The Enola Holmes Mysteries is a young adult fiction series of detective novels by American author Nancy Springer, starring Enola Holmes as the 14-year-old sister of an already famous Sherlock Holmes, twenty years her senior. There are ten books in the series, and one short story all written from 2006–2023. This pastiche series borrows characters and settings from the established canon of Sherlock Holmes, but the Enola character is Springer's creation and specific to this series.

The first book, The Case of the Missing Marquess, and the fifth, The Case of the Cryptic Crinoline, were nominated for the Edgar Award for Best Juvenile Mystery in 2007 and 2010, respectively.

In 2020, the series was adapted into a film with Millie Bobby Brown in the title role and Henry Cavill playing Sherlock Holmes, and two sequels, released in 2022 and 2026.

Development Before writing The Enola Holmes Mysteries, Nancy Springer had already published books that reimagined Mordred and Robin Hood. Springer developed the idea for Enola Holmes alongside her editor, Michael Green. Green initially asked her to explore "deepest, darkest London at the time of Jack the Ripper." After some research, she realized that Sherlock Holmes was based in the same time period as Jack the Ripper. Springer rejected the idea of giving Holmes a daughter but thought the idea of a younger sister could work.

To write the series, Springer researched about Victorian era England, both from historical research and through coloring books, which, according to her, it helps "visualize the details" when writing. She referred to The Annotated Sherlock Holmes by William Baring-Gould. She did not have too much difficulty in using the language of the time period since she was well versed with Victorian literature.

When creating the character of Enola, Springer decided to have her as Holmes' sister, as she did not see it fitting for Holmes to be her father. The age discrepancy between Enola and Sherlock is explained as Enola being a "mistake child". For the main character's name, she researched romantic names of the era, and set on the one of a town near where she resided at the time.

Sherlock's status as a bachelor and being "clueless about women" also played a role on the creation of Enola Holmes, as it allowed Springer to write a character that "could blindside him time after time."

Springer has also stated that Enola is partially based on her own life. She herself is much younger than her two older brothers, who left for college before she reached puberty. Springer, too, had an artist for a mother, who was talented with painting watercolor flowers. Due to cancer, menopause and an early-onset form of dementia, Springer's mother spent less time with her after she turned 14 years old. Further, like Enola, Springer "was a scrawny, bony, gawky tree-climbing tomboy with hair that needed to be washed" and was "solitary and bookish."

In the Enola Holmes' books and films, Enola explains that her name spelled backwards is "alone", which describes her solitary nature.

Series overview On Enola's fourteenth birthday, her mother disappears, and Sherlock and Mycroft, Enola's brothers, conclude that her mother voluntarily left. Enola is devastated but eventually discovers elaborate ciphers her mother wrote, which lead her to conclude that she left to live with the Romani people and escape the confines of Victorian society. Enola finds that her mother left money to fund her escape. When Mycroft, the eldest sibling, insists that Enola attend boarding school and learn to be a proper lady, she runs away to London instead. Throughout the series, Enola solves numerous missing persons cases, including a rescue of Dr. John Watson, while eluding her brothers' efforts to recapture her.

Enola Holmes and the Case of the Missing Marquess (2006) When Enola's mother disappears, Enola calls on her older brothers Sherlock and Mycroft, who dismiss her as unimportant. Horrified by her brothers' plans to send her to a boarding school and the prospect of wearing a corset, she escapes. Dressed as a widow, she runs across Inspector Lestrade, who is working on a case with Sherlock about the disappearance of a young Viscount, Lord Tewkesbury. Nearly blowing her cover, she finds a secret hiding place that seems to be the young Viscount's hideaway. Concluding that he ran away, she sets off to look for him. Upon arriving in London, Enola discovers the city is not the magical place of her imagination. The same people who have kidnapped the Viscount, who has no street smarts, kidnap Enola. After escaping with the Viscount, she bribes a woman to buy them clothing. Hiding in a police station right under Sherlock's nose, Enola runs away, leaving only a sketch of the suspect on the bench.

Enola Holmes and the Case of the Left-Handed Lady (2007) Enola tries to find Lady Cecily Alistair, who disappeared from her bedroom. Enola, after disguising herself, talks to Lady Cecily's family, who think she has run off with the son of a tradesman. Enola finds some strange paintings that make her doubt that notion, and goes to find their daughter.

Enola Holmes and the Case of the Bizarre Bouquets (2008) Sherlock's companion, Dr. John Watson, has gone missing. Enola discovers a bouquet of flowers intended for Watson. Using the language of the flowers, she detects a threat and sets out to find the missing doctor and his kidnapper. Through clever investigation and reasoning, she deduces that he has been falsely admitted to an insane asylum, then manipulates her brothers into rescuing him.

Enola Holmes and the Case of the Peculiar Pink Fan (2008) Enola helps an old acquaintance, Lady Cecily, escape a forced marriage to the young Lady's cousin (such things were common then, to keep property within the family). While escaping an evil man and his mastiff, Enola runs right into trouble. Meanwhile, little does she know, Sherlock is only a few steps behind her.

