Sugar Hollow Crossing

Sugar Hollow Crossing is a historic Missouri winery and gathering place in the process of being brought back to life. Tucked into the hills of Sugar Creek, the property has long been a place where people came together—for work, for celebration, and for a good glass of wine. Today, we’re restoring that spirit with intention. The grounds are being thoughtfully revived as a setting for weddings, small events, stays, and everyday moments worth slowing down for. We care about history, craftsmanship, and creating a space that feels warm, unforced, and real. Sugar Hollow isn’t about spectacle. It’s about place—where you are, who you’re with, and taking the time to enjoy it. Let Sugar Hollow Crossing be the backdrop to your wedding or next event. With an indoor and outdoor facility and a fully stocked bar, we can accommodate your next wedding, corporate event, birthday party, bar mitzvah, baby shower, family and high school reunions, and so much more. A spacious patio allows you to have your guests reside in the cool of the vineyard for outdoor events, only steps away from the winery. Get ready for our Tasting Hall - Opening Spring 2026! Curated wines, craft cocktails, wood-fired pizzas, and farmhouse charcuterie, served simply in our warm, brick-and-timber tasting hall built for lingering. Sycamore House & Mulberry Homes: On our grounds, we have two historic, beautiful homes available for your stay at the vineyard. Both homes are also available in some wedding packages. TO BOOK YOUR AMAZING WEDDING, STAY, OR EVENT, CALL 816-313-8414. You can also book the Sycamore House in Sugar Creek, MO, on Airbnb!