Ocean City Holiday Events

Winterfest of Lights

Northside Park 20 Nov 2025

American Cancer Society Holiday Wrappings Fashion Show and Luncheon

Ocean City Convention Center 9 Dec 2025

2nd Annual Christmas Cabin Spectacular

12308 Old Bridge Road, Ocean City, MD 22 Nov 2025

Miracle on 34th Street - LSPAC Performance

502 94th St (Bayside), Ocean City, MD, United States, Maryland 21842 13 Dec 2025

Enchanted Evenings at Winterfest of Lights

Northside Park 1 Dec 2025

Make a Sea Glass Tree or Snowman Wall Hanging at Saltwater 75

Saltwater 75 4 Dec 2025

The Every Girl Makeup Class

9808 Stephen Decatur Hwy unit 6 20 Dec 2025

Believe In Santa Breakfast

Ashore Resort & Beach Club (10100 Coastal Highway, Ocean City, MD) 13 Dec 2025

Ocean City Holiday Shoppers Fair

Roland E Powell Convention Center 29 Nov 2025

Christmas Wreath Workshop

coastal creations studio 29 Nov 2025

Eastern Shore Train, Toy & Hobby Show

Roland E Powell Convention Center, Ocean City, Maryland 28 Nov 2025

Holiday Maker & Wellness Market

5909 Coastal Hwy, Suite E, Ocean City, MD, United States, Maryland 21842 28 Nov 2025

Ugly Sweater (Yellow) Bus Tour sponsored by Tito’s Vodka

Ashore Resort & Beach Club 6 Dec 2025

Holiday Sip & Shop

9935 Stephen Decatur Highway 26 Nov 2025

Anime Screenings + Ugly Sweater Contest @ OC Comic Con (MD) 2025

Roland E. Powell Convention Center 13 Dec 2025

Santa Claus Is Coming to Tailchasers

12203 Coastal Highway,, Ocean City, MD, United States, Maryland 21842 13 Dec 2025

Holiday Shoppers Fair

Roland E. Powell Convention Center 28 Nov 2025

OC Christmas Open 2025

Roland E. Powell Convention Center 6 Dec 2025

Black Friday Gift Card Sale at Hooked

8003 Coastal Highway, Ocean City, MD, United States, Maryland 21842 28 Nov 2025

Ocean City Holiday Shoppers Fair

Roland E Powell Convention Center 30 Nov 2025

Breakfast With Santa!

3301 N. Atlantic Ave. , Ocean City, MD, United States, Maryland 21842 14 Dec 2025

Annual Breakfast with Santa Benefit

Residence Inn by Marriott Ocean City 7 Dec 2025

The Doo Wop Project at Performing Arts Center at Ocean City Convention Center

Performing Arts Center at Ocean City Convention Center 27 Dec 2025

Giving Tuesday

502 94th St (Bayside), Ocean City, MD, United States, Maryland 21842 2 Dec 2025

Holiday Luncheon & Annual Meeting

Princess Royale Oceanfront Resort 11 Dec 2025

Thanksgiving Turkey Burner HIIT - OC

12417 Ocean Gateway Suite 9, Ocean City, MD, United States, Maryland 21842 27 Nov 2025

Pizza Party with Santa

200 125th St, Ocean City, MD, United States, Maryland 21842 10 Dec 2025

Ugly Sweater (Yellow) Bus Tour - Sponsored by Tito’s Vodka!

Ocean City, MD 6 Dec 2025

Warm Hearts Winter Bash

Crawl Street Tavern 6 Dec 2025

Mid Atlantic Symphony - Holiday Joy at Performing Arts Center at Ocean City Convention Center

Performing Arts Center at Ocean City Convention Center 7 Dec 2025