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’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 […]

  • 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 […]

  • 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.

  • 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 […]

  • Simpatico Welcomes Giuliano Hazan for Cooking Classes in St. Michaels

    We are so excited to welcome Giuliano Hazan, Italian cookbook author and educator, to Trattoria Simpatico for 2 very special cooking classes and Wine Dinners, the first is Saturday, June 29th, 5 to 8 PM and the second is Sunday Pranzo, June 30th, 12:30PM to 3:30 PM. Giuliano teaches his special courses in Sarasota, FL, […]

  • 4th of July Dance The Wailers 2024 Legend Anniversary in Easton

    The Wailers are a rare breed of musicians who have earned their place in the annals of music history. Their culture-defining music, embodying the spirit of the ‘70s reggae movement, has left an indelible mark on the industry. Experience the magic of their timeless classics and incredible cuts from Bob Marley’s vast repertoire in a […]

  • 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 on clothing, apparel, home furnishings, and more. The participating stores: LaDeDa, Lizzy Dee, Marc Randall, The Mercantile, Vintage Books and Windswept Clothiers. You can’t find […]

  • 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 giving unlimited access to all rides. Live music on the 4th of July starts at 6:00 pm with opening ceremonies at 7:00. The fireworks will […]

  • 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 […]