Winston Brothers Series: The Complete Guide to Penny Reid’s Small Town Romances

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If you love small town romance books with a bit of suspense you need to binge-read Penny Reid’s Winston Brothers series from start to finish.

Trust me when I say you’ll fall for this entire family that will soon be made into a TV series! I highly recommend you read the Winston Brothers series in order as each story builds on the next. Below you’ll find all the Winston Brothers books in order so you know where to start.

Happy reading…because life is better with a love story!

*Disclosure: This post may include affiliate links. As an Amazon Associate, I earn from qualifying purchases.

Winston Brothers Series Books in Order:

Winston Brothers Series Extras:

Winston Brothers Series With Publisher Descriptions:

Beauty and the Mustache is a book in the Winston Brothers series. Check out the complete guide to Penny Reid's Winston Brothers series on She Reads Romance Books with all the books in order.

Beauty and the Mustache
by Penny Reid

Former beauty queen, Ashley Winston’s preferred coping strategy is escapism. She escaped her Tennessee small town, loathsome father, and six brothers eight years ago. Now she escapes life daily via her one-click addiction. However, when a family tragedy forces her to return home, Ashley can’t escape the notice of Drew Runous—local Game Warden, bear wrestler, philosopher, and everyone’s favorite guy.

Drew’s irksome philosophizing in particular makes Ashley want to run for the skyscrapers, especially since he can’t seem to keep his exasperating opinions— or his soulful poetry, steadfast support, and delightful hands— to himself. Pretty soon the girl who wanted nothing more than the escape of the big city finds she’s lost her heart in small town Tennessee.

Truth or Beard is a book in the Winston Brothers series. Check out the complete guide to Penny Reid's Winston Brothers series on She Reads Romance Books with all the books in order.

Truth or Beard
by Penny Reid

Identical twins Beau and Duane Winston might share the same devastatingly handsome face, but where Beau is outgoing and sociable, Duane is broody and reserved. This is why perpetually level-headed Jessica James has been in naïve and unhealthy infatuation with Beau Winston for most of her life. Whereas Duane and Jessica have always been adversaries. She can’t stand him, and she’s pretty sure he can’t stand the sight of her…

But after a case of mistaken identity, Jessica finds herself in a massive confusion kerfuffle. Jessica James has spent her whole life paralyzed by the fantasy of Beau and her assumptions of Duane’s disdain; therefore she’s unprepared for the reality that is Duane’s insatiable interest, as well as his hot hands and hot mouth and hotter looks.

When Jessica finds herself drawn to the man who was always her adversary, how much of her level-head heart is she willing to risk?

Grin and Beard It is a book in the Winston Brothers series. Check out the complete guide to Penny Reid's Winston Brothers series on She Reads Romance Books with all the books in order.

Grin and Beard It
by Penny Reid

Sienna Diaz is everyone’s favorite “fat” funny lady. The movie studio executives can’t explain it, but her films are out-grossing all the fit and trim headliners and Hollywood’s most beautiful elite. The simple truth is, everyone loves plus-sized Sienna.

But she has a problem, she can’t read maps and her sense of direction is almost as bad as her comedic timing is stellar. Therefore, when Sienna’s latest starring role takes her to the Great Smoky Mountains National Park she finds herself continually lost while trying to navigate the back roads of Green Valley, Tennessee. Much to her consternation, Sienna’s most frequent savior is a ridiculously handsome, charming, and cheeky Park Ranger by the name of Jethro Winston.

Sienna is accustomed to high levels of man-handsome, so it’s not Jethro’s chiseled features or his perfect physique that make Sienna stutter. It’s his southern charm. And gentlemanly manners. And habit of looking at her too long and too often.

Sienna has successfully navigated the labyrinth of Hollywood heart-throbs. But can she traverse the tenuous trails of Tennessee without losing her head? Or worse, her heart?

Beard Science is a book in the Winston Brothers series. Check out the complete guide to Penny Reid's Winston Brothers series on She Reads Romance Books with all the books in order.

