🍷 WineFest at St. Michaels: Celebrating 17 Years of Community and Exceptional Wines
St. Michaels has a long-standing tradition of community spirit, and for 17 years, WineFest at St. Michaels has been a cornerstone of that celebration. Since 2010, we’ve proudly organized this event, blending world-class wines with the charm and hospitality of our town. Managed by a charitable organization, WineFest gives back to communities on both sides of the Chesapeake Bay, supporting multiple local charities each year. Giving back isn’t just a part of what we do—it’s at the heart of our mission.
From VIP-Only Back to a Town-Wide Celebration
WineFest began as a town-wide celebration, inviting visitors to explore great wines and delicious foods throughout St. Michaels. Between 2020 and 2024, pandemic restrictions required the event to shift to a single-location, VIP-only experience, limiting our ability to welcome large crowds and volunteers.
But in 2025, WineFest returned to its full vision. The event once again transforms St. Michaels into a walkable tasting experience, using both licensed venues and non-licensed shops to host Maryland wineries for the weekend.
What’s in Store This Year
This year’s WineFest is bigger and better than ever:
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5+ large tasting venues and several Maryland wineries strategically located throughout town
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Domestic and international wines to delight every palate
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200+ wines to sample, from boutique producers to local favorites
Whether you’re a wine connoisseur or a casual taster, WineFest offers an unforgettable weekend of discovery.
Featured Wines & Global Tastings
Our commitment to exceptional wines shines through with a lineup from around the globe. Guests can enjoy selections from North and South America, France, Germany, Italy, Spain, Portugal, South Africa, Australia, New Zealand, Bulgaria, and Austria—with even more regions to be announced as the festival approaches.
Some highlights include:
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Buglioni Lugana DOC 2022 – Italy’s Lake Garda region
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Jacques Dumont Sancerre Fleur 2024 – Loire Valley, France
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Michele Chiarlo Nivole 2024 – Piedmont, Italy
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Maison Louis Jadot Pouilly-Fuissé 2024 – Elegant Burgundy Chardonnay
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AIX Rosé 2025 – A fan-favorite Provençal rosé
From crisp, mineral-driven whites to vibrant rosés and lightly sparkling selections, WineFest at St. Michaels offers a truly global tasting experience that’s not to be missed.
