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.

  • 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

  • Live Music all Summer at Foxy’s Harbor Grille in St. Michaels

    Event by Foxy's Harbor Grille Venue: 125 Mulberry St, Saint Michaels, MD, United States, Maryland 21663 TODAY Groove Tide 5-8pm FRIDAY Uncle Ward 5-8pm SATURDAY Mike Miller 4-7pm SUNDAY Brandon & Thordis 4-7pm Be sure to check out our Events Tab on Foxy’s Facebook to see our Live Music Schedule for the summer! 🎶☀️ https://www.facebook.com/FoxysHarborGrille/events

  • 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 […]

  • 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 […]

  • 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 […]

  • 4th of July Fireworks Celebration in Easton

    Dance the night away under the sparkle and glitter that only fireworks can bring. The carnival opens every night at 6:00 pm until 10:00 pm. Wristbands are $30 per person […]

  • 4th of July Fireworks Cruise in Annapolis

    Join us for a festive cruise celebrating the 4th of July. Enjoy a sunset sail before we anchor close to the fireworks barge for the 9:15pm fireworks display. Following the […]