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I design detailed Market Roadmaps and Acquisition Strategies that are uniquely customized to meet the specific vision purpose of your investment.
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Rooted in Tradition,
Guided by Passion
Located just off Highway 50, Wenwood Bay Winery is approximately two miles north of Rosebud, Missouri, near Mount Sterling, along State Highway K. Surrounded by the rolling countryside of Missouri wine country, Wenwood Bay is more than just a place to sip wine — it’s a place to slow down, reconnect, and raise a glass to the good stuff in life.
Wenwood began over 20 years ago as a small farm winery with a big heart, and that heart still guides everything we do today. In our current location, we’ve reimagined the experience while staying true to what guests have always loved — approachable wines, genuine hospitality, and a welcoming space that feels easy the moment you arrive.
Easily accessible from Highway 50 and a convenient drive from St. Louis, Jefferson City, Rolla, and Washington, Wenwood Bay offers the perfect balance of accessibility and escape. Enjoy handcrafted wine, a great meal, a little shopping, the cigar bar, and the option to stay overnight — all in one relaxed, scenic setting.

REASONS TO VISIT
Heartfelt
Hospitality
From your first step inside, you’re treated like family. Our team puts warmth, care, and genuine connection at the center of every visit — whether it’s your first time or your fiftieth.
Handcrafted Missouri Wines
Founding winemaker Tom is still behind every bottle, crafting approachable, character-rich Missouri wines that reflect the land and the legacy behind them. Sip your favorites or discover something new with each visit.
A Relaxing Escape
Just far enough from the noise — but close enough for an easy getaway. An effortless trip from St. Louis, Jefferson City, Rolla, and surrounding towns makes us the perfect day trip or weekend retreat.
The Full Winery Experience
Wine flights, seasonal releases, great food, shopping, a cigar bar, and peaceful surroundings — all in one place. It’s everything you want from Missouri wine country, without the rush.
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