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.

  • 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 […]

  • Annual Multicultural Festival in Easton

    Save the date! The Avalon Foundation’s Annual Multicultural Festival returns to Easton’s Idlewild Park with a fun day of diverse musical traditions, arts, and food on Saturday, May 4, 2024, […]

  • Sip | Savor | Shop

    Immerse yourself in the enchanting flavors and cultural richness of Greece at our monthly Greek food experience! Discover an enticing assortment of cheeses, ranging from creamy feta and Manouri, to […]

  • Bull Roast at Grasonville’s VFW

    Food, Corn-hole, and much more start at 3 the fabulous Kick Back Band will start playing around 6 Tickets are available for Purchase at the VFW 410-827-8194   Venue: Grasonville […]

  • JCT 33 on the Patio at Corah’s Corner

    Join us on Saturday, May 4th for JCT 33 on the patio! 6-9pm Live & Local! Let’s kick off our Music Season the proper way! Come JOIN us for some […]

  • Berries and Booze in Frankford

    Calling all strawberry lovers!!! Join us for a day of berries and booze! Fresh strawberries, strawberry treats and baked goods! Strawberry slushies!! The best!!! Over 40 local boutiques and vendors! […]

  • Springtime in Paris Concert

    Oh-la-la! Our spring concert is a whimsical treat for your ears. Go to our website at www.capitalringers.org for info on all dates and venues. A free will offering will be […]

  • Cinco De Mayo at The Jetty Dock Bar in

    Celebrate Cinco de Mayo with us at The Jetty Dock Bar! We’ll be serving up all your favorite rock and dance hits from the 90’s and 2000’s!   Event by […]

  • Bike Ride For The Feast In Easton

    Easton, MD welcomes you on May 11, 2024! Calling all weekend riders, biking commuters, and cycling enthusiasts alike! Form a team with friends, family, or coworkers To help raise funds […]

  • 9th Annual Master Gardener Plant Sale in Centreville

    Queen Anne’s County Master Gardeners are busy getting ready for their 9th Annual Plant Sale slated for Saturday, May 11th at the University of Maryland Extension-Queen Anne’s County Office (505 […]

  • Goat Yoga at Ten Eyck Brewing Co.

    Intimidated by Yoga? Scared to try a class out? What about if you don't take yourself so seriously + try a class...with GOATS! YES. You read that right. BABY GOATS. […]

  • Mother’s Day Weekend Stop and Shop in Easton

    Come and shop all things! Free beverage and mini bouquet for all registered guests. Register here: https://www.surveymonkey.com/r/H7N3BXC Vendors: Lemon and Sage Boutique Get on Board A&M Heirloom Rentals Fruitful Clay […]