Wine Tastings, Dinners & Festivals

Wine Tastings, Dinners & Festivals

Near St. Michaels, Maryland

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Featured Local Events

St Michaels, MD

Simpatico's 15th Annual Italian Wine & Food Festival & More

Sat, October 10, 2026

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All Upcoming Local Events

7 Events listed within 15 miles.

60 miles 30 miles 15 miles
  • Oct 2-9, 2026 (Fri-Fri)
  • Oct 10-17, 2026 (Sat-Sat)
  • Oct 18-25, 2026 (Sun-Sun)
St. Michaels Wine Tasting Cruise!
St. Michaels Sailing Charters | St. Michaels, Maryland
  • Oct 10, 2026 (Sat)
Simpatico's 15th Annual Italian Wine & Food Festival & More
Simpatico Italy's Finest | St Michaels, MD
  • Oct 16, 2026 (Fri)
Soups & Sips
Kent Island Resort | Stevensville, MD
  • Oct 26-Nov 2, 2026 (Mon-Mon)
  • Nov 3-10, 2026 (Tue-Tue)
  • Nov 11-15, 2026 (Wed-Sun)
St. Michaels Wine Tasting Cruise!
St. Michaels Sailing Charters | St. Michaels, Maryland
  • Oct 27, 2026 (Tue)
Mixology 101 – Smoke & Ember
Kent Island Resort | Stevensville, MD
  • Nov 19, 2026 (Thu)
Uncork The Holidays Wine Dinner On 11/19 At 6PM ET
Scossa Restaurant | Easton, MD
  • Apr 24-25, 2027 (Sat-Sun)
WineFest At St. Michaels 2027
St. Michaels, Maryland | St. Michaels, Maryland
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Wine, Food & Drink in St. Michaels: Frequently Asked Questions

What is the best source for wine and food events in St. Michaels?

For over 25 years, LocalWineEvents.com has been the definitive go-to source for discovering the best wine, food, and drink events in St. Michaels. From local wine tastings and boutique dinners to large-scale food festivals, we provide the most comprehensive, expert-curated calendar for St. Michaels enthusiasts and professionals.

How can I find upcoming beer and spirits festivals near St. Michaels?

LocalWineEvents.com features a dedicated discovery engine for St. Michaels that includes craft beer festivals, spirits tastings, and distillery tours. As a leading industry resource since 2000, we ensure our St. Michaels listings are updated hourly to help you find the perfect drink experience.