Jester's Winery

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(27)

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25 Arthur Mattingly Rd
Lebanon, KY 40033
Jester's Winery is the fun loving laid back little brother of Horseshoe Bend Vineyards. Full café menu with wine tastings and a fantastic view. Dry, Sweet, and Bourbon Barrel Wines, Carbonated & Wine Slushies. Local seasonal foods, 50/50 burgers and roasted chicken. Official wine of Abby Road on the River, Catalina Island Film Festival/Catalina Wine Mixer, Greatville Dead Festival. Located between Maker's Mark and Limestone Branch Distillery, soon Jefferson's as well.

Reviews

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4.527 reviews
Photo of Bob W.
Bob W.
8/8/2024

Love the new flatbread options! And wine cures all ails The staff are a bit quirky, but fun & attentive. Cheers!

Photo of Nichole M.
Nichole M.
4/18/2025

What a great place to grab a drink and a meal. Greg was super informative of the area, and the selection of wines available at Jester's. I settled on the blood orange that was very bubbly and...

Photo of David M.
David M.
10/22/2024

Nice location and with a good view from the patio. The staff is very friendly and fantastic. The flatbread pizzas are good, and the wine is just okay. If you have been to a winery in a state known...

Photo of Evan F.
Evan F.
4/25/2021

Stopped by here on a recent weekend in-between Bourbon distillery tours. We got a tip from someone at our first stop, so we decided to give them a try. A bit chilly out, but their new patio space...

Photo of Kristen F.
Kristen F.
4/16/2022

Okay first the positives. Very cute patio with a great view. The staff were super helpful and very friendly. They have plenty of food options but did not try any. Pet friendly patio. I tried the...

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