Winston Brothers Books in Order

Step into the charming world of the Winston Brothers, where bearded heartthrobs, small-town mischief, and swoon-worthy romance collide in Green Valley, Tennessee! Penned by best-selling author Penn...

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Publication Order of Winston Brothers Books

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Step into the charming world of the Winston Brothers, where bearded heartthrobs, small-town mischief, and swoon-worthy romance collide in Green Valley, Tennessee! Penned by best-selling author Penny Reid, this contemporary romance series follows the six Winston brothers—each with their own irresistible charm—as they navigate love, family, and the quirks of rural life. With humor, heart, and a touch of steam, the Winston Brothers series has captured the hearts of romance fans worldwide, offering stories that are as heartfelt as they are hilarious.

From the rolling hills of Tennessee to the tight-knit Winston family, this series is a love letter to quirky characters and unexpected connections. Whether you’re a romance veteran or new to the genre, the Winston Brothers promise a delightful escape into a world where love conquers all.

How Winston Brothers Began

Penny Reid, a former biomedical researcher turned New York Times best-selling author, crafted the Winston Brothers series as a spin-off from her Knitting in the City series. Introduced in Beauty and the Mustache, the Winston family’s charm inspired Reid to give each brother his own story. Set in the fictional Green Valley, Tennessee, the series draws on Reid’s knack for blending witty banter, intelligent heroines, and rugged heroes. Launched in 2015 with Truth or Beard, the series quickly gained a cult following for its fresh take on romance and small-town dynamics.

The Heart of Winston Brothers

The Winston Brothers series spans eight books, each a standalone romantic comedy centered on one of the six brothers—Jethro, Cletus, Billy, Beau, Duane, Roscoe—and their sister Ashley. Key titles include Truth or Beard, where Duane Winston clashes and connects with Jessica James in a frenemies-to-lovers tale; Grin and Beard It, featuring park ranger Jethro Winston and Hollywood star Sienna Diaz in a charming opposites-attract story; Beard Science, where the cunning Cletus Winston is outwitted by the Banana Cake Queen, Jennifer Sylvester; and Beard Necessities, a poignant second-chance romance for Billy Winston and Scarlet St. Claire.

The series shines through its themes of family, redemption, and self-acceptance. Green Valley’s vibrant setting—complete with auto shops, biker gangs, and cozy bakeries—grounds the stories in a vivid, lived-in world. Reid tackles tough topics like emotional abuse, racial issues, and grief with sensitivity, balancing them with laugh-out-loud humor and steamy chemistry. Fans adore the brothers’ distinct personalities, from Cletus’s mischievous scheming to Billy’s stoic heroism, making each book a unique emotional journey.

Why Winston Brothers Resonates

The Winston Brothers series has left a lasting mark on contemporary romance, inspiring a dedicated fanbase and even a TV adaptation deal with Tomorrow Studios in 2022. Reid’s Smartypants Romance imprint, launched to expand the Green Valley universe, allows other authors to pen stories in this beloved world, cementing its cultural impact. The series’ blend of humor, heart, and inclusivity—featuring diverse characters like Latina actress Sienna and Black heroine Simone Payton—challenges romance stereotypes and celebrates love in all its forms.

Readers return to Green Valley for its relatable characters and Reid’s ability to weave complex emotions into feel-good stories. The Winston Brothers remind us that love, like a good beard, is worth the effort—and always grows stronger with time.

  • First Book: Truth or Beard (2015)
  • Number of Books: 8, plus novellas and spin-offs
  • Awards: Goodreads Choice Award Finalist for Best Romance (Grin and Beard It)
  • Setting: Green Valley, Tennessee

Grab Truth or Beard and dive into the Winston Brothers’ world of romance, laughter, and Tennessee charm! Whether you’re rooting for Cletus’s schemes or swooning over Jethro’s southern manners, Green Valley is waiting to steal your heart.

Frequently Asked Questions

What is the Winston Brothers series about?

The Winston Brothers series by Penny Reid is a contemporary romance saga set in Green Valley, Tennessee, following the six charming, bearded Winston brothers as they find love. Blending humor, heart, and steamy chemistry, each book offers a standalone story of family, redemption, and small-town mischief.

How many books are in the Winston Brothers series?

The Winston Brothers series by Penny Reid includes eight main books, plus novellas and spin-offs like Solving for Pie and Good Folk. The series kicked off with Truth or Beard in 2015 and wrapped up with Beard Necessities in 2019.

Who is the author of the Winston Brothers series?

Penny Reid, a New York Times best-selling author, wrote the Winston Brothers series. Known for her witty, smart romances, Reid created the beloved Green Valley universe, starting with the Winston family in her Knitting in the City spin-off.

What makes the Winston Brothers series unique?

The Winston Brothers series stands out for its witty humor, diverse characters, and vivid Green Valley, Tennessee setting. Penny Reid’s blend of steamy romance, complex themes like redemption, and quirky, bearded heroes creates a fresh, addictive take on contemporary romance.

What is the first book in the Winston Brothers series?

Truth or Beard, published in 2015, is the first book in Penny Reid’s Winston Brothers series. It follows Duane Winston and Jessica James in a steamy, frenemies-to-lovers romance set in the charming small town of Green Valley, Tennessee.