Beard Science
by Penny Reid

Jennifer Sylvester wants one thing, and that one thing is NOT to be Tennessee’s reigning Banana Cake Queen. Ever the perpetual good girl and obedient daughter, Jennifer is buckling under the weight of her social media celebrity, her mother’s ambitions, and her father’s puritanical mandates. Jennifer is officially desperate. And desperate times call for Cletus Winston.

Cletus Winston is a puzzle wrapped in a mystery covered in conundrum sauce, and now he’s in a pickle. Despite being convinced of his own omniscience, extortion by the exalted Banana Cake Queen of Green Valley has taken him completely by surprise. So… what’s a maniacal mastermind to do? Likely, the last thing you expect.

Beard in Mind is a book in the Winston Brothers series. Check out the complete guide to Penny Reid's Winston Brothers series on She Reads Romance Books with all the books in order.

Beard in Mind
by Penny Reid

Beau Winston is the nicest, most accommodating guy in the world. Usually. Handsome as the devil and twice as charismatic, Beau lives a charmed life as everyone’s favorite Winston Brother. But since his twin decided to leave town, and his other brother hired a stunning human-porcupine hybrid as a replacement mechanic for their auto shop, Beau Winston’s charmed life has gone to hell in a handbasket.

Shelly Sullivan is not nice and is never accommodating. Ever. She mumbles to herself, but won’t respond when asked a question. She glares at everyone, especially babies. She won’t shake hands with or touch another person, but has no problems cuddling with a dog. And her damn parrot speaks only in curse words.

Beau wants her gone. He wants her out of his auto shop, out of Tennessee, and out of his life. The only problem is, learning why this porcupine wears her coat of spikes opens a Pandora’s box of complexity—exquisite, tempting, heartbreaking complexity—and Beau Winston soon discovers being nice and accommodating might mean losing what matters most.

Beard in Hiding is a book in the Winston Brothers series. Check out the complete guide to Penny Reid's Winston Brothers series on She Reads Romance Books with all the books in order.

Beard in Hiding
by Penny Reid

Diane Donner—recently divorced pillar of polite society—is craving danger. She’s tired of playing it safe and she knows just the sexy criminal motorcycle man to proposition for a good time. Problem is, she doesn’t actually know his name.

Jason “Repo” Doe never takes risks. So when the queen of local commerce walks into his club, looking to get risky and frisky, Jason knows the smartest thing to do is save himself a headache while saving the new divorcee from her worst impulses.

But then one thing leads to another, and the memory of just-one-night doesn’t feel like enough.

Theirs is a story with no future, because how can a dangerous criminal win (and keep) a queen?

Related: Romance Books Featuring Older Couples & Heroines

Dr Strange Beard is a book in the Winston Brothers series. Check out the complete guide to Penny Reid's Winston Brothers series on She Reads Romance Books with all the books in order.

Dr. Strange Beard
by Penny Reid

Ten years after Simone Payton broke his heart, all Roscoe Winston wants is a doughnut. He’d also like to forget her entirely, but that’s never going to happen. Roscoe Winston remembers everything—every look, every word, every single unrequited second—and the last thing he needs is another memory of Simone. Unfortunately, after one chance encounter, Simone keeps popping up everywhere he happens to be…

Ten years after Roscoe Winston dropped out of her life, all Simone Payton wants is to exploit him. She’d also like some answers from her former best friend about why he ghosted her, but if she never gets those answers, that’s a-okay. Simone let go of the past a long time ago. Seriously, she has. She totally, totally has. She is definitely not still thinking about Roscoe. Nope. She’s more than happy to forget he exists. But first, she needs just one teeny-tiny favor…

Related: Best Friends to Lovers Romance Books

Beard With Me is a book in the Winston Brothers series. Check out the complete guide to Penny Reid's Winston Brothers series on She Reads Romance Books with all the books in order.

