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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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Today

  • First Annual CMS Spring Thing

    Free Community Event. Food Trucks, Live Music, Emergency Equipment, Non-Profit Booths, Vendor Fair, and more! Venue: Centreville Middle School Event by Thomas Hayman and Centreville Middle School

  • VIP WineFest 2024

    Old Brick Inn Properties 401 S. Talbot, St. Michaels, MD, United States

    VIP WineFest 2024 We are pleased to announce WineFest 2024! We are bringing back WineFest 2024. Wine will be tasted from many countries around the world! Wine will be poured, memories will be made and you may just leave with a new favorite! This VIP event will be held at the Old Brick Inn in […]

  • Cambridge Craft Market and Food Drive

    Blue Ruin is teaming up with One Mission Cambridge to host the Cambridge Craft Market and Food Drive! From 3pm to 9pm on Friday, April 26th, visit Blue Ruin’s parking lot and show room at 400 Race St to shop from over twenty vendors. There will be something for the whole family, from sweets to […]

  • Movie Night at The Ebenezer Theater: Hidalgo

    Hidalgo is an epic biographical film based on the legend of the American distance rider Frank Hopkins and his mustang Hidalgo racing in 19th century Arabia against Bedouins riding pure-blooded Arabian horses. Starring Viggo Mortensen and Omar Sharif. Relax at a table for two with drinks and slices from Roma Event by The Ebenezer Theater […]

  • St. Michaels Wine Tasting Crawl

    Uniquely arrive in charming St. Michaels, Maryland by boat! Depart from @kentmorrmarina and enjoy light appetizers with beautiful views to St. Michaels harbor, enjoy the Wine tasting crawl and re […]

  • Oxford Day 2024

    Mark your calendar and plan to join us for Oxford Day, April 27, 2024. One of our most treasured events will begin at 8:30 – the Blessing of the Pets, […]

  • Garden Mosaic Mushrooms Workshop

    Mosaic Mushrooms! Saturday, April 27th 10am-2pm 10 South Hanson St, Easton, Md $125 Mosaic a 3-D mushroom sculpture using stained glass, ceramics, mirror, beads and agates found in my 5 […]

  • First Ever Plant Swap in Centreville

    • Bring in any indoor/outdoor plants, seeds, plant/garden books, tools and take something fun and new home! • Please make sure that all items are clean and pest free. • […]

  • May Day Flower Celebration

    Join us in downtown Easton, MD for a spring celebration! Easton will be decked out in flowers, bows, and bouquets for a lovely spring celebration. Merchants will be competing for […]

  • Jazz on the Miles River in Saint Michaels

    Sip cocktails and enjoy the sounds of JG and the Initials aboard PATRIOT while floating on the gentle waters of the Miles River on a 90-minute cruise. In the early […]