2026 Art Fair & Winefest

This unique festival in the heart of Missouri Wine Country offers tastings from area wineries, an art fair, delicious food, and live music.

The 45th annual Art Fair & Winefest will be held in historic downtown Washington May 15-17, 2026. This unique festival in the heart of Missouri wine country draws visitors each spring from across the Midwest. On Friday and Saturday, visitors can enjoy a wine tasting with over 65 wine options or buy a bottle and browse the Art Fair. There will be live music and delicious food all weekend long. Sunday hosts Sip & Savor Sunday, a food-and-wine pairing event designed to provide seasoned wine-tasting guests or first-time visitors with a truly memorable experience.

Festival hours:

• Friday 5 - 10 PM
• Saturday 10 AM - 10 PM
• Sunday 10 AM - 4 PM

Wine tasting hours:

• Friday 5 - 10 PM
• Saturday 12 - 10 PM

Sip & Savor Sunday

• Sunday 12 PM - 3 PM

Ticket pricing:

• Light Flight • 8 Tastings • $15
• Full Experience • 15 Tastings • $25
• Sip & Savor Sunday • Food & Wine Pairings • $30

Entertainment Schedule:

• Friday: Cody & the Chameleons 6-10 PM
• Saturday: Country Roads 12:00 - 3:00 PM | Potter's Road 3:30-6:30 PM | Savana 7-10 PM
• Sunday: Tobey Fisher 12-3 PM

Food Court:

Big Boys Grilled Subs & Wings, Ernesto's Authentic Mexican Restaurant, Hauling Eats, Ramblin Rooster, Ray Ray's Kettle Corn, Sip Checks Drink Stop, Washington Lions Club!

This event is presented by Downtown Washington, Inc. and Triple 3 Vineyard!

Thank you to our event sponsors: Bank of Franklin County, Bank of Washington, Dirt Cheap, Finteris Wealth Management, Fischer Solar, Grey Eagle Distributors, Heritage Community Bank, KFAV, KLPW, National Fire Suppression, & Purina Farms.