š Festival Season at Wildside Winery: Magic in Every Moment š
- Elisha Holt

- Sep 8
- 3 min read

As the leaves turn and the air takes on that crisp autumn feel, Wildside Winery comes alive with the spirit of celebration. For 21 years, our family-owned and operated winery has welcomed friends, neighbors, and travelers alike to sip, shop, and share in the joy of Kentuckyās harvest season. šš
This yearās fall festival lineup is packed with music, magic, and community ā and youāre invited to be part of it.
š Up, Up, and Away! Balloon Festival
š Saturday, September 13, 2025
ā° Hot Air Balloon Rides: 6:30 PM (weather permitting)
š° $20 per person | Cash Only | First come, first served
Imagine hot air balloons rising into the sunset while music, laughter, and the smell of great food fill the vineyard. š¶š
š¶ Live Music: Matt Castle (2ā5 PM) & Hi-5 (6ā9 PM)
šļø Handcrafted goods, artisan booths, and specialty boutiques
š Food trucks serving up seasonal favorites
š· Wildside wines and slushees to enjoy all evening
š Wildside Winery, Versailles, KY
š« Balloon rides are weather-dependent; no reservations accepted.
š Vendors Apply Here: https://www.eventeny.com/events/vendor/?id=25851
š Harvest Festival
š Saturday, October 4 (12ā7 PM) & Sunday, October 5 (12ā5 PM)
Celebrate the bounty of the season with two days of music, markets, and community spirit! š¾šØ
š¶ Live Music Lineup:
Saturday: John McHugh (1ā4 PM) & Trippin Roots (4ā7 PM)
Sunday: Ben Lacy & Corey Cross (1ā4 PM)
šļø Shop handcrafted art, jewelry, and farm-fresh goods from local makers
š Food trucks with both savory and sweet seasonal favorites
š· Sip Wildsideās seasonal wines while enjoying the beauty of the vineyard
Admission & parking are FREE ā perfect for a fall family outing!
š Vendors Apply Here: https://www.eventeny.com/events/vendor/?id=26553
š Pumpkin Festival
š Saturday, October 11 (12ā7 PM) & Sunday, October 12 (12ā5 PM)
Fallās favorite flavors and colors come alive at the Pumpkin Festival! š
š Wild Woman Axe Throwing ā Saturday, Oct 11:Ā channel your fierce side with a supervised, festival-style axe-throwing experience in partnership with the Pumpkin Festival
š Pumpkin-Spiced Wine
šø Mums for sale to brighten your porch
šļø Local vendors, handcrafts, artists, and boutique finds
š¶ Live music lineup (TBA)
š Locally grown pumpkins to take home for decorating or baking
Admission & parking are FREE ā celebrate autumn your way!
š Vendors Apply Here: https://www.eventeny.com/events/vendor/?id=26563
š§āāļø Witches & Wine Festival
š Saturday, October 25 (12ā7 PM) & Sunday, October 26 (12ā5 PM)
Step into the magic ā this isnāt just a festival, itās a gathering of wild folks, magic-makers, and wine lovers. šāØ
šØ Arts & crafts market featuring handmade creations
š Food vendors with seasonal favorites
š® Metaphysical market & astrology sessions
š Magical books and spellbinding reads
šŗ Selfies with Wolves (Wolf Run Refuge)
šŖ Axe Throwing & Costume Contests with prizes
š¹ Witches Brew Slushee, our signature festival potion
š¶ Live Music Lineup:
Saturday: Elvis Cocktail (1ā4 PM) & Blacktop Rodeo (4ā7 PM)
Sunday: Nicola Cassetta & Jake Vanover (12ā2 PM) & Five Below Band (2ā5 PM)
Admission & parking are FREE ā bring your coven and celebrate in style!
š Vendors Apply Here: https://www.eventeny.com/events/vendor/?id=26227
Why We Do This ā¤ļø
At Wildside, our festivals are more than events ā they are the heartbeat of our community. Weāve been growing, creating, and celebrating here in Versailles for over two decades, and every festival is a chance to bring people together. From Wild Women gathering in circle to families sipping cider under the sunset sky, these are the moments that remind us why weāre here: to create magic, share wine, and nurture connection.
So mark your calendars, tag your crew, and join us this fall. Because at Wildside, the season isnāt just harvest time ā itās festival time. šāØ








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