Enola Holmes and the Case of the Cryptic Crinoline (2009) Enola returns to her lodgings to find that somebody has kidnapped her landlady, Mrs. Tupper. After investigating the ransacked lodgings, she abduces that the kidnappers were after a secret message hidden in Mrs. Tupper's old crinoline, the stiffening garment worn underneath the full skirt of a dress. Enola traces the secret message to Florence Nightingale, who met Mrs. Tupper in the Crimean War. After several visits to Nightingale, Enola discovers that Nightingale conducted espionage during the war. As such, Nightingale asked Mrs. Tupper to smuggle a message in her crinoline back to England but did not know that the war widow was deaf and did not understand her. Enola also realizes that Nightingale pretends to be an invalid to avoid attending social functions expected of a wealthy woman, because the functions would take time away from writing letters to achieve social reform for the needy. During her visits to Nightingale, Enola suspects someone is following her. As the person could be related to the case and a danger to Mrs. Tupper's and her own safety, she relocates to the Professional Women's Club.

After solving the case, she takes Mrs. Tupper and herself back to her home. Enola packs her things as she gets ready to leave. After figuring this out, Mrs. Tupper does the same. Mrs. Tupper ends up going with Enola. She escapes upon seeing Sherlock approach. Sherlock converses with Nightingale, and she reveals the reason behind Enola's escape from her brothers by describing the horrors of boarding schools and corsets.

Enola Holmes and the Case of the Gypsy Goodbye (2010) Finally, in Enola's sixth case, Sherlock concludes that Enola has matured rapidly into a capable young woman and helps his sister not only to find her quarry but also to finally convince their older brother Mycroft of her skill.

In the end, the Holmes siblings fully reconcile with the help of a final coded message from their mother, a Spartan scytale decoded using bicycle handlebars. With that resolution, Mycroft, further impressed with Enola's sophisticated business arrangements and satisfied with her residence at the Professional Women's Club, grants Enola her liberty and agrees to fund her education. Enola in turn forgives Mycroft, accepts his offer while announcing she is likely continuing her career as a private investigator. For his part, Sherlock accepts Enola as a colleague in his profession and notes that he eagerly awaits her future accomplishments.

This book is also known as Enola Holmes and the Case of the Disappearing Duchess.

Enola Holmes and the Black Barouche (2021) Enola and Sherlock are hired by Letitia "Tish" Glover, a young woman whose twin sister, Lady Felicity "Flossie" Rudcliff, has been declared dead by her husband, Cadogan Burr Rudcliff, the Earl of Dunhench. Tish believes Flossie is still alive, claiming she would have felt it if Flossie had left this world. While investigating the Dunhench estate in disguise, Enola notices an unusual composition in Flossies newest painting. The trees seem to spell out "sent to mental asylum" with their branches. Enola and Tish come up with a plan to find the location of this asylum by having the latter pretend to be an escaped Felicity. Thus, with the help from Sherlock, Watson and Tewkesbury, they can uncover the truth behind Flossie's disappearance.

Enola Holmes and the Boy in Buttons (2021) Enola Holmes, the much younger sister of Sherlock and Mycroft, owns a building in the heart of 19th century London, a place she uses under pseudonyms to front for her investigative work. Employed there is a porter - Joddy, a young boy in a uniform festooned with buttons - whose even younger brother Paddy substitutes for him when he's sick. But Paddy disappears after one day at the job and Enola Holmes is alerted to this by the still ill Joddy.

Determined to find the missing porter, Enola travels to the rough part of London where the boys live and starts searching Aldgate Pump area for the missing boy. When she finds the missing buttons - but not the boy - she decides that drastic action is essential if she's to save the missing boy.

This is a short story, not a novel. This title is only available as an ebook or audiobook.

Enola Holmes and the Elegant Escapade (2022) Enola Holmes, is terribly worried about her friend Lady Cecily Alistair. Life in 19th-century London affords 17-year-old Lady Cecily little autonomy, and she suffers under the hand of her abusive, social-climbing father, Lord Eustace, who left her with aunts who starve her and cut her off from all she loves. As Enola enlists to help Cecily, she realizes that Lord Eustace’s mistreatment has had a terrible impact on her friend’s psyche. In Cecily’s fragile state, she goes missing: Will Enola be able to not only find Cecily, but also free her from her overbearing father?

Enola Holmes and the Mark of The Mongoose (2023) In May 1890, Enola Holmes is finally fully on her own and, no longer hiding from her older brothers Sherlock and Mycroft, attending classes and occasionally pursuing her chosen profession as a scientific perditorian, a finder of lost things and people.

Wolcott Balestier, the representative of an American book publisher, arrived in London on a singular mission—to contract with English authors for their latest works. When Balestier disappears on the streets of London one day, his great friend—Rudyard Kipling—bursts into Enola's office looking for help in finding him. Brash and unwilling to hire a young woman, instead he turns to Sherlock Holmes. Convinced that evil has befallen Balestier, at the hands of rival American publishers who pirate the works of English authors, he sets the elder Holmes on the trail.