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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  • Waterfront Concerts in the Park Kick Off in St. Michaels

    The St. Michaels Community Center is pleased to announce our 2024 schedule for our Concerts in the Park series, kicking off on Thursday, May 30, 2024 and continuing every Thursday through August 29 (except July 4) beginning at 6 p.m. at the waterfront Muskrat Park in St. Michaels. Concerts feature fabulous local talent on the […]

  • 17th annual St. Michaels Concours d’Elegance on Chesapeake Bay & 8th Annual Chesapeake Bay Motoring Festival

    Kent Island Yacht Club will host two prestigious events this year – the 8th annual Chesapeake Bay Motoring Festival on June 8-9, and the 17th annual St. Michaels Concours d’Elegance on Chesapeake Bay on September 27-29. Both events are presented by St. Michaels Concours d’Elegance on Chesapeake Bay. Venue: Kent Island Yacht Club The event […]

  • Sip | Savor | Shop in Easton

    Sip | Savor | Shop invites you to join us for an evening of culinary delights and shared moments. At the event, you can sample our Greek gourmet products, including a red and white wine, artisanal hard and soft cheeses, filo-wrapped delights like spanakopita and tiropita, a variety of Greek olives, and some of the […]

  • Easton’s Farmers Market

    The Easton Maryland Farmers Market has been operating for over 40 years. Located in the municipal parking lot in the 100 block of North Harrison Street the pedestrian-only market features live music every Saturday at 10:30. All of our vendors are cultivating, producing, cooking and crafting their inventories so be sure to stop by and […]

  • Dancing Under the Stars in Snow Hill

    Dance the night away with music by Classic Vibe. FREE to attend. Food and fun! Cash Bar with all proceeds going to Downtown Snow Hill, Inc. Venue: Event by Downtown Snow Hill in Sturgis Park Organizer: Sturgis Park

  • 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 + more! Our team-based trivia game is perfect for groups of friends, family, or co-workers. Let's Do Trivia! gives you time to answer questions while […]

  • 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 R&B/Hip Hop hits from 90's and 00's on the upper level of the cruise while music plays on the lower level. Hurricane Hazel will be […]

  • First Friday of the Month Gallery Walk in Downtown Easton

    On First Friday the art galleries of downtown Easton extend their hours and invite you on a tour of artistic adventure – openings, lectures, book signings, and more! View new art exhibits, meet the artists, and discover sales and great deals. Enjoy dinner and drinks at one of our restaurants, stroll downtown, and spend the […]

  • Big Band Night & Independence Day Fireworks in St. Michaels

    In celebration of Independence Day, the Chesapeake Bay Maritime Museum will host Big Band Night on July 6, inviting guests to bring lawn chairs and picnic blankets for an evening of music, dancing, and fireworks along the Miles River. The doors open at 6pm before the music begins at 7pm. The Shades of Blue Orchestra […]

  • Plein Air Easton Kick-off Block Party

    In partnership with Talbot Tourism, the Avalon Foundation will host a Plein Air Easton Kickoff Party, Gallery Walk and Nocturne Paint Out on Friday, July 12. Live entertainment includes music and a live radio play by the Factory, "The Ballad of Jesse Devereux". Shop all day to earn one raffle ticket for every $25 spent […]