Ocean City Events
- Trivia at the Playbook
on September 9, 2026 at 3:59 am07/07/2026 to 11/24/2026 - Reel In The Biggest Trivia Prizes Around. Tuesdays at The Playbook Sports Bar • Sign-up: 6:30PM Game Time: 7PM! Play for a chance to win FREE PLAY! 1st – $250 FREE PLAY 2nd – $100 FREE PLAY 3rd – $75
- OC Rock & Ride Bikefest
on September 10, 2026 at 3:59 am09/09/2026 to 09/13/2026 - OC Rock & Ride is a must-attend bike week event that combines the thrill of riding with an amazing festival atmosphere! Experience the joy of riding along the picturesque boardwalk, explore a variety
- Berlin Brewing Beer Cruise
on September 11, 2026 at 3:59 am06/11/2026 to 09/10/2026 - Berlin, Maryland was named "America's Coolest Small Town" — and their brewery is a big reason why. We've partnered with Berlin Beer Company to bring their craft beers aboard the Bay Hopper, and trust
- 911 Parade of Brothers Boardwalk Ride
on September 12, 2026 at 3:59 am09/11/2026 to 09/11/2026 - Red Knights Annual 911 Boardwalk Ride
- Creative Connection: 60+ Art Club (September)
on September 12, 2026 at 3:59 am09/11/2026 to 09/11/2026 - Creative Connections Free Monthly Art Club for Ages 60+ Creative Connections is designed for individuals aged 60+ who believe that creativity has no retirement date. Date: Friday, Setpember 11Time:
- Swim to Win!
on September 13, 2026 at 3:59 am09/05/2026 to 09/26/2026 - Earn Entries September 1st-26th! Plus earn 5x Bonus Entries Tuesdays & Wednesdays Saturdays in September 7pm-9pmWinners will be selected to roll the die to race across the board to win FREE PLAY!