Fall Activities in Ocean City, MD

It’s officially fall in Ocean City, MD and we’re ready for all the fun fall activities around town! At Ropewalk, we love the October events in Ocean City and we can’t wait to share them with you.

Looking to enjoy the crisp breeze in the salty air and getting ready to carve those pumpkins? Halloween comes early in our beach town so mark your calendars for the exciting family fun events taking place this weekend and the rest of the month!

Halloween Events in OCMD


O.C.toberfest is one of the best festivals our beach town hosts all year. There’s something for the whole family to enjoy with fun pumpkin races, Halloween spooky movies, pet parades to show off your furry friend’s best costume, local craft beer, candy, and so much more!

  • C.toberfest Beach Maze – Oct. 22-24
  • Shore Craft Beer Fest, OCtoberfest – Oct. 23
  • Howl-O-Ween Pet Parade – Oct. 23
  • Drive & Disguise/Trunk or Treat – Oct. 23
  • Drive-In Movie: Casper – Oct. 23
  • Big Toys on the Boardwalk – Oct. 24
  • The Great Pumpkin Race – Oct. 24
  • Halloween Spook Out – Oct. 24

Halloween Bowl Bash

Calling all skateboarders! This annual Halloween event is one for you to show off your best tricks to win treats. Ages 6 and older are welcome to come out to the Ocean Bowl Skate Park on October 30th to participate in the competition. Don’t forget to come in your best spooky skater costume to win the best costume prize!

Seaside 10 Mile/5k Halloween Run

Run for your life during the Halloween 10 mile run around the OC Boardwalk on October 30th. Bring the whole family in the best Halloween costumes you can gather together and enjoy a fall day gearing up for the Halloween holiday the next day.

Mayor’s Halloween Bike Ride

The second annual Halloween Bike Ride on the boardwalk is fun for the whole family and a great way to start the Halloween festivities. Join the town for a free bike ride in costume with music, prizes, and a spooktacular time all around!

While you’re enjoying your fall activities, make sure to stop by Ropewalk for a bite to eat and the beautiful bayside sunsets. With friends or family, goblins, or ghouls, all are welcome at Ropewalk Ocean City. BOOk your reservation today!