Winter Wine Walk & Christmas Market 2026

We are thrilled to invite you to our annual Downtown Smithville Main Street Wine Walk & Christmas Market! Join us in our cozy downtown for a festive afternoon filled with holiday shopping, delicious food, and wine tasting. Stroll through our charming brick-and-mortar shops, enjoy a bite at our local restaurants, and discover unique finds from a variety of vendors. With local wineries offering tastings and wine by the glass as well as many other wines available inside the businesses, this event is the perfect way to celebrate the season and support local businesses. Come out for a joyful afternoon to sip and shop! All proceeds benefit the Smithville Main Street District. Smithville Main Street District exists to preserve, promote, revitalize and enrich the historic, cultural, and economic landscapes of downtown Smithville, Missouri. By doing this we are not only benefitting the small businesses that make up the commerce in our town, but also creating an identity and a footprint that will protect the small-town community as the surrounding areas continue to grow.