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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 Music Bingo at Doc’s Downtown Grille

    MUSIC BINGO - Free to play, Prizes to win! No ticket required, first-come, first-served. Possession of a ticket does not guarantee a seat at the gameshow. Contact the venue to discuss best […]

  • Easton Carriage Tours

    VALENTINE'S DAY 2024 NOW OPEN FOR BOOKINGNew this year: We are partnering with Tiger Lily for the ultimate Valentine's experience! Have a romantic carriage ride around Easton followed by dinner […]

  • Cars and Coffee in the Barn Classic Motor Museum Saturdays

    Motor Museum 102 E. Marengo Street, St. Michaels, MD, United States

    Hosted by: Classic Motor Museum St Michaels Where: 102 E. Marengo Street, St. Michaels Maryland. When: Every Saturday Morning  9 am to 11 am. From now through the end of March we have […]

  • Build-Your-Own Bloody Mary/Maria Bar at The Fool’s Lantern

    The Fool's Lantern 310 S. Talbot St., St.Michaels, MD, United States

    Join us every Saturday and Sunday at The Fool's Lantern for brunch and our Build-Your-Own Bloody Mary/Maria Bar! Choose from a variety of vodka or tequila, add our house made […]

  • 6th Annual St. Michaels ChocolateFest

    Town of St. Michaels 101 N Harbor Rd, St.Michaels, MD, United States

    St. Michaels ChocolateFest will be held March 2, 2024 and will include restaurant chefs conjuring up amazing delectable special menu items to showcase chocolate inspired dishes and desserts.  The Chocolate Crawl will take place on Saturday, March 2, 2024 from 11:00 a.m. - 4:00 p.m. until sold out throughout the Town of St. Michaels at participating businesses […]

  • Simpatico Free Wine Tasting Events Every Weekend

    Simpatico 104-106 Railroad Ave, St.Michaels, MD, United States

    top by Simpatico's Courtyard or in the Shop at 104-106 Railroad Ave, just off Talbot Street, every weekend for free tastings of our hand-picked Italian wines! Peruse the shop and […]

  • 2nd Annual Peake Irish Experience for Annapolis St Patrick’s Day

    About this Event Get ready for our second St. Patrick's Day bar celebration with authentic Irish beverages for the biggest Irish holiday! Introducing The Peake Irish Experience, an Irish bar journey brought to you by Peake Social, Guinness, Emerald Society of Firefighters, and in partnership with Shamrock the Dock! Join us as we make our […]

  • Spring Vendor Market In Cambridge

    Join on April 6th from 9am- 1pm Lots of vendors including Scentsy, tastefully simple, thirty one, Tupperware, paintings, jewelry, tumblers, wreaths, leather goods, signs, cupcakes, country decor, handmade items, candles, bath salts and lots more. The Auxiliary will also be serving breakfast and lunch during the Event. Hope to see you there. Please come out […]

  • St. Patrick’s Day Celebration Dinner in Oxford

    Oxford Community Center 200 Oxford Road, Oxford, MD, United States

    Traditional Irish dinner: MARCH 14 @ 6:00 PM Corn beef, Cabbage, Potatoes and Irish Soda bread (prepared by a team of OCC chefs) $25/person (with cash bar) Live Music  Reservations by March 8 Dine In or Carry Out VENUE Oxford Community Center 200 Oxford Road Oxford, MD 21654 United States + Google Map Phone 410-226-5904 View Venue […]

    $25

  • Opening day at Scottish Highland Creamery

    Opening day at Scottish Highland Creamery from 3:00 pm to 8:00 pm. Face painting 3:00 – 5:00, new ice cream flavors, special prize for 1st customer of the season! DETAILS Date: March 15 Time: 3:00 pm - 8:00 pm VENUE Scottish Highland Creamery 314 Tilghman St Oxford, MD 21654 United States + Google Map Phone […]

  • St. Pat’s Karaoke Night @ Lil’ Bitta Bull

    Join Leprechaun Lucky Chuckie as we kick off St. Patrick's weekend! Friday Night Karaoke starts at 9 p.m. at Lil' Bitta Bull BBQ and going until... $5 Lucky Shots all night! Kitchen is open til 9 pm, come for dinner, stay for the show! Date and Time Friday Mar 15, 2024 9:00 PM - 11:55 PM EDT […]