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!!!
Saving the BEST for last,
November 7th
5-8pm CST
Josh Mitcham
Don’t miss it!!!
Bring a chair
& bring a friend!!!
Kluckies and Los Amigos
Food Trucks will be on site at 3pm CST
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
“Book” and Treat Tasting
@ Happy Jack’s Winery, Fri, Oct 16, 12-7pm CST
Thursday, Oct 22,
6-8:30pm CST
Join Marleigh and get to know the inner artist in you!!
Sign up at www.marleighmadeit.com
Vampire Bingo @ the Winery, Saturday, Oct 31st…begins at 6pm CST, and if you’re not drawin’ blood, you’re not playin’ right!! Mwahaha!!
Come in your best (legit) Halloween Costume and get 10% off your entire HJW bill!!!
For Upcoming Events follow us on FB: “Friends of Happy Jack’s Winery” and see below for dates/times as well!!
-
Fresh Fruit Wines
-
Enjoy the view
-
Meet the owners
-
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:
October 16, Friday-12-7pm CST-”Book” and Treat Tasting Happy Jack’s Winery is hosting Breck Co Public Library for a fun filled day of Books, Chocolates and Wine!!! Who could ask for ANYTHING more?!!
October 22, Thursday-5:30-8pm CST- Paint-N-Sip with Marleigh Made It!! See above for details and link to sign up
October 24, Saturday-11am-1:30pm CST-”UnCORK Your Creativity” Wine Cork Wreath Making Class. $40 per person, instructions and supplies to create your own personalized wine cork wreath. (2 spots left).
October 31, Saturday-6pm-? CST, Vampire Bingo at the Winery, Call Tee for details 502-744-7155
November 6, Friday-6pm-? CST, Happy Jack’s Winery will be at the Mahjong Retreat Weekend Special at St Clair Motor Lodge…don’t worry, the Winery is open too!!
November 7th, Saturday-3-8pm CST, Food Trucks at the Winery at 3pm, and Live Music with Josh Mitcham starts at 5pm CST. Don’t Miss It!!!
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!)