Kelly Kay Books in Order

With multiple series spanning Chicago streets, California vineyards, and beyond, this reading order will help you find your perfect entry point into worlds filled with sharp banter, found family, and unforgettable romance.

Each Kelly Kay series offers standalone romances with interconnected characters. Read in order for maximum emotional impact, or jump to the couple that catches your eye.

Choose your vibe and dive in!

Sonoma Series
ChiTown Romance Series
Boston Brothers Series
Holiday Disasters Series
Wildflower brides series
Standalones

Ready to root for
four unlikely brides?

3 Books stacked on top of one another, the top cover reads Runaway roadtrip by Kelly kay and has a cartoon drawing of a man and woman standing next to eachother in front of an RV

Start with Runaway Roadtrip

She ran from her own wedding and hid out in her brother's best friend's RV. Worst hiding spot ever. Now she's stuck in 400 square feet with the grumpiest, most infuriating man she's never gotten over — one bed, zero space, five years of tension neither of them can outrun. Welcome to the Wildflower Brides, where four women figure out how to bloom right where they're planted.

Tropes: Runaway bride, forced proximity, one bed, brother's best friend, grumpy/sunshine, second-chance tension

Heat Level: 🔥🔥🔥

Start with Runaway Roadtrip

Prefer Wine Country Romance?

Two colorful books with the titles 'Crushing' and 'Rootstock' by Kelly Kay, featuring vibrant purple, red, yellow, and orange covers.

Start with Crushing

She hooked up with a gorgeous stranger. He turned out to be the winery owner's son. Now Elle's dream job depends on keeping her composure while working alongside the man she "dirty screwed a lot." Welcome to Sonoma wine country, where family drama pairs perfectly with romance.

Tropes: Enemies-to-lovers, surprise hookup, workplace romance, wine country, family business drama

Heat Level: 🔥🔥🔥

Start with Crushing

Want a standalone introduction?

Book cover titled "Side " by Kelly Kay featuring an illustration of a woman in a dark dress and high heels, standing with one leg raised, and a man in a white shirt and black tie standing with arms crossed. There is a palm tree in the background and the cover has a light blue sky with a road

Try Side Piece

When two workaholics collide, sex is easy—love is the impossible deadline. This standalone romance delivers all the wit, chemistry, and emotional depth you crave, no series required.

Tropes: Workaholics, instant attraction, forbidden feelings, busy professionals, "affair with real life

Heat Level: 🔥🔥🔥🔥

Start with Side Piece

Browse by series
in reading order

Wildflower Brides Series

Four women figuring out how to bloom where they're planted and flourish in the sun. Each finding an unlikely happily ever after along the way.

Book cover titled 'Runaway Roadtrip' by Kelly Kay, with a sign displaying '#2' in a yellow heart shape.
A pale pink book Cover reads 'The Surprise Bride' by Kelly Kay with a bundle of flowers at the bottom right in shades of pink, purple, and orange - A lime green heart at the corner of the book with the number 1 
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A Book Cover Reads 'The Morning After Marriage' with a watercolor version of the vegas strip on the front - a contemporary romance by Kelly Kay
A white book cover with purple text reads 'Almost Not Quite Engaged' by Kelly Kay - A lime green heart in the top left corner with a '4' for the reading order.
A White book Cover with Pink Text reads 'Cover Me' by Kelly Kay, with a lime green heart in the top left corner with a '5' for the reading order.
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chitown romance series

Love in Chicago hits a little louder in ChiTown Love Stories is a world of rockstars, sound engineers, and hopeless romantics who keep falling for the wrong person at exactly the right time. Each story can stand on its own but connects through cameos, found family, friendships, and the heartbeat of the city. Whether you start with the duet (Shock Mount & Crossfade), the standalone (Present Tense), or a spicy novella, you’ll find laughter, swoons, and a love story worth adding to your playlist.

A Lyrical Duet
Books 1-2

Hot pink book cover reads 'Shock Mount' by Kelly Kay with an illustration of an orange electric guitar in yellow title text
Blue book cover reads 'Crossfade' by Kelly Kay with an illustration of a crossed acoustic guitar and microphone stand 
A two-book love story. Meg trips over flat surfaces and falls for rockstars. Ian Reilly wants her messy heart. Jake's her safe emotional backup. But the lines are blurring, and Meg's going to have to choose—or maybe she won't have to.
Green book cover reads 'Present Tense' by Kelly Kay with an illustration of snow-topped rowhouses and hanging string lights

Lyrical Spinoff Standalone
Book 3

How do you have a one-night stand with the boy next door who taught you how to cannonball? You don't. You fall into something messy and intense. Liam's supposed to be a two-week holiday fling—safe, sexy, dangerous in all the right ways. Letting go isn't as simple as it should be.

