Ultimate List of Winter Activities in Ocean City, Maryland
Updated by: Helen Wells
Helen writes for Century 21 New Horizon, sharing local expertise and insider tips on the best of Ocean City, Maryland. From Boardwalk attractions and beachfront adventures to local dining, family-friendly activities, and coastal hidden gems, she helps travelers make the most of their time along Maryland's Eastern Shore.
The most wonderful time of the year is right around the corner, and now is the perfect time to plan your holiday getaway to beautiful Ocean City, Maryland. With tons of festive family fun scheduled for the upcoming holiday season, you can fill your days with wonder and joy. From the Winterfest of Lights celebration to Christmas villages filled with unique gifts, you can cross off your shopping lists and make Christmas memories that will last a lifetime.
Check out our ultimate list of things to do in Ocean City in the winter, and get ready for an exceptional holiday vacation. And don’t forget to book your stay directly with Century 21 New Horizon! With stunning vacation rentals that put you near all the action, you’ll be supremely positioned to make the most of everything happening this season.
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Holiday Events and Celebrations in Ocean City, MD
The calendar is already packed with exciting holiday events slated to start in just a few weeks. Here are some of our favorites we’re looking forward to this year:
Winterfest of Lights
Northside Park is decking the halls with thousands of twinkling lights, animated displays, interactive character stations, and a showstopping 50-foot Christmas tree! Sip hot chocolate as you wander the park’s paths and enjoy the vibrant lights. Santa will be on the scene for photos, and you can even find cute holiday gifts or stocking stuffers at the gift shop.
If seeing Christmas lights in Ocean City, MD, is on your holiday to-do list, Winterfest of Lights is a can’t-miss addition to your getaway.
- When: Nov. 19, 2026 – Jan. 2, 2027 from 5:30 – 9:30 PM
- Where: Northside Park – 200 125th Street, Ocean City, MD, 21842
Annual Ocean City, Maryland Christmas Parade
Usher in the official start of Christmas in Ocean City at the annual Christmas Parade. A celebrated tradition for more than 40 years, the parade features floats from local businesses, marching bands, costumed characters, and, of course, the Big Man himself, Santa Claus!
Bring your blankets and chairs and post up at the perfect viewing spot. After the parade, head to the Carousel for more family-friendly fun and an awards presentation. Then, finish up with a stroll down the famous boardwalk. The extended parade route runs from Old Landing Road north to 120th Street. Southbound lanes of Coastal Highway will be closed to allow for curbside viewing.
- When: December 5, 2026
- Time: Parade begins promptly at 11:00 AM
Festive Ocean City, Maryland Shopping Experiences
Whether you’re looking for a one-of-a-kind item or you want to kick-start the holiday shopping during your Ocean City vacation, there are some great options to check out. Scratch that outlet mall itch with a visit to West Ocean City Outlets or Rehoboth Beach Outlets. With national brands like Coach, Aerie, J. Crew, Home Goods, Old Navy, and more, you can put a serious dent in your family’s wish lists.
For a craftier and more curated experience, the Holiday Shopper's Fair is just the ticket.
With everything from gourmet items and nautical-themed pieces to candles, photography, jewelry, and more, you’re sure to find some treasure. There will even be face painters for the kiddos, along with other children’s activities to keep them entertained while you scope out the goods. Head to Ocean City’s Roland E. Powell Convention Center Nov. 27–29, 2026, for all the holiday shopping fun. Admission is $5 for the weekend, and children ages 13 and under are free!
Winter Recreation and Indoor Fun
Winter in Ocean City can be pretty chilly, especially with the wind coming off the water. So, if you need a break from outdoor adventures, try some of these indoor activities! At the Carousel Hotel, you can visit their year-round indoor ice skating rink. Dust off your skills as you enjoy this winter pastime with the family. And if you need a break, there’s a game room right next to the rink!
If skating isn’t your thing, Head to Old Pro Golf and try their indoor mini-golf courses. Choose from the 68th Street Undersea Adventure and Dino Park courses or the 136th Street Safari Village and Caribbean Pirate courses, and enjoy 18 elaborate holes designed to challenge even the most skilled putt-putter.
For more things to do in Ocean City, Maryland, in the winter, check the local events calendar before your trip for seasonal performances and other indoor activities happening during your stay.
Celebrate New Year's Eve in Ocean City, MD
Planning to ring in the New Year at the beach? New Year's Eve in Ocean City, MD, adds another festive activity to your winter getaway. On December 31, 2026, Ocean City is scheduled to welcome 2027 with free midnight New Year's Eve fireworks at Northside Park.
You can also visit Winterfest of Lights during your New Year's trip, with the holiday display continuing into early January.
Book Your Winter Getaway to Ocean City Today!
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With this ultimate list of things to do in Ocean City in the winter, you’ll be on your way to enjoying an incredible holiday getaway. The only thing left to do is secure your vacation rental!
At Century 21 New Horizon, we have you covered with a huge selection of vacation rentals perfect for your upcoming trip. Choose from beautiful oceanfront or bayfront units and book your stay directly on this site for the best rate. Our team of local experts is available to assist you with everything from check-in to check-out, making your booking process and vacation experience seamless. Browse our full list of Ocean City vacation rentals now and get ready for a fantastic holiday vacation!
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