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.

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  • Thunder on the Choptank Boat Races in Cambridge

    When you hear the roar of automotive engines and catch a glimpse of giant roostertails, chances are pretty good that inboards are on the water. As the largest category in the APBA, Inboard racing classes include both runabouts and hydroplanes that are fast, fun and LOUD. Classes span from the wild Jersey Speed Skiffs (80mph) […]

  • Portside Seafood Restaurant Live Music all Summer Long in Cambridge

    Live Music & Event by CHAiNBREAk Venue: 210 Trenton St, Cambridge, MD 21613 Portside Seafood Restaurant Check out the Website for more Events at Portside Seafood Restaurant! https://www.facebook.com/pages/Portside-Seafood-Restaurant/179362978772892

  • Emily’s Produce In Cambridge

    Join the start of our 25th Season on Thursday April 11th! We'll be opening our doors and showcasing our commitment towards a LOCAL, Healthy, and Sustainable way of living - the Emily's way! Venue: 2214 Church Creek Rd., Cambridge, MD, United States, Maryland 21613 Organizer: Event by Emily's Produce Time & Date: April 11th starting […]

  • Academy Art Museum in Easton

    WHERE ART IS FOR EVERYONE Welcome to the Academy Art Museum! Plan your visit with us and discover something new. OPEN TODAY 10:00 AM  - 7:00 PM | FREE ADMISSION EVERY DAY manent Collection contains more than 1,000 pieces including core holdings of European and American works on paper. Academy Art Museum, 106 South Street, Easton. […]

  • Tiger Lily Restaurant & Tiki Bar & More Summer Events

    the KG Band will be rockin' Tiger Lily again. Come dance and listen to some of your favorite Classic Rock tunes while you enjoy the awesome Tiger Lily Tiki Bar. if you're hungry have dinner under the shade of one of their giant umbrellas. Hope to see ya there!! Event by The KG Band Tiger […]

  • Talbot County Fair Celebrating 40 Years in Easton

    The Talbot County Fair is held every year during the second week in July. It is open to the public. Lots of Fun, Food, Entertainment and More!! For more information, Check out the website at www.talbotcountyfair.org Venue: 10659 Hiners Ln, Easton, MD, United States, Maryland Organizer: [email protected]

  • Books And Beer At Cult Classic Brewing Company In Stevensville

    Books and Beer returns with another Blockbuster lineup of reads for 2024 This event is free and open to all who have read (You do not have to be 21).The book club discusses the book and questions about it for the first hour and spends the final 30 minutes casting it as a film/miniseries while […]

  • Pinot on the Patio in St. Michaels

    Join us for a weekend of everything Pinot! Friday night - a multi-course dinner by Stephanie Cook, chef and owner of Wonderment Wines. Saturday - enjoy an afternoon tasting on the patio with some of the best Pinots! Join us for dinner at $100 per person or Saturday tasting at $50. We welcome our beloved […]

  • 10th Annual Crab, Shrimp, and Oyster Feast near Queenstown

    Venue: American Legion Post 226 Let's get together for Cold Beer, Hot Crabs, Oysters, Shrimp and Fresh Corn! Join Delegate Seth Howard for the 10th Annual Crab, Shrimp, and Oyster Feast. Click this Link Now to Purchase tickets! https://secure.anedot.com/.../10th-annual-seafood-feast... Event by Seth Howard

  • Ironman Course Group Ride in Cambridge

    Event by Tim Delss Cambridge-South Dorchester High School Come out and join us for a group ride of the IMMD bike course! That's right, we're back for another year so make sure to come join the coolest IMMD ride in the land! My team and I are organizing a group ride of the IMMD bike […]

  • Clipper ship Pride of Baltimore II In Cambridge

    Head to Cambridge, Md. Labor Day weekend to see the glorious replica clipper ship Pride of Baltimore II. Dock tours, day sails, sunset sails, Aug. 31 to Sept. 2. Details. • Don't forget to stop at the Choptank River Lighthouse while there! August 31 3-5 PM Cambridge, Maryland Day Sail Adults $55 12 and Under […]

  • Emily’s Produce Sunset In The Stalks in Cambridge

    Who's ready to kick this fall season off with a bang?? WE ARE!! Because we just can't wait any longer, we are opening the maze a whole week early for ONE EVENING ONLY (and for special summer admission pricing too)! We'll have Good Times Entertainment here bringing the happy tunes, lots of fun snacks & […]