Carriage House Chronicles
Books 4-7

Yellow and orange book cover reads 'Follow Me' by Kelly Kay with an illustration of a white house and an autumn tree with orange leaves
Dusty pink book cover reads 'Sound Off' by Kelly Kay with an illustration of a white house and a green tree
Red book cover reads 'For the Rest of Us' by Kelly Kay with an illustration of a house decorated with a wreath and a lit Christmas tree
Green book cover reads 'Something Good' by Kelly Kay with an illustration of a white house and a leafy tree, framed by an ivy border 
This is a crossover between the Sonoma Series and ChiTown Stories. Universes collide all in the name of love.

The Carriage House Chronicles are four spin-off novellas all set in different seasons in one house in Chicago. All of the MMCs were part of The Committee in Shock Mount & Crossfade.
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The Sonoma series

Ten wine country romances spanning five vineyard families in Sonoma, California. Each winery has its own interconnected storylines, but all five families cross paths throughout the series, creating a rich tapestry of relationships, rivalries, and romance.

Best read in order for maximum family drama and character crossovers.

Orange and purple book cover reads 'Rootstock' by Kelly Kay with a purple wine glass illustration inside an outline of a womans lower body.

LaChappelle/Whittier Winery Trilogy
Books 1-3

Purple book cover reads 'Crushing' by Kelly Kay with an illustration of an orange wine barrel with two sets of orange legs in the barrel
Red-orange book cover reads 'Uncorked' by Kelly Kay with an illustration of a dark purple corkscrew 
Josh is a legend in his own mind, and Elle has no time for it. She has a job to do, and a winery hangs in the balance. But, unfortunately, it's his family winery.
Josh and Elle will either screw up each other's lives or... end up screwing again.

Stafýlia Cellars
Books 4-5

Gold Yellow book cover reads 'Over a Barrel' by Kelly Kay with a purple line-art illustration of a woman bent over a wine barrel holding a wine glass
Deep purple book cover reads 'Under the Bus' by Kelly Kay with a black line-art illustration of a bus with a womans legs sticking out. 
Bax took his best friend, Tabi's, hand when he was five years old and has never let go. But it's getting harder to stay just friends. The story takes place over 30 years and the events of one night—two lifelong friends who can't stop crossing the line.

But need to learn, or they'll lose everything, including each other.

Gelbert Family Winery
Books 6-7

Gold Yellow book cover reads 'Meritage: An Unexpected Blend' by Kelly Kay with an illustration of two crossed purple wine bottles spilling a puddle of wine
Orange book cover reads 'Residual Sugar' by Kelly Kay with a purple silhouette illustration of a woman, a hummingbird, and a wine glass 
Two standalone romances set at the Gelbert family winery. David falls for two women at once and takes DILF to a whole new level in Meritage. In Residual Sugar,Rebecca opens her door to a stranger who changes everything—and now he wants the one thing he can't have: his lawyer.
A light green line drawing of a match, with a heart at the center of the flame on a transparent background.

GET EXCLUSIVES IN THE BOXSETS

Purple and violet gradient boxset cover reads 'Sonoma Series Volume One' by Kelly Kay with a gold grapevine illustration
Book cover titled "Wine Country Romance": Sonoma Series Volume Two by Kelly Kay, with a pink background and an illustrated circle with lines in the center representing the top of a wine barrel.
Front cover of a boxset titled "Sonoma Series Volume Three" by Kelly Kay, with a background pattern of wine glasses on a yellow background.
Box Set Cover titled 'Wine Country Romance,' volume four of 'Sonoma Series' by Kelly Kay, featuring a pink gradient background with faint outlines of wine bottles. 
These boxsets include bonus epilogues, secret chapters and hilarious extras.
Red and orange book cover reads 'Bottled Up' by Kelly Kay with wine pouring into a glass with a bullet hole.

