Gatsby’s Gamble
About this Event
Gatsby’s Gamble
A Centennial Casino Gala Celebrating 100 Years of the Junior League of Asheville
Join us at Highland Brewing Event Center in Asheville, NC, for an unforgettable evening inspired by the glamour, excitement, and extravagance of the Roaring Twenties as we celebrate 100 years of the Junior League of Asheville!
Step into a world of vintage sophistication, lively entertainment, and timeless glamour. Whether you're feeling lucky at the tables, enjoying a cocktail with friends, or simply soaking in the atmosphere, Gatsby’s Gamble promises an evening worth dressing up for.
Inspired by the elegance of the Gatsby era, this Centennial celebration brings together classic casino-style table games, festive cocktails, delicious hors d’oeuvres, and plenty of opportunities to celebrate in style.
Your Evening Includes
Event Admission
Entry to Gatsby’s Gamble and all the festivities of the evening.
$1,000 in Starting Playing Chips
Get your evening started with $1,000 in playing chips to enjoy the classic table games!
Drinks & Refreshments
One drink ticket, with additional beverages available for purchase at multiple fully stocked cash bars throughout the venue, including the lounge.
Heavy Hors d’Oeuvres
Enjoy a selection of delicious bites throughout the evening.
Photobooth Experience
Capture the glamour and take home a memory of the evening!
Dress to Impress
1920s Gala Glamour | Roaring Twenties Inspired
Think flapper-inspired elegance, Art Deco sophistication, classic black tie, sparkling details, fringe, feathers, pearls, sequins, and vintage glamour.
Whether you go full Gatsby or put your own modern spin on the era, we invite you to embrace your favorite interpretation of 1920s glamour.
The more fabulous, the better!
A Century of Service. A Legacy of Impact.
For 100 years, the Junior League of Asheville has brought women together to create meaningful change throughout our community. Through volunteerism, leadership, and community partnerships, generations of League members have worked to address local needs and make a lasting difference across Asheville and Western North Carolina.
From supporting community initiatives to championing childhood literacy and helping put books into the hands of children, the League's legacy is built on women coming together to make a difference.
As we celebrate this remarkable milestone, Gatsby’s Gamble is more than an evening of celebration. It is an opportunity to honor the women who built this legacy, recognize the impact of a century of service, and invest in the work still ahead.
Proceeds from Gatsby’s Gamble will support the Junior League of Asheville's mission and continued community impact.
Join Us for the Celebration!
Gather your friends, dress to impress, and step into an evening of Roaring Twenties glamour as we celebrate a century of service, toast to the women who made it possible, and look ahead to the next chapter.
Come for the glamour. Stay for the celebration. Be part of the legacy.
We can't wait to celebrate with you!
Where is it happening?
USD 0.00 to USD 135.23



















