Fall at The Kentucky Castle | Halloween Events and more

There is something so special about the fall in Kentucky—the cooler air, changing leaves, and slower pace make it a season people look forward to year-round. At The Kentucky Castle, autumn is one of the best times to visit. The views are more vibrant, the experiences more festive, and everything invites a moment to pause and take it in.

This is the season of gathering, and the Castle is full of ways to reconnect, celebrate, and see familiar favorites in a new light. From whimsical brunches to rooftop happy hours and candlelit mystery dinners, fall at The Castle is full of reasons to return.

Hocus Pocus Brunch with the Sanderson Sisters

In one of Halloween’s most spirited traditions, the Castle welcomes your favorite Hocus Pocus characters to brunch in the Greenhouse—hosted by the Sanderson Sisters themselves. Guests enjoy a fully themed setting complete with a specialty brunch buffet, signature cocktails or mocktails, and live character performances from Winifred, Sarah, and Mary.

Guests are encouraged to join in costume for a truly immersive experience. This event brings a classic Halloween film to life, right on the castle grounds. After brunch, take time to explore the property and enjoy the stunning fall scenery. With two seating times available, this event has quickly become one of fall’s most talked-about Castle traditions.

Keeneland Post-Race Rooftop Happy Hour

You know fall has arrived in the Bluegrass when Keeneland's Fall Meet returns. As the races come to a close and the sun sets across the paddocks, The Kentucky Castle opens its rooftop for a special Post-Race Keeneland Happy Hour series.

Held on select October evenings, this event invites locals, visitors, and horse racing fans to extend their day at the track with live music, a cash bar, and panoramic views of the Versailles countryside. Artists like Matt Castle, Ben Lacy, and Barrel Creek Revival set the mood for a relaxed evening of music, mingling, and Kentucky charm.

Murder Mystery Dinners in the Grand Ballroom

For those craving something more spooky this October, The Kentucky Castle's Murder Mystery Dinners offer an immersive evening of storytelling, performance, and culinary experience. Held in the Grand Ballroom of the Castle, these dinners combine a multi-course meal with live theater, where professional actors perform suspenseful plots ranging from lost films to Halloween costume parties, with dinner guests often having hidden motives.

Each story unfolds around you, with guests invited to listen, observe, and solve the mystery in real time. These performances are absolutely captivating. Throughout your dinner, you will find characters moving through the room, revealing clues, and drawing the audience into the narrative. Guests are seated in tables of eight, and one lucky participant who solves the mystery will take home a Castle gift card. For those who thrive in interactive storytelling and chilling Halloween tales, we invite you to experience Murder Mysteries with us this fall.

Castle Holiday Market Returns in November

In November, we welcome the return of the beloved Castle Holiday Market. This multi-day event transforms the ballroom, Greenhouse, and East Terrace into a festive showcase of Kentucky local artisan vendors. Guests can shop for hand-poured candles, local art pieces, fashionable boutiques, handmade jewelry, and holiday-inspired gifts. All while accompanied by our favorite seasonal appetizers, hot chocolate bar, and limited-edition cocktails. With vendors like Dirty South Pottery, Hillbilly Jams, and The Sunflower Shoppe, this event offers an opportunity to support small businesses in one of the region's most beautiful settings.

Beyond individual events, the Castle itself is a destination in the fall. From heirloom pumpkins on the front steps to the decorative and seasonal flower assortments, it is a time to see the property at its most inviting.

Guests often choose this time for Castle and Farm tours, where the landscape is at its most picturesque and the story of the Castle's culinary program comes to life.

Fall Dining at Castle Farm Restaurant

As the weather changes with the seasons, so do the menus at Castle restaurant. Guests dining at Castle Farm this season will notice thoughtful additions to the Dinner Menu, including tandoori oysters and shrimp and grits, as well as butternut squash sourced from our very own teaching garden on the castle grounds. These dishes showcase the finest seasonal selections from the gardens and the kitchen's ongoing collaboration with the farm team. For those already attending a fall event or booking a seasonal stay, a dinner reservation offers the perfect complement to the experience. We invite you to gather and indulge in the new flavors and atmosphere of fall in Versailles.

Whether you come for brunch in the Greenhouse, enjoy music on the rooftop, experience mystery in the ballroom, or holiday shop with friends, the Castle offers an experience that reflects the season in both spirit and setting. Every experience is thoughtfully designed. The property reflects the season in every detail, and each guest is invited to feel at home. This is the fall in Versailles. It is distinct, memorable, and entirely its own.