Labor Day signals the start of Ocean City’s Second Season — the fall shoulder season that brings beautiful weather, lighter crowds, and off-season discounts on vacation rentals! Between Delmarva Bike Week, Sunfest, Endless Summer Cruisin, and hosted fishing and golf tournaments and Halloween-related events, there’s plenty to do in Ocean City once summer ends.
Endless Sumer Cruisin
Oct. 6 through Oct. 9
Join 2,000 hot-rod, custom-car, and trick-truck owners as they parade, display, and auction their vehicles. The main venues are the Inlet and Convention Center, but you can view cars over the entire length of Coastal Highway. Enjoy celebrity meet & greets an indoor car show, collector car auction, and more at this wildly popular annual event. Fee required for some events.
37th Annual Mid-Atlantic Surf Fishing Tournament on the Beach
Oct. 7 through Oct. 8
Head to the 30th St.-119th St. beaches on Oct. 7 and 8 to watch approximately 70 registered teams vie for trophies and prizes. The tournament includes nightly events.
Bonfire Family Fun Night on the Beach
130th St.
Oct. 7, 6-8 p.m.
Spend a family-friendly evening around a beach bonfire, weather permitting. S’mores, cocoa, stories, and live music are all part of the fun. Register at the beach. Children under 16 must be accompanied by an adult. Leashed pets are welcome. $5 adults, $3 children. Flat fee for large families.
Fall Restaurant Week
Oct. 9 through Oct. 23
Dine at participating restaurants to enjoy special, fixed-price lunch and dinner menus.
Corvette Weekend
Oct. 14 through Oct. 15
More than 1,200 Corvette enthusiasts converge on Ocean City for the East Coast’s largest Corvette Club-sponsored event. This charitable event features car shows, rallies, a parade, and other activities.
Ocean Bowl Skate Jam
Ocean Bowl Skate Park
Oct. 15
Skaters 6 years and older are invited to participate in the Ocean Bowl. This free event features skateboarding competitions, food, and entertainment.
Rocktoberfest Fishing Tournament
Bahia Marina
Oct. 22 through Oct. 23
Check out Ocean City’s only rockfish tournament. This 24-hour, 4 p.m.-4 p.m. event awards prizes for the heaviest rockfish, flounder, trout, and tautog. The event wraps up at Fish Tales with a good, old-fashioned Eastern Shore beach bonfire and pig roast.
ACS Making Strides Against Breast Cancer 5K Run/Walk
Boardwalk & Inlet parking lot
Oct. 22
Support this non-competitive, community-based event and help raise money and awareness to fight breast cancer.
O.C.Toberfest
Oct. 22 through Oct. 23
Oct. 29 through Oct. 30
Come out for two full weekends of fall fun on the beach and Boardwalk! Trick-or-treating, a drive-in parade, pet parade, maze, Pokemon-Go hunt, and beach concert are just a few of the activities families enjoy during this Halloween-themed event.
Locals Appreciation Week at the Ocean City Life-Saving Museum
Oct. 24 through Oct. 31
If you love Ocean City, you’re a local! And you’re invited to tour the Life-Saving Station Museum free of charge and take 10% off your gift purchases. The museum is open 10 a.m. till 5 p.m.
Swing for Youth Golf Open
Eagle’s Landing Golf Course
October 29
Support Ocean City Recreation and Parks youth events by participating in this shotgun-format fundraising tournament.
Halloween Spook-Out Party
Northside Park
October 30
Come out in costume for a frighteningly good time! Enjoy family games, hayrides, arts & crafts, and more. Free admission with one individually wrapped bag of candy per child.