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
227 65
Bridge to Terabithia is listed (or ranked) 1 on the list The Most Heartbreaking Novels Ever Written
Bridge to Terabithia Donna Diamond, Katherine Paterson

The Best Novels Ever Written The Best Action-Adventure TV Shows

2
212 48
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
251 54
Old Yeller is listed (or ranked) 3 on the list The Most Heartbreaking Novels Ever Written
Old Yeller Fred Gipson

4
277 65
Where the Red Fern Grows is listed (or ranked) 4 on the list The Most Heartbreaking Novels Ever Written

5
242 69
Charlotte's Web is listed (or ranked) 5 on the list The Most Heartbreaking Novels Ever Written
Charlotte's Web E. B. White

6
297 67
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
259 74
To Kill a Mockingbird is listed (or ranked) 7 on the list The Most Heartbreaking Novels Ever Written

8
158 32
The Outsiders is listed (or ranked) 8 on the list The Most Heartbreaking Novels Ever Written
but chickens double d added The Outsiders S. E. Hinton

9
189 44
A Child Called
A Child Called "It" Dave Pelzer

10
299 129
The Fault in Our Stars is listed (or ranked) 10 on the list The Most Heartbreaking Novels Ever Written

11
181 45
Les Misérables is listed (or ranked) 11 on the list The Most Heartbreaking Novels Ever Written
Les Misérables Victor Hugo

12
241 56
The Book Thief is listed (or ranked) 12 on the list The Most Heartbreaking Novels Ever Written
The Book Thief Markus Zusak

13
64 13
Nineteen Eighty-Four is listed (or ranked) 13 on the list The Most Heartbreaking Novels Ever Written
stubb added Nineteen Eighty-Four George Orwell

14
174 50
My Sister's Keeper is listed (or ranked) 14 on the list The Most Heartbreaking Novels Ever Written
My Sister's Keeper Jodi Picoult

15
78 24
Atonement is listed (or ranked) 15 on the list The Most Heartbreaking Novels Ever Written
Garvin added Atonement Ian McEwan

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16
85 25
Wuthering Heights is listed (or ranked) 16 on the list The Most Heartbreaking Novels Ever Written
slaft added Wuthering Heights Emily Brontë

17
215 98
Harry Potter and the Deathly H... is listed (or ranked) 17 on the list The Most Heartbreaking Novels Ever Written

18
173 56
The Kite Runner is listed (or ranked) 18 on the list The Most Heartbreaking Novels Ever Written
The Kite Runner Khaled Hosseini

19
145 57
The Giver is listed (or ranked) 19 on the list The Most Heartbreaking Novels Ever Written
The Giver Lois Lowry

20
160 52
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
90 36
Brave New World is listed (or ranked) 21 on the list The Most Heartbreaking Novels Ever Written
Brave New World Aldous Huxley

22
145 48
Marley & Me: Life and Love wit... is listed (or ranked) 22 on the list The Most Heartbreaking Novels Ever Written

23
119 37
A Tale of Two Cities is listed (or ranked) 23 on the list The Most Heartbreaking Novels Ever Written
A Tale of Two Cities Charles Dickens

24
123 40
Black Beauty is listed (or ranked) 24 on the list The Most Heartbreaking Novels Ever Written
Black Beauty Anna Sewell

25
57 12
The Little Prince is listed (or ranked) 25 on the list The Most Heartbreaking Novels Ever Written
punksnotdead added The Little Prince Antoine de Saint-Exupéry

26
107 33
Anna Karenina is listed (or ranked) 26 on the list The Most Heartbreaking Novels Ever Written
Anna Karenina Leo Tolstoy

27
151 60
The Lovely Bones is listed (or ranked) 27 on the list The Most Heartbreaking Novels Ever Written
The Lovely Bones Alice Sebold

28
94 40
Never Let Me Go is listed (or ranked) 28 on the list The Most Heartbreaking Novels Ever Written
Never Let Me Go Kazuo Ishiguro

29
100 33
The Time Traveler's Wife is listed (or ranked) 29 on the list The Most Heartbreaking Novels Ever Written
The Time Traveler's Wife Audrey Niffenegger

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30
133 54
The Perks of Being a Wallflowe... is listed (or ranked) 30 on the list The Most Heartbreaking Novels Ever Written

31
58 17
Great Expectations is listed (or ranked) 31 on the list The Most Heartbreaking Novels Ever Written
slaft added Great Expectations Charles Dickens

32
102 49
The Help is listed (or ranked) 32 on the list The Most Heartbreaking Novels Ever Written
CourtneyRoseSampson added The Help Kathryn Stockett

33
82 35
A Thousand Splendid Suns is listed (or ranked) 33 on the list The Most Heartbreaking Novels Ever Written
BethSmoothMoveRothwell added A Thousand Splendid Suns Khaled Hosseini

34
156 70
The Notebook is listed (or ranked) 34 on the list The Most Heartbreaking Novels Ever Written
The Notebook Nicholas Sparks

35
81 37
Island of the Blue Dolphins is listed (or ranked) 35 on the list The Most Heartbreaking Novels Ever Written

36
30 4
Hamlet is listed (or ranked) 36 on the list The Most Heartbreaking Novels Ever Written
Hamlet William Shakespeare

37
53 17
The Phantom of the Opera is listed (or ranked) 37 on the list The Most Heartbreaking Novels Ever Written
slaft added The Phantom of the Opera Gaston Leroux

38
50 16
Jane Eyre is listed (or ranked) 38 on the list The Most Heartbreaking Novels Ever Written
rachel hatton added Jane Eyre Charlotte Brontë

39
85 30
Tuck Everlasting is listed (or ranked) 39 on the list The Most Heartbreaking Novels Ever Written
Tuck Everlasting Natalie Babbitt

40
88 49
The Scarlet Letter is listed (or ranked) 40 on the list The Most Heartbreaking Novels Ever Written
The Scarlet Letter Nathaniel Hawthorne

41
37 9
The Great Gatsby is listed (or ranked) 41 on the list The Most Heartbreaking Novels Ever Written
The Great Gatsby F. Scott Fitzgerald

42
96 56
If I Stay is listed (or ranked) 42 on the list The Most Heartbreaking Novels Ever Written
If I Stay Gayle Forman

43
102 60
Mockingjay is listed (or ranked) 43 on the list The Most Heartbreaking Novels Ever Written
but chickens double d added Mockingjay Suzanne Collins

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44
36 17
Uncle Tom's Cabin is listed (or ranked) 44 on the list The Most Heartbreaking Novels Ever Written
slaft added Uncle Tom's Cabin Harriet Beecher Stowe

45
31 7
Tess of the d'Urbervilles is listed (or ranked) 45 on the list The Most Heartbreaking Novels Ever Written
MarylyleMcCue added Tess of the d'Urbervilles Thomas Hardy

46
31 7
The Velveteen Rabbit is listed (or ranked) 46 on the list The Most Heartbreaking Novels Ever Written
The Velveteen Rabbit Margery Williams

47
33 9
Animal Farm is listed (or ranked) 47 on the list The Most Heartbreaking Novels Ever Written
Animal Farm George Orwell

48
105 53
Looking for Alaska is listed (or ranked) 48 on the list The Most Heartbreaking Novels Ever Written
Looking for Alaska John Green

49
91 44
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
32 10
Lord of the Flies is listed (or ranked) 50 on the list The Most Heartbreaking Novels Ever Written
Lord of the Flies William Golding