Sip Fest 2026: Harvest Edition
Sat, Oct 10, 2026 · Laurel Park, 198 Laurel Race Track Road, Laurel, MD 20725
Calling all Wine Lovers, Beer Lovers, & Liquor/Spirits Lovers! Come try something new and socialize with family, friends and new friends!
Browse upcoming food & drink events in Annapolis — dates, venues, and prices, updated daily.
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Sat, Oct 10, 2026 · Laurel Park, 198 Laurel Race Track Road, Laurel, MD 20725
Calling all Wine Lovers, Beer Lovers, & Liquor/Spirits Lovers! Come try something new and socialize with family, friends and new friends!
Sat, Oct 17, 2026 · St. James' Episcopal Parish, 5757 Solomons Island Road, Lothian, MD 20711
Join us at St. James Fall Festival for a tasty Oyster, Country Ham & Honey Ham Dinner - you won’t want to miss!
Sat, Oct 17, 2026 · The Formulation Bar, 2131 Espey Court, Crofton, MD 21114
Formulate your own lip gloss after dark with cocktails, bites, exclusive ingredients & a mysterious twist. Killer looks encouraged!
Mon, Oct 19, 2026 · Cooper’s Hawk Winery & Restaurant, 1403 Research Boulevard, Rockville, MD 20850
Dinner After Dark- Wine Club Pairing Dinner ($79 per person)
Tue, Oct 20, 2026 · Metropolitan Kitchen & Lounge, 175 West Street, Annapolis, MD 21401
Includes 3 cigars, 3 drink tickets & light hors d'oevres. Meet & greet with Michael Herklots on the roooftop.
Sat, Oct 24, 2026 · Mas Que Farm, Mas Que Farm Road, Annapolis, MD 21403
An unforgettable afternoon of farm-to-table dining, local drinks, live music, and conservation at a spectacular private farm.
Thu, Nov 5, 2026 · Chart House Prime, 300 Second Street, Annapolis, MD 21403
Five-course dinner paired with Caymus Vineyards selections.
Mon, Nov 16, 2026 · Cooper’s Hawk Winery & Restaurant, 1403 Research Boulevard, Rockville, MD 20850
Friendsgiving in Wine Country- Wine Club Pairing Dinner ($79 per person)
Mon, Nov 16, 2026 · Cooper’s Hawk Winery & Restaurant, 1403 Research Boulevard, Rockville, MD 20850
Friendsgiving in Wine Country- Wine Club Pairing Dinner ($79 per person)
Fri, Nov 20, 2026 · Homestead Gardens, 743 West Central Avenue, Davidsonville, MD 21035
Get ready to indulge in a magical evening filled with delicious bites and delightful sips at Twilight: Taste & Sip!