10th Annual Weston WineFest

Get ready for a fun-filled day of tasting and toasting at the 10th Annual Weston WineFest. This in-person event brings wine lovers together to sip on amazing selections, enjoy great vibes, and connect with fellow enthusiasts. Whether you're a seasoned sommelier or just love a glass of red, this fest has something for everyone. Pair your favorite wines with music from amazing live bands all day. Don't miss out on the chance to explore new flavors and have a blast in Weston! While the Kentucky Derby may be on the same day, our WineFest is the main event—but feel free to join in the fun by wearing your best derby hats and attire!

Experience:

• Live music throughout the day
• Tastings from 10 local wineries, including Pirtle Winery
• Souvenir festival wine glass and special gift
• Access to incredible food trucks

VIP Perks:

• Early access at 11 am for exclusive wine tastings
• VIP area in the Vineyards Restaurant overlooking the festival grounds
• Complimentary drink coupon and festival t-shirt

Don't miss out on this unforgettable day of wine and derby excitement! Limited tickets available, so secure yours today. Rain or shine, we'll make it a day to remember. Cheers!

📅 Date: May 2, 2026 📍 Location: Weston, MO (Adjacent to Pirtle Winery & Weston Brewing Company)

Questions? Contact us at 816.640.5728. Must be 21+ with ID. No pets or outside alcohol allowed. Coolers welcome (subject to inspection).

Also check out other Festivals in Weston, Music events in Weston, Entertainment events in Weston.