Get ready for the upcoming Downtown Jefferson Wine Walk on Friday, May 15, 2026, from 4:30 PM – 8:30 PM.
Jefferson Wine Walk Theme for 2026 is Red Wine & Blue
The 2026 6th Annual Jefferson Wine Walk theme is Red, Wine & Blue.
This event transforms downtown businesses into wine-tasting destinations. Many businesses will be participating by offering red and white wine samples with yummy appetizers (including Shine Realty!).

The Wine Walk is presented by the Jefferson Area Chamber of Commerce and Jefferson Main Street Association.
How do you get ready for the wine walk, and what can you expect? Here are four easy steps:
1) Get Your Jefferson Wine Walk Tickets
First, you need a ticket! You can purchase Wine Walk tickets online through the Jefferson Area Chamber of Commerce’s event page. You can also purchase tickets with cash or check by visiting the Chamber during business hours.
Your Wine Walk ticket gets you wine sample tastings and delicious appetizers at participating businesses.
Wine Walk Ticket Cost:
$30 – Early Bird before 5/1/26 – includes wine samples at participating downtown Jefferson locations and a swag bag with sponsor goodies.
$35 – General Admission – includes wine samples at participating downtown Jefferson locations and a swag bag with sponsor goodies.
$55 – VIP – includes Dessert and Wine Pairing event at Stable Rock immediately before the Wine Walk, plus wine samples at participating downtown locations, a swag bag with sponsor goodies, and $10 Chamber Bucks.
$10 – Designated Driver – includes 10 Mocktail samples at multiple locations around downtown Jefferson.
Make sure to tell your friends to get their tickets too!
2) Clear Your Calendar (and Get a Babysitter)
Next, clear your calendar and add the Wine Walk to May 15, so you don’t miss this event.
Also, secure your babysitter if you have children. This is an event for adults.
Date: Friday, May 15, 2026
Time: 4:30 – 8:00 PM (3:30 for VIP)
3) Prepare Your Outfit (optional, but highly recommended)
The 2026 Wine Walk will have a RED, WINE & BLUE theme, so get your patriotic gear ready for a fun night out.
The Chamber created the cute graphic below with western outfit and accessory ideas:

4) Get Ready for Fun!
Plan your stops and get ready for some fun. Be sure to stop by Shine Realty at our Jefferson office to say hello, sample wine, enjoy a snack, and ask those real estate questions you’ve always wanted to know.
Some of last year’s participating businesses include:
- Shine Realty
- Brighter LLC
- Century 21 Integrity Group
- Fort Community Credit Union
- Home Instead
- INDECO Interior Design Company
- Jefferson Sign Vault, LLC
- Stable Rock Winery & Distillery
- Sunshine Healing and Massage Therapy
- The Drug Store
- The Heron’s Landing
- Twice Baked Pottery
- Vinny’s Rock Bottom Express
- Vintage on Main
- Wine & Roses
Find Shine Realty on the Map Below:
Save and Share with a Friend!
We’ll update this post for future Jefferson wine walks too, so save this and share it with a friend! We hope to see you there!

