Ever Written
The Giver Lois Lowry

20
193 85
A Walk to Remember is listed (or ranked) 20 on the list The Most Heartbreaking Novels Ever Written
A Walk to Remember Nicholas Sparks

21
184 62
Black Beauty is listed (or ranked) 21 on the list The Most Heartbreaking Novels Ever Written
Black Beauty Anna Sewell

The Best TV Shows to Binge Watch

22
161 74
The Help is listed (or ranked) 22 on the list The Most Heartbreaking Novels Ever Written
CourtneyRoseSampson added The Help Kathryn Stockett

23
110 38
The Little Prince is listed (or ranked) 23 on the list The Most Heartbreaking Novels Ever Written
punksnotdead added The Little Prince Antoine de Saint-Exupéry

24
144 63
Brave New World is listed (or ranked) 24 on the list The Most Heartbreaking Novels Ever Written
Brave New World Aldous Huxley

25
115 43
Great Expectations is listed (or ranked) 25 on the list The Most Heartbreaking Novels Ever Written
slaft added Great Expectations Charles Dickens

26
174 61
A Tale of Two Cities is listed (or ranked) 26 on the list The Most Heartbreaking Novels Ever Written
A Tale of Two Cities Charles Dickens

27
198 80
Marley & Me: Life and Love wit... is listed (or ranked) 27 on the list The Most Heartbreaking Novels Ever Written

28
207 88
The Lovely Bones is listed (or ranked) 28 on the list The Most Heartbreaking Novels Ever Written
The Lovely Bones Alice Sebold

1001 Books You Must Read Before You Die

29
100 43
Jane Eyre is listed (or ranked) 29 on the list The Most Heartbreaking Novels Ever Written
rachel hatton added Jane Eyre Charlotte Brontë

30
98 24
The Velveteen Rabbit is listed (or ranked) 30 on the list The Most Heartbreaking Novels Ever Written
The Velveteen Rabbit Margery Williams

31
123 65
Island of the Blue Dolphins is listed (or ranked) 31 on the list The Most Heartbreaking Novels Ever Written

32
117 64
A Thousand Splendid Suns is listed (or ranked) 32 on the list The Most Heartbreaking Novels Ever Written
BethSmoothMoveRothwell added A Thousand Splendid Suns Khaled Hosseini

33
121 70
Never Let Me Go is listed (or ranked) 33 on the list The Most Heartbreaking Novels Ever Written
Never Let Me Go Kazuo Ishiguro

34
95 27
Hamlet is listed (or ranked) 34 on the list The Most Heartbreaking Novels Ever Written
Hamlet William Shakespeare

35
67 38
Uncle Tom's Cabin is listed (or ranked) 35 on the list The Most Heartbreaking Novels Ever Written
slaft added Uncle Tom's Cabin Harriet Beecher Stowe

The Most Overrated Books of All Time

36
140 60
Anna Karenina is listed (or ranked) 36 on the list The Most Heartbreaking Novels Ever Written
Anna Karenina Leo Tolstoy

37
147 93
Mockingjay is listed (or ranked) 37 on the list The Most Heartbreaking Novels Ever Written
but chickens double d added Mockingjay Suzanne Collins

38
105 36
The Great Gatsby is listed (or ranked) 38 on the list The Most Heartbreaking Novels Ever Written
The Great Gatsby F. Scott Fitzgerald

39
97 33
Animal Farm is listed (or ranked) 39 on the list The Most Heartbreaking Novels Ever Written
Animal Farm George Orwell

40
81 41
The Phantom of the Opera is listed (or ranked) 40 on the list The Most Heartbreaking Novels Ever Written
slaft added The Phantom of the Opera Gaston Leroux

41
84 46
For Whom the Bell Tolls is listed (or ranked) 41 on the list The Most Heartbreaking Novels Ever Written
For Whom the Bell Tolls Ernest Hemingway

42
186 104
The Notebook is listed (or ranked) 42 on the list The Most Heartbreaking Novels Ever Written
The Notebook Nicholas Sparks

The Best Rolling Stone Covers

43
59 26
Tess of the d'Urbervilles is listed (or ranked) 43 on the list The Most Heartbreaking Novels Ever Written
MarylyleMcCue added Tess of the d'Urbervilles Thomas Hardy

44
130 63
The Time Traveler's Wife is listed (or ranked) 44 on the list The Most Heartbreaking Novels Ever Written
The Time Traveler's Wife Audrey Niffenegger

45
156 113
The Hunger Games is listed (or ranked) 45 on the list The Most Heartbreaking Novels Ever Written
but chickens double d added The Hunger Games Suzanne Collins

46
90 36
Lord of the Flies is listed (or ranked) 46 on the list The Most Heartbreaking Novels Ever Written
Lord of the Flies William Golding

47
116 84
If I Stay is listed (or ranked) 47 on the list The Most Heartbreaking Novels Ever Written
If I Stay Gayle Forman

48
153 87
The Perks of Being a Wallflowe... is listed (or ranked) 48 on the list The Most Heartbreaking Novels Ever Written

49
134 72
Memoirs of a Geisha is listed (or ranked) 49 on the list The Most Heartbreaking Novels Ever Written
Memoirs of a Geisha Arthur Golden

50
137 77
The Scarlet Letter is listed (or ranked) 50 on the list The Most Heartbreaking Novels Ever Written
The Scarlet Letter Nathaniel Hawthorne