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Large pumpkin with smaller pumpkins

Fall Events in OCMD

It’s officially fall, and Ocean City does not disappoint with fun fall events to attend! When you stay at the Grand Hotel, you’re in the perfect spot to enjoy all the action on the Boardwalk and around town.

Book your oceanfront stay for a fall getaway you won’t forget. With tons of free activities for Ocean City History Week and spooky events leading up to Halloween, there’s something for everyone to enjoy this month. 

Things to Do in October in Ocean City, MD

OC History Week

The Ocean City Life-Saving Station Museum hosts History Week in OCMD from October 10th to 16th. Get ready to dive into the past of our favorite beach town with a historic house tour, exploring the history of old homes, churches, and establishments in the area. Join in on other activities like fall photo opportunities, educational programs, and performances that are FREE for all Delmarva locals.


This is the event that visitors and locals wait all year round for! Check out the exciting activities for all ages taking place this year.

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

Seaside 10 Mile/5K Halloween Run

On October 30th, get ready to run in your Halloween best. The 10-mile run and 5K Halloween Bash invites all runners to wear their Halloween costumes as they run around town. The race is a family-friendly atmosphere for all to enjoy.

Mayor’s Halloween Bike Ride

The annual Mayor’s Bike Ride on the Boardwalk is back! Show your Halloween spirit with decorated bikes and elaborate costumes. Join the Mayor of Ocean City for this free, family-friendly ride with live music, awards, and prizes.

Whatever you have on your itinerary, book your stay at the Grand Hotel to be in the center of all the action and walking distance to fun activities on the Boardwalk. Don’t miss out on our exclusive hotel deals, and contact our reservation specialists with any questions!