ONLY STEPS AWAY

SLEEP IN
SPLENDOR

AFTERWORD

Evenings at The Gatsby don’t end with the final toast—they linger, stretch, and spill over into the kind of night that deserves a morning just as refined. For guests attending your event, When in Roam offers a curated collection of luxury stays designed to extend the enchantment. These handpicked properties are perfect for wedding parties and close family, out-of-town guests, and couples eager to savor the weekend in full Gatsby fashion.

EXTENDED

AN INVITATION

SHELBYVILLE STAYS

Urban Loft

16+ GUESTS • 6 BEDROOMS • 8 BEDS • 3.5 BATHS

A rare gem along the Bourbon Trail, this high-end residence blends refined luxury with Kentucky soul, making it a destination of its own. Perfectly positioned on East Main, near beloved local eateries, craft cocktail bars, and cultural gems, this immersive suite is just moments from the experiences that make your stay unforgettable.

EXPLORE URBAN LOFT
A spacious, industrial-style living room with exposed brick walls, wooden ceiling beams, and large arched windows. It features a gray sectional sofa with numerous throw pillows, a small wooden coffee table on a plush rug, and black glass partitions with gold light fixtures hanging above.

Bottled-in-Bond Loft

10 GUESTS • 5 BEDROOMS • 5 BEDS • 3 BATHS

As featured on HGTV and adjoined to The Gatsby, this architectural gem blends the charm of its 1800s origins with cinematic style—imagine a rendezvous between a James Bond film and a speakeasy fantasy. Enter through a vintage revolving door or glide up via elevator and step into a space pulsing with personality, history, and undeniable swagger.

EXPLORE BOND LOFT
Living room with exposed wooden beams, brick and painted walls, white kitchen cabinets, bar seating, and modern lighting fixtures.

LeCoop Loft

5 GUESTS • 2 BEDROOMS • 2 BEDS • 2 BATHS

Tucked in the storied charm of downtown Shelbyville, LeCoop is a two-bedroom loft. Walk to cafés, cocktails, and conversation; only a scenic drive from Kentucky’s most iconic distilleries and racetracks—this retreat pairs intimacy with access. A stay here is convenient, intentional, and unmistakably well-placed: steps from the Gatsby’s front door.

EXPLORE LECOOP