Small Town Sisterhood Books in Order
Part ofPippa Grant Books in OrderExplore the Small Town Sisterhood series by Pippa Grant in order, with book summaries, series background, and updates on this feel-good small-town romcom arc.
Last updated: January 13, 2026
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Publication Order
3 books
The Grumpiest Billionaire
by Pippa Grant
2026
Nonprofit worker Daphne just wants billionaire Oliver Cumberland to stop giving away his entire fortune and tanking the charities that depend on it. A reluctant cross‑country road trip to change his mind strands them together in tight quarters, where banter, old regrets, and inconvenient attraction slowly peel back his gruff exterior.
Faking Cinderella
by Pippa Grant
2026
An heiress in hiding moves into a small town determined to quietly fix a past wrong, only to wind up accidentally sharing a house with a grumpy former bodyguard who wants nothing to do with her secrets. Their forced roommate truce and lopsided power dynamic turn into an opposites‑attract romance with a true Cinderella reveal.
The Spite Date
by Pippa Grant
2025
Restaurant owner Bea is the only person in town not dazzled by actor and single dad Simon Luckwood. When his teen sons accidentally get her arrested, he offers an apology date. Bea seizes the chance to stage a spectacular revenge scene at her ex’s new restaurant, but her spite date with Simon turns into a summer she does not want to end.
Series background & context
Small Town Sisterhood is one of the newer corners of the Pippaverse, built around women who have spent years taking care of everyone else and are finally getting their own shot at joy. The series combines famous heroes, everyday heroines, and the kind of close‑knit community that can be both a safety net and a spotlight.
The stories unfold in and around a small town where everybody knows the local celebrity’s latest scandal and the history of the family‑owned restaurant on the corner. The “sisterhood” in the title is less about blood and more about shared experience. These heroines have raised siblings, run businesses, kept charities afloat, and generally held things together while their own dreams got shuffled to the bottom of the list.
In The Spite Date, Bea is the only person in town not charmed by Simon Luckwood, a British actor and single dad who has retreated to her hometown between projects. When his teenage sons accidentally get Bea arrested, he offers an apology date. Bea decides to use the opportunity for a very public bit of revenge on the ex who stole her restaurant, turning a simple night out into a plan to cause maximum awkwardness at his grand opening. The problem is that Simon is far more than the shallow charmer she expected.
The Grumpiest Billionaire follows Daphne, a woman determined to make up for past mistakes through nonprofit work, and Oliver Cumberland, a billionaire heir who wants to walk away from his family’s empire entirely. What starts as a mission to talk him out of giving away everything turns into an unexpected cross‑country road trip in close quarters. Daphne’s stubborn optimism grinds against Oliver’s exhaustion with being needed by everyone, forcing both of them to reconsider what responsibility and happiness actually mean.
Later books, including Faking Cinderella, expand the circle with an heiress in disguise and a gruff former bodyguard thrown into an accidental roommate arrangement. Secret identities, wounded pride, and opposites‑attract sparks are all on the menu, but so is the quietly radical idea that women who have been “the responsible one” for years deserve to fall apart a little while someone else catches them.
If you like small‑town romance with real adult problems, found families, and heroes who have to earn their place in tight communities, Small Town Sisterhood is a warm, witty series to keep an eye on.
Edited by
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