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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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  • Easton Trivia Nights at Doc’s Downtown Grille

    Let's Do Trivia! is a weekly, team-based, live-hosted pub and restaurant trivia game show. FRIENDS * FOOD * FUN! FREE TO PLAY - BIG PRIZES TO WIN! $40 First Place […]

  • Old School R&B Crab & Cruise in Crisfield

    Get ready for the ultimate seafood extravaganza of the summer! This event has premium crabs measuring 6 1/4" up to 8"! 97.5FM DJ, Big Mark will be mixing up the […]

  • The Famous Annapolis City fireworks from the Water

    Come celebrate your Independence with us. Enjoy the famous Annapolis City fireworks from the water! Public 3 hour cruise includes a tour around the harbor, sunset, and then front row seats to the see fireworks! Memories are sure to be made. Book Today: www.TourBoatAnnapolis.com (443)333-1030 Event by Tour Boat Annapolis Venue: Annapolis, MD

  • Easton’s 4th of July Celebration Carnival

    Family Fun Carnival! On July 4th the Carnival will be open from 4-11pm and as soon as it gets dark the fireworks will light up the sky! Wristbands offered nightly!!! Excluding the 4th Event by Shaw and Sons Amusements Venue:Grounds behind Target, 28539 Marlboro Avenue, Easton.

  • Wine & Design Wine Bottle Bird Feeder at Layton’s Chance in Cambridge

    Each guest will sand and stain or paint their own bird feeder. Choose your recycled Layton's Chance wine bottle and fill with bird seed before you go! Your feeder will be ready to hang when you leave. *DIY construction kits are also available Tickets: https://lp.constantcontactpages.com/ev/reg/deyws5z?fbclid=IwZXh0bgNhZW0CMTAAAR1Jc37b03FOtZR_qjtG5K6brKHF6Ai7L4nDIEgq-Q2f6VyUNlV63xFbem0_aem_AdmWSRPOrHfzIy0ylJzcCx47Zfi6RhR8gBOs9pZwVT3c_KUdAuOJBXeL09393JKgHluvhtdyEv88FC3az22YkRdV Organizer: Event by Layton's Chance Vineyard & Winery Venue: Layton's […]

  • Inaugural Frederick Douglass Unit Day Crab Feast Car and Bike Show in Easton

    Come join us for a fun-filled day celebrating Frederick Douglass with crabs, cars, and bikes! Welcome to the Inaugural Frederick Douglass Unit Day Crab Feast Car and Bike Show! Join us at the Veterans of Foreign Wars for a day filled with delicious crab, stunning cars, awesome bikes and double dutch competition! Get ready to […]

  • Simpatico Welcomes Giuliano Hazan for Cooking Classes in St. Michaels

    We are so excited to welcome Giuliano Hazan, Italian cookbook author and educator, to Trattoria Simpatico for 2 very special cooking classes and Wine Dinners, the first is Saturday, June 29th, 5 to 8 PM and the second is Sunday Pranzo, June 30th, 12:30PM to 3:30 PM. Giuliano teaches his special courses in Sarasota, FL, […]

  • Hip Hop R&B Yacht Party In Annapolis

    TICKETS AVAILABLE AT: https://hiphoprnbyachtpartyJune30.eventbrite.com Why party in the club when you can party on a yacht!!! Join us as we cruise out of Annapolis for The Hip Hop R&B Yacht Party!! WE OUTSIDE!!! THE HIP HOP R&B YACHT PARTY is the only party you want to be at on a Sunday!!! Get ready to dance […]

  • 4th of July Dance The Wailers 2024 Legend Anniversary in Easton

    The Wailers are a rare breed of musicians who have earned their place in the annals of music history. Their culture-defining music, embodying the spirit of the ‘70s reggae movement, has left an indelible mark on the industry. Experience the magic of their timeless classics and incredible cuts from Bob Marley’s vast repertoire in a […]

  • Downtown Easton’s 4th of July Sidewalk Sale

    Join our downtown retailers as they clear out their racks and make room for new inventory at the 4th of July Sidewalk Sale! This annual sale always offers BIG savings on clothing, apparel, home furnishings, and more. The participating stores: LaDeDa, Lizzy Dee, Marc Randall, The Mercantile, Vintage Books and Windswept Clothiers. You can’t find […]