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šŸ‚ October at Wildside Winery: Harvest, Magic & Wild Memories Await šŸ·āœØ

October is our season. The vines are heavy, the air is crisp, and the farm is alive with color, music, and the hum of community. Wildside Winery transforms this month into a celebration of everything we love — local makers, big music, bold wine, and the freedom to get a little wild. Here’s what’s waiting for you:


šŸŽ‰ Harvest Festival — Oct 4 & 5

Our most abundant weekend of the year kicks things off.


Saturday: 1–4 PM John McHugh | 4–7 PM Trippin Roots


Sunday: 1–4 PM Ben Lacy & Corey Cross

šŸ· Seasonal wines, local artists & farmers, and the joy of fall done Wildside style.

šŸ“ Free admission & parking


Vendor Applications: Apply now at https://www.eventeny.com/events/vendor/?id=26553


šŸŒ•šŸŗ Full Moon Yoga with Wolves — Mon, Oct 7 | 7 PM

Under the October full moon, move and breathe beside the incredible rescue wolves of Wolf Run Wildlife Refuge. One night only. $25 — every penny goes back to the wolves.


Reserve your spot: https://tinyurl.com/bd6fvch


šŸ“š Wild Woman Book Club — Wed, Oct 8 | 6:30 PM

Sip wine and dive into Hidden Pictures by Jason Rekulak with a circle of curious, creative women. Free to join — RSVP at https://wildsidewinery.com


šŸŽƒ Pumpkin Festival — Oct 11 & 12

Two days of pure autumn magic: mums, locally grown pumpkins, makers’ market, pumpkin-spiced wine.


Saturday: Matt Castle (1–4), Hammer On debut (4–7)

Sunday: Dead Air Dennis Band (1–4)


šŸŖ“ Wild Woman Axe Throwing (Sat only) — $5 for 5 throws & 3PM competition with prizes.


Vendor Applications: Apply now at https://www.eventeny.com/events/vendor/?id=26563


šŸ¹ Sangria Sunday — October 19 | 1–4 PM

Kick back with handcrafted sangria and live music — this month with Trippin Roots in the vines. No ticket needed.


šŸ§™ā€ā™€ļø Witches & Wine Festival — Oct 25 & 26


Our grand finale: a weekend of spells, sparkle & sisterhood.


Music Lineup

Sat: Elvis Cocktail (1–4), Black Top Rodeo (4–7)

Sun: Nicola Cassetta & Jake Vanover (12–2), Five Below Band (2–5)


Arts & crafts, mystical market, astrology, witchy portraits, wolves, axe throwing, costume contests, & the famous Witches Brew Slushee.


Vendor Applications: Apply now at https://www.eventeny.com/events/vendor/?id=26227


šŸ· Why October Belongs to Wildside


Every weekend brings something new but always the same Wildside soul: local love, live music, wine that tastes like Kentucky fall, and a community that shows up for magic. Bring your friends, your family, your inner wild woman — and let’s write October’s story together.


šŸ’œ Follow along for daily updates, reels, and behind-the-scenes prep.

šŸ“ 5500 Troy Pike, Versailles KY | https://wildsidewinery.com

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About Wildside Winery
Locally owned and wildly loved, Wildside Winery is a Kentucky destination for wine, community, and creativity. With more than 40 handcrafted wines, year-round festivals, and Wild Woman gatherings, we celebrate living boldly and sipping beautifully.

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Vendor Information

Visit Us
5500 Troy Pike, Versailles, KY
Mon–Sat 12–7 | Sun 12–5
(859) 879-3982
Family & dog-friendly • Free parking

​Outside food & drink not permitted

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