Entertainment & Events in Ocean City, MD (and surrounding areas)

Live music, karaoke, trivia and holiday events, Nov 1 – Jan 30.

Friday, Nov 6

  • 5:00 PM – 7:00 PM

    First Friday Opening Reception

    Band
    OC Ocean

    At Art League of Ocean City Center for the Arts. First Friday Opening Reception Friday, November 6, 2026 Time: 5:00–7:00 PM Location: Art League of Ocean City 502 94th Street, Ocean City, MD Admission: FREE & Open to All! Join us for our November First

Saturday, Nov 7

  • 9:00 AM – 11:00 AM

    12th Annual Storm Warriors 5K Walk/Run

    Band
    OC Ocean

    At OC Life-Saving Station Museum. The Ocean City Museum Society is pleased to announce its 12th Annual Storm Warriors 5K Walk/Run, taking place on Saturday, November 7, from 9:00 a.m. to 11:00 a.m. on the south end of the Ocean City

  • 12:00 PM – 4:00 PM

    $5,000 FREE PLAY Slot Tournament

    Band
    OC Ocean

    At Ocean Downs Casino. Win Your Share of $5,000 Free Play! Saturday, November 7th • Noon – 4PM Every 150 Points = one entry. Earn up to five times. Must be in line by 4:05PM to participate.

  • 9:30 PM

    DJ Vybe

    DJ
    Fagers Island

    Inside on Stage — Vybe has been captivating audiences with his infectious beats and energetic performances for over 20 years. He's been a native to the Ocean City nightlife scene for his entire career. Vybe quickly gained recognition for his ability to uniquely and seamlessly mix music of all types. Vybe has never been a stranger to creating a memorable dance floor experience.

Saturday, Nov 21

  • 2:00 PM – 6:00 PM

    Turn the Tides Wheel Spin

    Band
    OC Ocean

    At Ocean Downs Casino. Saturday, November 21st 2PM – 6PM Donate $20 to spin the wheel to win Free Play! All proceeds benefitting: Worcester Goes Purple! One spin per person.

  • 9:30 PM

    DJ Vybe

    DJ
    Fagers Island

    Inside on Stage — Vybe has been captivating audiences with his infectious beats and energetic performances for over 20 years. He's been a native to the Ocean City nightlife scene for his entire career. Vybe quickly gained recognition for his ability to uniquely and seamlessly mix music of all types. Vybe has never been a stranger to creating a memorable dance floor experience.

Wednesday, Nov 25

  • 10:00 PM

    The Rogue Citizens

    Band
    Fagers Island

    Live on Stage — ROCK REGGAE BAND FROM OCEAN CITY MARYLAND!

Friday, Nov 27

  • 8:00 AM to 12:00 AM

    Turkey Time!

    Band
    OC Ocean

    At Ocean Downs Casino. Friday, November 27th 8am – Midnight Club Ocean members who earn 150 points can swipe at the kiosk to play the game to win Free Play! Play up to 10 times

Saturday, Nov 28

  • 9:00 AM – 11:00 AM

    Character Breakfast

    Band
    OC Ocean

    At Roland E. Powell Convention Center. Date: Saturday, November 28, 2025 Times: 9-11am Location: Ocean City Convention Center (4001 Coastal Hwy, Ocean City, MD 21842), Upstairs Ballroom Kick off the holiday season with a morning full of

Thursday, Dec 3

  • 7:00 PM

    Berlin Christmas Parade

    Special Christmas
    OC Ocean

    At Downtown Berlin, Main Street. 80+ Floats, Dancers, Firetrucks, Santa and More! Join us for the largest holiday parade on the Eastern Shore. Parade starts at 7pm at The Berlin Welcome Center, then runs north to the Berlin Fire

Friday, Dec 4

  • 4:00 PM

    Hanukkah Celebration at The Inn Berlin

    Band
    OC Ocean

    At Downtown Berlin, Main Street. Join us as we celebrate Hanukkah at the Inn Berlin at 4:00pm We Light the Menorah – 5:00pm The Inn Berlin is located at 15 Harrison St Berlin MD next to the Berlin Library.

  • 5:00 PM – 8:00 PM

    Ice Ice Berlin & Tree Lighting

    Band
    OC Ocean

    At Downtown Berlin, Main Street. Join us 5pm – 8pm as we begin the holiday season featuring beautifully carved Ice Sculptures sponsored by the Berlin businesses! 30+ Holiday themed lighted sculptures Tree is lit at 6pm Greet Santa at

  • 6:00 PM – 10:00 PM

    Winter Gala

    Band
    OC Ocean

    At Roland E. Powell Convention Center. Friday, December 4, 2026 6-10pm Roland E Powell Convention Center 4001 Coastal Highway – Ocean City Tickets $150 Dress Code: Black Tie Optional Greeted by red carpet and champagne, enter this magical

Thursday, Dec 31

  • 6:00 PM

    Berlin New Year's Eve Celebration

    Special New Year's Eve
    OC Ocean

    At Downtown Berlin, Main Street. Join us in downtown Berlin for a 6pm ball drop! Why, 6 PM? Because that’s when its midnight in Berlin, Germany! Family friendly event with music & fun with ball drop at 6pm. *Many restaurants and bars in