Annual End of Summer Crab, Bull, and Oyster Roast In Grasonville
Join us for our annual End of Summer Crab, Bull, and Oyster Roast! Enjoy crabs, oysters, pit beef, pulled pork, corn on the cob, coleslaw, domestic beer, wine, and seltzers, […]
12 events found.
Events on Maryland’s Eastern Shore
Find upcoming events on Maryland’s Eastern Shore, including festivals, live music, arts and culture, food and drink events, and seasonal celebrations. This local events calendar highlights what’s happening in Easton, St. Michaels, Oxford, Chestertown, and nearby Eastern Shore towns, making it easy for visitors and residents to plan their time in the area.
Looking for events near your rental? Browse vacation rentals by town.
Talbot County
Events
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5th Annual EycktoberFest in Queenstown
Join us for our 5th Annual EycktoberFest! YOU have made this event our favorite every year! German-inspired eats by Field Kitchen! Games of skill including the Stein Hoist, Hammerschlagen and […]
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All-You-Can-Eat Seafood Extravaganza
Date and time Wednesday, September 25 · 11:30am - 3pm EDT Location Somers Cove Marina 715 Broadway Ave Crisfield, MD 21817 Show map Refund Policy Refunds up to […]
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Chefs Table Seafood Night in Stevensville
Event by Kent Island Resort Venue: 500 Kent Manor Drive, Stevensville, MD, United States, Maryland 21666 Tickets · $103.22 www.eventbrite.com/e/chefs-table-seafood-night-tickets-942553020457 C Join us for Chef's Table, featuring a curated menu […]
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The Addams Family (1993) – Outdoor Movie Night at The Academy Art Museum
They're creepy and they're kooky. Mysterious and spooky. They're all together ooky...come and see The Addams Family! Bring a chair and a blanket for cinema under the stars! Our movie […]
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Easton’s Fall Kickoff Weekend
Event by Discover Easton Venue: 11 S Harrison St, Easton, MD, United States, Maryland 21601 Autumnal decorations and the feeling of seasonal warmth will be all around downtown Easton for […]
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2 Hour Wine Tasting Cruise on Catamaran Epiphany
Harbour Inn, 101 N Harbor Road, St Michaels MDYour Wine Tasting Experience Step aboard Epiphany, a spacious and stable modern catamaran designed for comfort, socializing, and panoramic Chesapeake Bay views. With her wide beam, open layout, and thoughtfully […]
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Beer Tasting Cruises on Epiphany
Harbour Inn, 101 N Harbor Road, St Michaels MDYour Beer Tasting Experience Step aboard Epiphany, a spacious and stable modern catamaran designed for comfort, connection, and panoramic Chesapeake Bay views. With her wide beam, open layout, and thoughtfully […]
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Eastern Shore Sea Glass and Coastal Arts Festival
Chesapeake Bay Maritime Museum 213 N Talbot St, St Michaels, MD, United StatesThe Eastern Shore Sea Glass & Coastal Arts Festival will celebrate it's 16th Annual Spring Edition on the beautiful waterfront campus of the Chesapeake Bay Maritime Museum in St. Michaels […]
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Chesapeake Chamber Music Festival
Ebenezer TheaterWhere Artists, Audiences, and Acoustics Come Together in Downtown Easton, Maryland! The Chesapeake Chamber Music Festival, now in its 41st year, is held over the course of two-weeks each June […]
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Plein Air Easton (PAE)
Waterfowl Headquarters (40 S Harrison St.)When is Plein Air Easton? The annual competition is held in Easton, Maryland, each July. 2026 Plein Air Easton is planned for July 10-19, 2026. What is Plein Air Easton? […]
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Chesapeake Film Festival
Ebenezer Theater, Academy Art Museum, and Talbot County Free LibraryTalbot County has found itself starring on the big screen from time to time, but this Oct. 8-10, 2026 the film industry becomes the star in Talbot County as it […]
