10/29/2026 to 10/29/2026 - Everyone’s favorite Scottish nanny is headed to Ocean City, Maryland in this internationally acclaimed hit musical critics call “wonderful, heart-warming, and laugh-out-loud funny” (Manchester Evening

10/29/2026 to 11/01/2026 - Where Weekends Begin.The OC RV & Van Lifestyle Show is more than an RV show. It’s Ocean City’s largest outdoor lifestyle show, bringing together RVs, custom vans, camping, overlanding, off-road

10/30/2026 to 11/01/2026 - **Bronco Beach Bash Ocean City** returns to Ocean City, Maryland, October 30 – November 1, 2026, bringing together hundreds of Ford Bronco owners and off-road enthusiasts from across the Mid-Atlantic

10/30/2026 to 10/30/2026 - David Anthony - Hypnotist Show @ Ocean Downs! 21 years of age or older are welcome! Doors: 7PM • Showtime: 8PM General Admission Seating is first-come, first-served. Taxes and fees may apply.

10/30/2026 to 10/30/2026 - Brew up a Big Win! Friday, October 30th • 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.

10/31/2026 to 10/31/2026 - Saturday, October 31st • 7PM-10PM One Winner Every Hour! Earn Entries October 1st-31st, every 10 points = one entry. Plus, earn 3x Entries on Thursdays!

10/31/2026 to 10/31/2026 - Get ready for a frightfully fun and creative Halloween at the Art League of Ocean City! Join us on Saturday, October 31 from 11 AM–1 PM for a FREE Halloween Celebration filled with spooky, hands-on

10/10/2026 to 10/31/2026 - Learn the history, feel the mystery, and maybe encounter a spirit or two that still lurk at most of the properties on the tour. The historic district of Ocean City is currently active with ghosts of

11/01/2026 to 11/01/2026 - Rumours of Fleetwood Mac, the world’s finest tribute to Fleetwood Mac, returns to the stage celebrating the very best of Fleetwood Mac. Channeling the spirit of Fleetwood Mac at their very best,

11/05/2026 to 11/05/2026 - Assateague Coastal Trust 16th Annual Wild & Scenic Film FestivalTickets are LIVE and Excitement is in the air!Get ready to be part of something extraordinary at Assateague Coastal Trust, Inc.'s 16th

06/05/2026 to 12/04/2026 - Join us for a special First Friday Block Party! Meet the artists, enjoy complimentary hors d'oeuvres, explore inspiring new exhibitions, and spend the evening celebrating art and community at the

11/06/2026 to 11/06/2026 - First Friday Opening Reception Friday, November 6, 2026Time: 5:00–7:00 PMLocation: Art League of Ocean City502 94th Street, Ocean City, MDAdmission: FREE & Open to All! Join us for our November First

11/06/2026 to 12/18/2026 - Enjoy live music every Friday from 8pm-11pm in the Playbook Sports Bar! FRIDAYS 8PM NOVEMBER 6: DUST N' BONES NOVEMBER 13: VOODOO TRIBE NOVEMBER 20: FUZZBOX PIRANHA NOVEMBER 27: BRYAN SCAR DECEMBER

11/06/2026 to 11/06/2026 - Learn the history, feel the mystery, and maybe encounter a spirit or two that still lurk at most of the properties on the tour. The historic district of Ocean City is currently active with ghosts of

11/07/2026 to 11/07/2026 - 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.

11/07/2026 to 11/07/2026 - 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

11/14/2026 to 11/14/2026 - Complete your foot tour of Maryland with the Ocean City Running Festival! YEAR FOUR of this event will feature scenic routes, all of which include the OC Boardwalk, with some courses taking you to

11/14/2026 to 11/14/2026 - Unleash your inner magician in this fun and accessible magic class! Learn the secrets behind some of the classics of magic, including card magic, rope magic, and mind reading. Develop stage presence,

11/19/2026 to 12/31/2026 - Get ready to embark on a journey into the enchanting spirit of the holiday season at the 2026 Winterfest of Lights in Ocean City, MD. Enjoy a walk-through winter wonderland experience and explore the

11/21/2026 to 11/21/2026 - 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.

10/19/2026 to 11/23/2026 - Bull on the Beach 94th street will be hosting trivia with Ole Chap Trivia on Monday nights starting at 6:30PM. Trivia will be hosted in our bar area, so everyone must be 21+

11/27/2026 to 11/29/2026 - Join us for the 44th Annual Holiday Shoppers Fair! As soon as Thanksgiving wraps up, the Ocean City Convention Center comes alive for holiday shopping with the weekend-long Holiday Shopper’s Fair!

11/27/2026 to 11/27/2026 - Since their explosive 1998 PBS debut, The Irish Tenors have reigned as the undisputed "Celtic Music Kings." With ten best-selling albums and a legacy that rivals icons like The Three Tenors and Andrea

11/27/2026 to 11/27/2026 - 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

11/28/2026 to 11/28/2026 - 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

12/03/2026 to 12/03/2026 - 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

12/04/2026 to 12/04/2026 - Join us as we celebrate Hanukkah at the Inn Berlin at 4:00pmWe Light the Menorah – 5:00pmThe Inn Berlin is located at 15 Harrison St Berlin MD next to the Berlin Library.

12/04/2026 to 12/04/2026 - Join us 5pm – 8pm as we begin the holiday season featuring beautifully carved Ice Sculptures sponsored by the Berlin businesses! 30+ Holiday themed lighted sculpturesTree is lit at 6pm Greet Santa at

12/04/2026 to 12/04/2026 - Friday, December 4, 20266-10pmRoland E Powell Convention Center4001 Coastal Highway – Ocean City Tickets $150 Dress Code: Black Tie Optional Greeted by red carpet and champagne, enter this magical

12/05/2026 to 12/05/2026 - The Holiday season is almost here and Ocean City isn’t skipping a beat for 2026. The Ocean City Christmas Parade goes in-house this year to continue the 43 year tradition started by Gold Coast