A Little Bit About Us
We are Jack and Tee Pleasant. Our Small Farm Winery started out as a hobby. After many evenings dreaming, Jack’s gift of piddling and a lot of “research”…here we are!! Our plan is to grow old together doing something that we love, together.
We turned our weekend getaway for 9 years at Rough River Lake into our home in July of 2021. We are both originally from Louisville and have decided to retire from our years of service as a police officer (Jack) and nurse (Tee). We would like instead to serve YOU~some delicious wine in a serene and peaceful country setting.
Our focus is small batch wines so that we can satisfy all different types of wine drinkers, from the novice to those that consider themselves pros!!
We have come across a lot of you wondering when and where to get some Happy Jack’s wine. We have lots of opportunities for any and all to come visit, taste and purchase what we have been working so hard to offer to you. Check out the event schedule below for where you can find Happy Jack’s Wine while we are out and about, or give us a call…we’ll come to you!! We look forward to meeting and seeing each of you!! CHEERS!!
As a (Very) Small Batch, Small Farm Winery, Happy Jack’s Winery will do it’s best to keep your favorites available. Since everyone’s tastes are different, we ask that you be patient with us. Happy Jack is a busy, busy, busy guy…and is doing his best to turn out some incredible flavors sure to please everyone!!
Below you will find our new Menu…Enjoy!!!
Check “Friends of Happy Jack’sWinery” on FB or call 502-744-7155 for specific dates that we will be at the market
Please note that there is a line-up change…Michael Keys will play on Aug 8th, and Cam Thompson will play on Aug 22nd!
New for 2026,
Happy Jack’s Winery
Sippin’ and Song Series
Happy Jack’s Winery is available for private parties/events. Consider having us at your home for an intimate get together; or possibly at a larger venue for an engagement party or the company Holiday Party, to serve your personally selected variety of wines.
Contact us on Facebook at “Friends of Happy Jack’s Winery” or give us a call at 1-502-744-7155
For Upcoming Events follow us on FB: “Friends of Happy Jack’s Winery” and see below for dates/times as well!!
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Fresh Fruit Wines
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Enjoy the view
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Meet the owners
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Award Winning Wines
Here are few pics of all the fun stuff going on with Happy Jack’s!
What we offer:
Wine Tastings on Site
Wine Tastings Offsite (pls call to schedule)
Local Farmer’s Markets
Paint and Sips (pls call to schedule)
Small Venue availability for Bridal Showers, Birthday Parties, Anniversary Celebrations (pls call to schedule)
Private and Public Events onsite and offsite
Upcoming Schedule:
August 14, Friday-5:30-8:00pm CST-”UnCORK Your Creativity” Wine Cork Wreath Making Class. $40 per person, instructions and supplies to create your own personalized wine cork wreath. (CLASS IS SOLD OUT).
Aug 15, Saturday-5:00-8:00pm CST-Live Music with James Elliott (of Yellowbanks) at the Winery
Aug 20, Wednesday-10:00am EST-Announcement of 1st, 2nd and 3rd place Winners of the Best of Kentucky Awards Show/Kentucky Winery, Happy Jack’s is in the Runnin”!!! Tune into Kentucky Living MAgazine FB page for results as they are announced)!!!
Aug 22, Saturday-8:00am-12:00pm EST-Hardin County Farmer’s Market, Elizabethtown
Aug 22, Saturday-5:00-8:00pm CST-Live Music w/Cam Thompson at the Winery
Aug 29, Saturday-5:00-8:00pm CST-Live Music w/Paul Montgomery at the Winery
Sept 5, Saturday-2:00-9:00pm CST-LAKEFEST at Rough River Dam State Resort Park, Happy Jack’s will be at this event as well as open at the Winery
Sept 7, Monday-HAPPY LABOR DAY 9everyone be safe and have fun)!!
Sept 11, Friday-Happy Jack’s Winery will Close at 4pm CST to make our way to the Annual Breckinridge County Chamber of Commerce Annual Gala and Auction (get your tickets by calling 270-756-0268.
How to find us:
Located in Breckinridge County between Hardinsburg and McDaniels, KY. Put our address in your GPS. Once you find Morton Brown Lane off SR 1740, look for our sign, and follow the directional signs. It’s a beautiful drive…enjoy!!
Located in beautiful Breckinridge County, Happy Jack’s Winery sits right on the edge of Rough River Lake. The address is 1580 Morton Brown Lane located in Brown’s Hideaway. Watch for the signs!
Hours of Operation:
Tuesday-Wednesday: by appt only
Thursdays: 1pm-7pm CST
Friday-Saturday: 12pm-7pm CST
Sundays-Mondays Closed
***NOTE: See below for specific dates we are closed.***
( These times are subject to change…
so keep an eye on the website,
e-mail or call us!)