08/04/2026 to 08/25/2026 - WHEN?August 4-28, Tuesdays-Sundays, 2-8 p.m.Come test your cluck at Ocean Downs Casino playing Chic-Tac-Toe against a live chicken! Challenge the chicken for a chance to win $2,000 cash or other

06/09/2026 to 08/11/2026 - The Maryland Coastal Bays are a true gem of the Ocean City region, and this guided boat tour will give you an insider’s look at the efforts to preserve their beauty. During your trip, you’ll be joined

07/07/2026 to 09/29/2026 - 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

08/12/2026 to 08/16/2026 - Save the date for our 21st Artists Paint OC August 12th-16th, 2026! Experience the beauty of Ocean City through plein air painting during Artists Paint OC, a five-day celebration of art, creativity,

08/12/2026 to 08/26/2026 - August 12, 23 & 26 Trackside During Live Racing • First Post Time: 6:40PM Join us for pawsome dog adoption nights and meet the dogs available from our local Humane Societies. Dates: Wed, August 12th

05/20/2026 to 09/02/2026 - Just Like the Old Days! Wednesdays • Trackside During Racing – First Post Time: 6:40PM $1 Hot Dogs! $1 Sodas! $1 Nattys! and $3 Surfside Iced Teas and Lucky One Blueberry Lemonades! Dates: When:

08/12/2026 to 08/12/2026 - Surfers Healing is a one-day surf camp for children and young adults with Autism. The event returns to Ocean City on Wednesday, August 12th, 2026. For more information, visit surfershealing.org.

08/13/2026 to 08/15/2026 - Celebrating over 32 years and over 2.5 million dollars donated towards breast cancer research. Poor Girls Open is more than a fishing tournament — it's a celebration of women in angling and a powerful

08/01/2026 to 08/31/2026 - Walking tour through historic Ocean City led by storyteller who tells true ghost stories about historic Ocean City properties, including instances of the Haunted Trifecta. 1.75 hours over 1 mile.

07/09/2026 to 08/27/2026 - Sunset Park Party Nights is an outdoor summer concert series taking place in the beautiful setting of Sunset Park (corner of S. Division Street and S. Philadelphia Avenue in downtown Ocean City).

08/07/2026 to 08/28/2026 - Step into the town that is "Cool and Fun" by day and known for "The Walking Dead" at night. So many ghosts, spirits, and even an Elemental still lurk in the dark streets of Berlin. - just 15 minutes

06/06/2026 to 08/22/2026 - Saturdays, May 30 – August 2911am – 1pmFree | Registration is encouraged but not required. All our welcome to create with us. Looking for a fun and creative way to spend your Saturday? Join us every

06/14/2026 to 09/13/2026 - Join the OC Cruzers Car Club for a free, family friendly car show set up along the charming Somerset Plaza (just steps of the Boardwalk on Somerset Street). Each show will either have live music or

08/16/2026 to 08/16/2026 - IT'S NOW OR NEVER to see the Elvis Show by an award-winning Elvis tribute artist! Plus, experience THE FLYING ELVI dive from the sky! Sunday, August 16th during live racing! First Post Time: 6:40PM!

08/17/2026 to 08/28/2026 - Eagle Hunt on the Boardwalk. (scavenger hunt)This is a free activity for kids 12 and under. Large plush eagles will be hidden in 13 Boardwalk merchant locations. Kids can pick up playing cards at the

08/17/2026 to 08/17/2026 - Spend your evening at Sunset Social, Ocean City's newest coastal night market! Shop local vendors, enjoy delicious food truck fare, sip beer and wine, and dance the night away with live music. Gather

08/05/2026 to 09/07/2026 - July 8th & 22 • August 5th & 19th • September 2nd & 7th Jaw-Dropping Juggling! Trackside During Live Racing! First Post Time: 6:40PM Dates: Mon, September 7th 2026 from 6:30 PM to 8:30 PM Wed,

06/17/2026 to 09/19/2026 - Ocean City runs on two things: the water and the people who love it. Fin City Brewing gets that — every single one of their beers is dedicated to the fishing industry and the love, commitment, and

08/19/2026 to 08/19/2026 - Get ready to glow! Join us August 19th from 8:00 PM–10:00 PM for Glow Night at Trimper Rides featuring a live DJ, glowing lights, glow gear, and non-stop fun. Don't miss one of the brightest nights of

08/19/2026 to 08/19/2026 - J-1 Singing Competition Join the Art League of Ocean City for an exciting evening celebrating Ocean City’s international talent! Wednesday, August 19 at 5:00 PM Doors open at 4:30 PM Twenty talented

08/20/2026 to 08/20/2026 - Catch Ocean City at The Coconut Club on Thursday, August 20th from 1-4pm with a fun pop up event! Stop by to grab a photo in front of OC photo ops, win smile swag, and more. Be sure to download our

08/21/2026 to 08/21/2026 - The Sport Fishing Championship (SFC) Atlantic Division Championship returns to Ocean City, Maryland, August 21–23, 2026, bringing top sport-fishing teams to Sunset Marina for the final regular-season

08/22/2026 to 08/22/2026 - Saturday, August 22nd • Showtime: 8PM Ocean Downs is proud to welcome Classic Stones Live Tribute Show for a Free Show! Doors: 7PMShowtime: 8PM Must be 21 years of age or older. Seating is

08/23/2026 to 08/23/2026 - Enjoy fun for all ages trackside featuring outdoor games, bounce houses, a dunk tunk, and MORE!! 

08/23/2026 to 08/24/2026 - August 23rd and 24th • Trackside During Live Racing Step into a magical experience featuring interactive exhibits, live educational demonstrations and hands-on encounters for all ages! Dates: When:

08/10/2026 to 08/24/2026 - Petting Zoo Meet the Animals & Make Memories. June 15th & 29th • July 6th & 20th • August 10th & 24thTrackside During Live Racing Pet, feed, and interact with a variety of animals! Open to all ages!

06/11/2026 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

08/27/2026 to 08/30/2026 - Ocean City Jeep Fest returns to Ocean City, Maryland, August 27–30, 2026, for four action-packed days celebrating Jeep culture on the beach and throughout town. From sunrise Beach Crawls along the

08/27/2026 to 08/30/2026 - This August, experience an event unlike any other at the Summer Send Off. The spectacular display will feature glowing hot air balloons, a high-energy laser show, and giant kites dancing above the

08/28/2026 to 08/28/2026 - Help Us Stock Our Local Schools!We're collecting new school supplies to help stock the classrooms and supply closets at Pocomoke Elementary School, Pocomoke Middle School, and Pocomoke High School for