Events Summary

O.C.toberfest continues to expand for the fall season leading to Halloween. Ocean City offers something for everyone over the two weekend of October 22-24 and the weekend of October 30-31. A beach maze; race of wheeled pumpkins; display of unique dream vehicles; craft beer festival; costume pageant for people, pets and cars; Kid’s Monster Bash; 10 mile run/5K run and Mayor’s Bike Ride make the list.

HALLOWEEN BEACH MAZE – Located at North Division Street and the Boardwalk

Come experience the thrill of a giant Halloween Beach Maze, October 22-24. Children of all ages, can enjoy a pleasant scream as they meander the sands of the giant, bigger and better beach maze! Wicked witches, pirates of the sand, scary scarecrows, ghouls in the graveyard, creepy clowns, zombies and more will add to the excitement. Hours are 10am to 5pm on Friday and Saturday and 10am to 3pm on Sunday. Admission is free of charge.

HOWL-O-WEEN PET PARADE – Located at North Division Street on the Boardwalk

Bring your dog, cat, bird or other family pet for Ocean City’s “Howl-O-Ween Pet Parade”, October 23rd on the boardwalk near North Division Street. Dress up your pets and showcase your creativity on Ocean City’s historic Boardwalk or sit back, relax and cheer for your favorite contestant. Each entry gets their moment in the spotlight. Lots of prizes and surprises will be awarded. While the event is free to participate, donations of pet supplies and monetary donations will be collected to benefit the Worcester County Humane Society. Registration begins at 12noon with the pageant on the boardwalk beginning promptly at 1pm.


As part of the THRILLS-N-CHILLS October Weekends, Trimper Rides will host an amazing party for kids of all ages, October 23rd, 1pm to 3pm! The Kid’s Monster Bash & Costume Party exposes party goers to a haunted park, hay ride, face painting, hay maze and a opportunity to ride all the Trimper rides ALL DAY for just $20. Prizes will be given out for best costumes on site.

OC JEEP CLUB’S DRIVE IN DISGUISE – from 26th Street south to the amusement pier and Inlet Parking Lot

Download Registration Form

Residents and visitors who are crazy about decorating for Halloween are invited to dress their Jeeps or other vehicle in costume and ride down the Boardwalk during the annual Drive in Disguise parade on Saturday, October 23rd hosted by the Ocean City Jeep Club. Participants register in advance through the Ocean City Special Events Department online and arrive at 26th Street and Baltimore Avenue by 2:45pm to stage for a 3:00pm departure at 26th Street on the historic Boardwalk. Vehicles will parade southward to the amusement pier area where participating cars will be positioned in the Inlet Parking Lot for a quick prep and start of Trunk or Treat. Prizes will be awarded by the Town of Ocean City for the most unique parade entries.


Trunk or Treat will take place at the Inlet Parking Lot as the Drive in Disguise gets parked and set up. Drive in Disguise participants have the option of participating in this candy and treat give-away. The event is expected to begin at approximately 3:30pm and will last as long as the participants have treats to give – and it goes quickly. This event draws hundreds of costumed kids.

TRIMPER’S BARK IN THE PARK – Trimper Rides, South 1st Street

Following the Howl-O-Ween Pet Parade, bring your furry friends to Trimpers for more pet-friendly opportunities and vendors. Bark in the Park takes place on Saturday, October 23rd beginning at 3pm.

THE GREAT PUMPKIN RACE – Located on the sand at North Division Street and the Boardwalk

The fun continues with “The Great Pumpkin Race” on Sunday October 24th on the Boardwalk. Build your own pumpkin race car to bring and compete in this wacky and zany side-by-side down-hill race. Plus there will be lots of room to watch these exciting races with live play-by-play by the event announcer. Prizes will be awarded in each division as well as for creativity. If you’re ready to start building your ghastly but spirited race car, download the complete event rules from SpecialEventPro.com. Registration and team check-in begins at 12noon with racing commencing at 1pm.

