Things To Do in Ocean Pines, MD in Winter 2024

Two people laughing with snow and lights behind them

Does the gloomy weather and early sunset have you looking for a change of scenery? Ocean Pines, MD is a bustling community located close to the attractions of Ocean City, MD. Vacation rental and real estate sales company Hileman Real Estate shares some of the best winter events the area has to offer in this list of things to do in Ocean Pines, MD.

Best Events and Activities in November and December near OCMD 

Harvest Festival
Ocean Pines Association sponsors the Thanksgiving Harvest Festival on November 23 and 26, where you can find all of the best fixings for your Thanksgiving table and home, including food, demonstrations, contests, and live music at White Horse Park.

Sports and Recreation Activities for Kids and Adults
From indoor soccer and line dancing, to pickleball, tennis, and basketball, there is something to get everyone in the family moving this winter in Ocean Pines, MD. Learn more about offerings at Ocean Pines Recreation and Parks

Winterfest of Lights
From November 21 to December 31, Northside Park in Ocean City, MD is transformed into a magnificent holiday-themed light display. Bring the whole family to enjoy this spectacular walk-through wonderland! Extend your stay with a Hileman Real Estate vacation rental

Jolly Rogers Black Friday Sale
With a festive party atmosphere and steep discounts on your favorite amusement park passes, the Jolly Roger Black Friday sale on November 29th is worth spending Thanksgiving weekend in Ocean Pines, MD! 

Shows at Roland E. Powell Convention Center
Get tickets for exciting holiday shows like A Charlie Brown Christmas Live on Stage, the Mid-Atlantic Symphony, Christmas in Vienna by the Vienna Boys Choir, and more. Look ahead for favorites coming this spring, and plan your next trip to OCMD! Book your vacation rental directly with Hileman Real Estate. 

Adult Classes, Seminars, and Special Events
Learn something new this winter at a seminar offered by Ocean Pines Association. Class topics range from health and wellness, retirement 101, Alzheimer’s and dementia, chronic pain prevention, and nutrition.

Plus, find out about the Fall Flea Market, Bingo, Santa in the Park, and Breakfast with Santa. For more information, check out the Ocean Pines Association activity guide

Escape to Ocean Pines, MD this winter to experience all the area has to offer, from great family friendly events to countless dining options, and scenic parks. Book your stay with Hileman Real Estate today!