Ventura Winter Wine Walk & Holiday Street Fair
Visitors can sample wines and craft beers at designated downtown businesses with a tasting cup and map. Main Street hosts hundreds of vendors selling crafts, art, and food alongside live entertainment and holiday lighting. The festivities also feature a snowfall experience near the main stage.
Sat, Dec 5, 2026 Holiday Street Fair: free.
See more Christmas markets near Ventura
Plan Your Visit
Hours
Holiday Street Fair: 12 PM–8 PM; check-in: 3pm–6pm; wine tasting ends at 7:00 pm; Main Stage live entertainment, holiday lighting and snowfall: 6:45 pm–8 pm.
Ages
21+ for VIP Lounge, All ages for Street Fair
Neighborhood
Downtown Ventura
Food & Drink
Visitors can sample wines and beers at designated downtown tasting sites; the street fair has food and drink vendors, and VIP tickets include gourmet food and select pours.
Location
Tips & Advice
- Buy Wine Walk tickets early, because space is very limited and the event sells out every year.
- Get to check-in well before the window closes, because guests who arrive after check-in ends are not allowed to take part in the Wine Walk.
- Stay on Main Street into the evening for live entertainment, holiday lighting and snowfall at the Main Stage as tasting winds down.
- Pack a rain jacket or umbrella if the forecast looks wet, since the Wine Walk and the street fair both go on rain or shine.
- If you only want to shop, skip the ticket, because the Holiday Street Fair along Main Street is free and needs no Wine Walk pass.
Special Events & Promotions
- The VIP Lounge ticket adds secret pours, catered plates, seating and music (21+).
Links & Contact
Run by CBF Productions
Christmas Events Near Me is an independent guide, not the organizer of this event. For tickets, entries, vendor spots or questions, contact the organizer directly through their contact page.
Frequently Asked Questions
Do I need a Wine Walk ticket for the street fair?
No. The Holiday Street Fair on Main Street is free. It has artists, crafters, nonprofits, commercial vendors, food and drink vendors, and live entertainment.
What comes with a Wine Walk ticket?
You get a tasting cup and a map of the tasting sites. Local wineries and breweries pour samples in set-up areas inside downtown businesses.
What extra does a VIP ticket get me?
VIP guests get into the VIP Lounge, the only place to try the secret pours and catered plates. The lounge has tables, seating and music. VIPs can also visit all the regular tasting locations. The lounge is 21+.
What happens if I'm late for check-in?
Wine Walk check-in has a fixed window that ends an hour before tasting wraps up. Guests who arrive after it closes can't take part.
Does it go on in bad weather?
Yes, the event runs rain or shine.
Browse Christmas in Ventura
Always check the official website for the most current information.
We've done our best to keep details up-to-date, but event schedules, prices, and policies can change. For the latest updates, please visit the official website or contact the organizers directly. Christmas Events Near Me is an independent guide and isn't affiliated with the events we list.