BIG TOYS ON THE BOARDWALK – Located on the boardwalk around the amusement pier and Inlet Parking Lot, 11am to 2pm

Here is an experience for the kid in all of us young or old. Ocean City will line the walkway around the amusement pier and overflow into the Inlet Parking Lot with vehicles to touch, climb in, take photos with and simply enjoy on Sunday, October 24th. This O.C.toberfest event, now entering its fourth year, frees imaginations to run wild in Ocean City. Kids of all ages are welcome to come to Ocean City’s Boardwalk and Inlet Lot to take the seat and feel what it’s like to sit behind the wheel of unique and awesome machines. The Town brings out their most unusual vehicles and is joined by friends with their big toys: construction equipment, emergency vehicles, muscle cars, race boats, and more – even a helicopter will be on site!

For more information or to display your toy, please call 410-250-0125.

SHORE CRAFT BEER FEST – Located at Sunset Park, S. Division Street, Bayside

The 2nd Annual Shore Craft Beer Fest will take place on Saturday, October 23, 2021 and will feature Delmarva breweries, over 30 beers, as well as food trucks and live music. This event is sponsored by the Ocean City Development Corporation, the Town of Ocean City, and shorecraft.com. Mark your calendar and start planning to sample Delmarva’s best craft beers in a beautiful setting on the bayside in downtown Ocean City. Event hours 1:30pm to 4:30pm (with a special VIP admission at 12:30pm). General admission is $35 with VIP tickets set at $50. Designated drivers are $10. For additional information call 800-626-2326 or visit ShoreCraft.com for additional information.

HALLOWEEN SPOOK OUT PARTY – Northside Park Recreation Complex, 200 – 125th Street, Ocean City, bayside

Get your Halloween costume ready and join all the other goblins at the Halloween “Spook Out” Party. Participants of all ages, including parents will fill the Northside Park gym for carnival games, arts & crafts, hayrides and snacks! Costume contests will be scheduled throughout the event. Event hours are 1pm to 3pm on Sunday, October 24, 2021 (Rain date October 31). Price of Admission: A bag of individually wrapped candy per child. No preregistration is required.

SEASIDE 10 AND 5K – Inlet Parking Lot and Boardwalk

October 30, 2021 will mark the 27th year for this wonderful family-oriented event promoting health and fitness. This scenic Ocean City run is a fantastic way to gear up for the Halloween Holiday. All are welcome to come wearing the most outrageous costumes you can dream up. The course utilized Ocean City’s historic boardwalk and main artery through the center of town to 69th Street and back. All 10 Miler finishers will receive a finisher’s medal. Register online at OCtrirunning.com or on site, October 30. Packet Pick-up begins at 7am with the 10 mile run starting at 9am followed shortly after by the start of the 5K race at 9:15am. Call 443-497-4324 or go to OCtrirunning.com for additional information, online registration, packet pick-up locations, age groupings and awards. This well-known event takes place rain or shine starting from Ocean City’s Inlet Parking Lot.

MAYOR’S HALLOWEEN BIKE RIDE – South 1st Street and Trimper Rides back lot

Ocean City hosts its second annual Mayor’s bicycle ride on the Boardwalk. For 2021, the event brings out its Halloween gear. Decorate your bike, dress in costume, play Halloween music on the ride and show us your creative side! Join the Mayor of Ocean City and other casual enthusiasts for a late morning of family-friendly bicycle fun at South 1st Street and Trimper Rides, next to the inlet, beach and historic south end of the Boardwalk.

Register as a rider upon arrival and compete for prizes. You may even be chosen as the winner of a give-a-way while you are there. The event is free to riders for all ages so mark your calendar – October 31, 2021, 10:00am to 12:00pm. Registration and live DJ music begins at 9am with ride starting at 10am. Awards and prizes will be given away beginning at 11am.

All outdoor events are weather-dependent. Special Thanks to the Town of Ocean City, its Tourism Department Recreation and Parks Department and Special Events Department, Special Event Productions, Inc., TEAM Productions and the many Town departments, companies and individuals who contributed to making this year’s O.C.toberfest events a reality!