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    Jester's Winery

    4.6 (27 reviews)

    Jester's Winery Photos

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    JESTER'S WINERY ATMOSPHERE

    What's the vibe?
    Outdoor seating
    Dogs allowed

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    Caprese grilled cheese
    Evan F.

    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 was hard to pass up! When we pulled into the parking lot, the smell of slow-smoked meats wafted through the air, and their green egg was cranking away. We then knew we had to get something from that smoker!!! Service was leisurely, but we were in no hurry. We sipped on our teas and waited for the two "specials" to arrive. The caprese grilled cheese sandwich was charred and crisp on the outside, bright and tangy inside served with a wonderful salad full of mixed veggies, fruits, nuts and a slightly sweet dressing that tied it all together perfectly. The smoked pork tacos were the bomb...smoky, charred chunks of pork butt served in flour tortillas topped with tomatoes, scallions, shredded cabbage and a wonderful crema sauce. The views are a million bucks and the pace slowed at this spot...maybe next time we'll actually stop and drink some of their wine! Well done, team!

    Burger & chips
    Laura B.

    Finally got to check out this place after moving back to Kentucky, and it's a welcome and much-needed addition to the Marion County dining scene. The service was friendly, the food is tasty, and the prices are extremely reasonable. For a $6 wine tasting, I think we tasted about 8 wines plus a wine slushie. Eat your heart out, Napa Valley! We shared a 1/2 cheese plate, which was jam-packed with so much goodness. This was a great deal, which is really noteworthy because as much as I love a good cheese plate, I usually feel like I'm getting robbed on the price for one, but not here. Next, I had the pulled chicken wrap with broccoli salad which were both tasty and fresh. My husband had the burger, which comes with pimento cheese on it, and chips, which he apparently enjoyed since he didn't leave a crumb. My dad had the pimento grilled cheese and rib chili, which was a special of the day. They were very generous with the wine tasting - We ended up getting to try not one but two flavors of wine slushies as the end. Thanks, Jester's!

    Cheese plate happiness!

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    1 year ago

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    2 years ago

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    2 years ago

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    5 years ago

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    4 years ago

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    3 years ago

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    4 years ago

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    4 years ago

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    3 years ago

    Great food, very tasty wine and beautiful rolling hill views. It's off the beaten path but worth the trip.

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    5 years ago

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    3 years ago

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    5 years ago

    Great service and locally sourced food served by awesome and friendly owners. We really enjoyed the atmosphere and food.

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    5 years ago

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    6 years ago

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    9 years ago

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    5 years ago

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    7 years ago

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    9 years ago

    Business owner information

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    Greg K.

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    7 years ago

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    7 years ago

    Best burger ever! The Strawberry Rose and Mixed Berry slushy were both delicious! I recommend going on a warm day and relax on the patio!

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    8 years ago

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    6 years ago

    Went in hungry with a Groupon & was with a group of 4,all were happy and satisfied with the wine

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    6 years ago

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    5 years ago

    we went in and it was so eclectic and the husband and wife were warm and friendly and fun and the food was fantastic.

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    7 years ago

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    9 years ago

    Such a great time! They have a nice variety of wines, all very good. The staff was helpful and fun.

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    7 years ago

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    Ask the Community - Jester's Winery

    Cave Valley Winery - Kentucky Proud Wine Room

    Cave Valley Winery

    3.2(13 reviews)
    53.4 mi
    $$$

    Drove all the way here to see that it has been permanently closed!! No building, no food!!read more

    Ok. So...10 minutes in, I was thinking "2 stars...if they are lucky!" But you know what...? Turns…read moreout they were lucky, so 3 stars it is! Things got a little better and the two wines that are actually under their name/label were surprisingly delicious! Anyway, we were driving back to Louisville from Nashville and the Fella filled me with joy when he said we could stop at a couple wineries on the way. Not only is it a great way to break up the monotonous drive, but it allowed me to try more Kentucky wineries (like a Pokemon, I wanna try 'em all!). Cave Valley Winery was the right distance between the first place we stopped and getting home, so we decided this would be our final boozy-stop on the way. It is easy to get to, just a small loop off the highway at the Park City exit. It was a strange first impression when we got there, though. The winery isn't so much a winery, as it is a room inside an old hotel that also operates as the site's regular bar. They were also getting ready for a Ladies' Shooting competition to be held on the weekend, there were lots of gun signs and promotional booths and tents set up and sponsor banners. We weren't initially sure that we were at the right place...maybe some of the banners were covering the winery sign? Also...guns and alcohol...what could go wrong, amirite? It was strange. When we walked in to the bar, there were two people futzing around with the register iPad and a printer. It took a bit before we were greeted, and when we were, they both mentioned that they were not the tasting host and would go get her. While she was being retrieved, we were able to look over the wine list and the woman at the bar got us started with our first sample, though she admitted she didn't really know anything about the wines. Once the usual wine tasting host, Amber, came in we were ready to lock and load. (Get it...because of the gun range...no? Ok.) You get 5 samples for $5. But be aware, they only have TWO wines under their own label. The two they have are surprisingly delicious, if I do say so myself. As for the rest of the two-page wine list, they are all wines from Wight-Meyer, which is not one of my favorite places either. So that was a little disappointing. And they were out of a few of the wines I wanted to taste. Amber was pretty alright though, with some information on tasting notes. But she was minutes from the end of her shift and asked that we close out right away. Which was fine, we needed to get on the road again anyway. Overall, I am conflicted. It was a weird experience, but their wines are decent and once Amber got to our tasting, all was well. But temper your expectations if you are a winery-hopper like me. (If I was feeling more generous, I would give another star just for all the puppers roaming about....but really, 3 stars is where its at.)

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    Cave Valley Winery
    Cave Valley Winery
    Cave Valley Winery

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    Jester's Winery - wineries - Updated May 2026

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