Pietro Family Estate
Book 8

Crime boss meets vineyard heiress. Secret love affair meets dangerous reality. When Sal fakes his death to protect Poppy, he better hope the mob finds him before she does.
Purple and gold diagonal-split book cover reads 'Complex Finish' by Kelly Kay with an illustration of jigsaw puzzle pieces and a wine cork target

Langerford Cellars
Book 9

Two years apart. An ocean between them. Sam finds the woman he lost in a French vineyard—but she disappeared for a reason. Now coming together could cost them everything, including the people they love.
Purple and gold book cover reads 'Grand Cru' by Kelly Kay with an illustration of a wine barrel and grapevine

Prohibition Winery
Book 10 (Epilogue)

You're invited to a wedding that should have happened five children and countless popsicles ago.

Joshua LaChappelle/Whittier and Noelle Doyle Parker invite you to the wedding to end all weddings. Or at least to end this Winery Series.
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Boston Brothers Series

Three brothers and three lifelong friends, tied together by loyalty, laughter, and the city they call home. But the only thing more powerful than their brotherhood? The women who steal their hearts and make them question everything. Five second-chance romances spanning international destinations prove love is always worth the risk.

Photo book cover reads 'Keep Paris' by Kelly Kay with an embracing couple, an Eiffel Tower watermark, and a red-and-white airmail postcard border
Photo book cover reads 'Keep Philly' by Kelly Kay with an embracing couple against a tan background and a Philadelphia skyline watermark 
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Photo book cover reads 'Keep Tuscany' by Kelly Kay with an embracing couple, a cream background, and an illustrated lemon branch
Photo book cover reads 'Keep Rugged' by Kelly Kay with a couple in winter coats embracing against a pine-forest background
Photo book cover reads 'Keep Vegas' by Kelly Kay with a laughing couple against a teal background and a Las Vegas sign in the background
Photo book cover reads 'Keep Boston' by Kelly Kay with a couple in plaid against a blue Boston skyline background
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GET THE SPECIAL EDITION SKYLINE COVERS

Book cover titled 'Keep Paris' by Kelly Kay, featuring a watercolor illustration of the Paris skyline including the Eiffel Tower and other buildings under a cloudy sky.
Book cover titled 'Keep Philly' by Kelly Kay, featuring a colorful watercolor skyline of Philadelphia at the bottom.
Book cover titled 'Keep Tuscany' by Kelly Kay with an illustrated watercolor scene of a coastal town with colorful buildings, a clock tower, and mountains in the background.
Book cover titled "Keep Vegas" by Kelly Kay, featuring a watercolor cityscape of Las Vegas with mountains and a partly cloudy sky in the background.
Cover of the book 'Keep Rugged by Kelly Kay, featuring a mountain landscape with trees, snow, and a sky with clouds.
Book cover titled "Keep Boston" with a watercolor-style city skyline of Boston at the bottom and blue abstract design in the background.
An orange line drawing of a single ranunculus flower with detailed petals and leaves, in a minimalist style.
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Holiday Disasters series

Evie and Kelly’s Holiday Disasters are a series of side by side novellas that are hot and hilarious romantic comedies with interconnected characters, focusing on one holiday and one trope at a time.

No cheating, no cliff-hangers, and a guaranteed happily ever after (HEA).

Blue starry book cover reads 'Cupid Calamity' by Kelly Kay and Evie Alexander in a pink heart, with an illustration of a man tripping over a cupid's arrow
Blue book cover reads 'Cookout Carnage' by Kelly Kay and Evie Alexander in a pink heart, with an illustration of a running bride and a groom carrying a pig with black outlines of a bbq and cow behind them
Blue snowy book cover reads 'Christmas Chaos' by Kelly Kay and Evie Alexander in a pink heart, with an illustration of a couple beside a Christmas tree
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Standalones

Complete love stories with no series commitment required. Perfect for a one-sitting escape into Kelly Kay's world of wit, chemistry, and unforgettable romance.

SIDE PIECE

She writes romance for a living, but her love life is a one-star review. He's a political podcaster married to his work. They agree on one perfect night, no strings attached. Except he keeps booking flights. Now the romance writer who's survived too much loss has to decide: can she risk her heart on her own happily ever after?

Book cover for 'Side Piece' by Kelly Kay, featuring animated characters including a woman in a black dress, a man in a white shirt, black tie, and black pants, with a palm tree in the background.
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