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 which is 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 - 3 PM

Ticket sales start on April 6, 2026 at 9 am. Ticket pricing:

• Light Flight • 8 Tastings • $15

• Full Experience • 15 Tastings • $25

• Sip & Savor Sunday • Food & Wine Pairings • $30

Food Court:

• Big Boys Grilled Subs & Wings

• Ernesto’s Authentic Mexican Restaurant

• Hauling Eats

• Ramblin’ Rooster

• Ray Ray’s Kettle Corn

• Sip Chicks Drink Stop

• Washington Lions Club

Entertainment Schedule: To Be Announced

Thank You to our presenting sponsor:

This event is brought to you by Downtown Washington, Inc. and Triple 3 Vineyard. Thank you to our other event sponsors: