Events
Wine Walk
Ticket sales open on Monday, June 1, 2026 at 9:00am CDT.
Opens: Mon June 1, 2026 at 9:00am CDT
Due to a change in combos, the count of the following tickets have been decreased:
- {{decreasedTicketInfo.ticketName}} was decreased by: {{decreasedTicketInfo.ticketQuantityDecrease}}
Event Information
A Diamond Night Downtown
10th Annual Downtown Watertown Wine Walk
Celebrate a milestone year at the 10th Annual Downtown Watertown Wine Walk as we toast to A Diamond Night Downtown. Join friends, neighbors, and fellow wine lovers for an evening of sipping, shopping, and shining as downtown Watertown celebrates a decade of this beloved event.
Stroll through participating downtown businesses while sampling a variety of wines, enjoying the festive atmosphere, and celebrating the local businesses that make our community sparkle.
Event Highlights
Wine tastings at participating downtown locations
A returning photo booth experience, back by popular demand
Photo booth contest entries for added fun and prizes
A diamond‑themed celebration marking our 10th anniversary
Safe & Responsible Enjoyment
Designated Driver tickets will be available, so everyone can enjoy a safe and memorable night downtown. These can only be purchased at the Chamber Office.
A Wine Walk is a social event that combines shopping with food and wine tasting as guests proceed to each business, enjoying one ounce of red wine and one ounce of white wine at various downtown locations. Only $38 per person with a limited number of tickets available. Tickets do tend to sell out quickly. This includes a wristband for wine samples with 1 ounce of red and 1 ounce of white at numerous stops and also includes snacks and a map of the event and participating businesses. Your wristband will not be marked. You will receive a passport noting all locations. When all locations are crossed off, your tasting experience has ended.
There are no refunds. Tickets for the Downtown Watertown Wine Walk will be refunded only if the event is canceled due to public health concerns. The wine walk is a rain-or-shine event.
Required Check-in for this event will take place beginning at 9:00 AM and until 6:00 PM the day of at the Watertown Area Chamber of Commerce at 519 E. Main Street. Pickup after 6:00 PM will be at Draeger's Floral.
This is a 21 and over-only event. All participants need to physically come to the chamber for proper ID check and will receive a wristband at that time. Wine will be available to purchase at Draeger’s Floral.
Thank You to Our Sponsors
This event would not shine without the support of our generous sponsors:
Presenting Sponsor: Johnsonville
Wristband Sponsor: Johnson & Hellekson
Photobooth Sponsor: Fort Community Credit Union
Join us as we raise a glass to ten brilliant years of wine, community, and downtown Watertown.
Sip. Shine. Celebrate.
Contact Us
If you have any questions about this event, click the button below.
Look Up Ticket
We sent an email to you with your ticket information. If you do not see an email in the next few minutes, please check your spam folder.
Location
Downtown Watertown
519 E. Main St
Watertown, WI 53094 US
View Location on Map
Yes, tickets can be puchased at the Chamber office from June 1st until we are sold out.
There are no refunds. Tickets for the Downtown Watertown Wine Walk will be refunded only if the event is canceled due to public health concerns. The wine walk is a rain-or-shine event.
Yes, please contact info@watertownchamber.com or 920-261-6320 to transfer your ticket.
Check in will start at 9:00 AM until 5:00 PM at the Chamber Office. IDs will be required at check in. Late check in will be at Draeger's Floral until 6:00 PM.
The wine walk will start prompty at 4:30 PM until 8:00 PM. There will be no sampling before 4:30 PM or after 8:00 PM.
Free two‑hour street parking is available on Main Street, Water Street, and 1st through 7th Streets. Additional free street parking can be found on Market Street and Madison Street.
Free public parking lots are also located at:
- Market Street & Second Street
- Market Street & Fourth Street
- Madison Street & Fourth Street
- Madison Street & First Street
This is a rain or shine event. You will be walking from each location sampling wine.
This is a 21 and over-only event. All participants need to physically come to the chamber for proper ID check and will receive a wristband at that time.
Yes, food can be purchased at the following locations:
Uptown Bar and Grill
Amado Jrs
The Score Sports Bar
Wolfgrams Sports Bar and Grill
The Riff Dive Bar
Fiesta Las Margaritas
Addtional Drinks can be purchased at the following:
Amado Jrs
Local Waters
The Riff Dive Bar
The Drafty Cellar
Lyons Irish Pub
The Score Sports Bar
Uptown Bar & Grill
Wolgrams Sports Bar & Grill
There are no refunds. Tickets for the Downtown Watertown Wine Walk will be refunded only if the event is canceled due to public health concerns. The wine walk is a rain-or-shine event.
As long as you have your passport, wristband, and map, you are able to re-enter the walk.