Beard With Me
by Penny Reid

No one is better at surviving than Scarlet St. Claire and making the best out of circumstances beyond her control is Scarlet’s specialty. In an apocalyptic situation, she’d be the last person on earth, hermitting like a pro, singing along to her CD Walkman, and dancing like no one is watching.

Scarlet is clever, Scarlet is careful, and Scarlet is smart . . . except when it comes to Billy Winston. No one is better at fighting than Billy Winston and raging against his circumstances—because nothing is beyond his control—is Billy’s specialty. In an apocalyptic situation, he’d be the first person on earth to lead others to safety, overcome catastrophe, or die trying.

Billy is fearless, Billy is disciplined, and Billy is honorable . . . except when it comes to Scarlet St. Claire.

Check out my book review of Beard with Me.

Beard Necessities is a book in the Winston Brothers series. Check out the complete guide to Penny Reid's Winston Brothers series on She Reads Romance Books with all the books in order.

Beard Necessities
by Penny Reid

No one deserves a happily-ever-after quite as much as the second oldest Winston brother and his lady love, Claire McClure (aka Scarlet St. Claire). Cruelty and circumstance tore them apart almost twenty years ago. Secrecy and bitterness kept them separated.

But you know who’s tired of their separation and stubbornness? Everyone. Especially Billy Winston’s family. And now they’re going to do something about it.

Well-meaning interference means the star-crossed lovers can’t stop tripping over each other in the hills of Tuscany, the catacombs of Rome, and the waterways of Venice. Billy and Claire find themselves thrown together and at the mercy of the Winston siblings’ shenanigans.

But will their forced proximity bring them together? Or push them even further apart?
This second-chance romance brings back the entire Winston gang, playing cupid in one last story of love, hi-jinks, and family collusion.

Check out my book review of Beard Necessities.

Winston Brothers Series Extras:

A Beardy Bonus is a book in the Winston Brothers series. Check out the complete guide to Penny Reid's Winston Brothers series on She Reads Romance Books with all the books in order.

A Beardy Bonus
by Penny Reid

All the Winston Brothers bonus scenes and deleted excerpts all in one place! This collection includes: Extra Scene: Billy and Scarlet A Winston Christmas Beauty and the Beard Deleted Scene: Truth or Beard Deleted Scene: Grin and Beard It Deleted Scene: Beard in Mind Duane’s Letter to Beau Cletus’s Letter to Santa Duane’s Letter to Jess Billy’s Letter to Scarlet Pie in the Beard Beard in Waiting A Very Beardy Christmas Beard and Hen

Winston Family Paperdolls is a book in the Winston Brothers series. Check out the complete guide to Penny Reid's Winston Brothers series on She Reads Romance Books with all the books in order.

Winston Family Paperdolls
by Penny Reid
Illustrated by Blythe Russo

* This is a collectible version, for viewing only. Not intended for paperdoll play due to the paper quality ** Those Winston boys are back! Dress (or undress) the Winston brothers and their paper partners in this fun, new companion piece to Penny Reid’s beloved Winston Brothers series.
This book contains 15 illustrated paperdolls including:

  • Ashley Winston
  • Drew Runous
  • Duane Winston
  • Jessica James
  • Jethro Winston
  • Sienna Diaz
  • Cletus Winston
  • Jennifer Sylvester
  • Beau Winston
  • Shelly Sullivan
  • Roscoe Winston
  • Simone Payton
  • Billy Winston
  • Scarlet St. Claire
  • Bethany Winston

Illustrations for the Winston Brothers paperdolls were designed by Blythe Russo. Each doll comes with two wardrobe options and brings to life the Penny Reid characters you know and love.

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Check out all of the Books in Order book lists from She Reads Romance Books to discover all of your favorite authors' works and favorite series.

Discover all the BOOKS IN ORDER Lists!

With so many beloved authors and popular romance book series to read, you want to make sure you never miss a book and read them in the right order.

Check out all of my BOOKS IN ORDER posts for even more of these great lists!

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Check out the complete guide to Penny Reid's Winston Brothers series on She Reads Romance Books with all the books in order.
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