The holidays are arriving in Ocean City, Maryland! As the lights twinkle on and we break out the Christmas tree and stockings, OCMD comes alive with holiday cheer. This season, there are so many ways to get into the holiday spirit. Whether it’s the annual Christmas Parade, a show at the PAC, a pizza party with Santa (visiting from the North Pole!), or a festive SantaCon bar crawl, there’s a way for everyone to take part in this year’s holiday cheer. Here is all of the holiday magic you can’t miss this season in Ocean City.

11/9: A Sherlock Carol

Back to Top of List
A Sherlock Carol

Where: Art League of Ocean City Center for the Arts, 502 94th St., Ocean City, MD 21842
When: November 9th, 7-9pm
Fee: $28.52 (incl. $3.52 fee)
Tickets: Saturday, 11/9 - EventBrite

Kick off your holiday season celebrations with A Christmas Carol and Sherlock Holmes mashup at the Art League of Ocean City. Performed by the Lower Shore Performing Arts Company, this play blends two classic stories for an entertaining holiday show.

11/17: Rudolph the Red-Nosed Reindeer The Musical

Back to Top of List
Rudolph

Where: Ocean City Performing Arts Center, 4001 Coastal Hwy, Convention Center, Ocean City, MD 21842
When: November 17th, 6pm
Fee: $42.55-$68.02 (incl. fees)
Tickets: eTix

Enjoy your favorite characters on stage as they come to life in this live-action musical version of the holiday classic! See Santa and Mrs. Clause, Hermey the Elf, Bumble the Abominable Snow Monster, Clarice, Yukon Cornelius, and Rudolph as they venture through the magical land of The Island of Misfit Toys. 

11/21-12/31: Winterfest of Lights

Back to Top of List
Winterfest

Where: Northside Park, 125th Street, Ocean City, MD 21842
When: Wednesdays-Sundays November 21st - December 31st
Fee: $6.00 for guests 12 and older
Information

Journey through a magical winter wonderland at Winterfest of Lights! In this walk-through experience, guests can explore 58 acres of decorated holiday delight, including a 50 foot Christmas tree. Enjoy photos with Santa Clause, a Christmas tree contest, crafts, photo hotspots, rides, and gift shops all within the Winterfest Entrance Pavilion. Outside, warm up beside a bonfire, enjoy interactive AR games, and of course, see the lights! Even your beloved pet can get in on the festivities, as pets are permitted on Wednesdays.

On Mondays and Tuesdays, experience Winterfest of Lights in a new way with a surrey ride! The bikes will be available to rent in 30 minute increments.

(Note: The pavilion, vendors, etc. are only open on the regularly scheduled Wednesday-Sunday dates.)

11/23, 11/30, 12/7, & 12/8: Pancakes with Santa

Back to Top of List
Pancakes with Santa

Where:  Coastal Wilds, 34215 Peppers Corner Rd, Frankford, DE 19945
When: November 23rd & 30th, December 7th & 8th, 10am - 2pm
Fee: $25
Tickets: Coastal Wilds

Enjoy a joyful brunch with Santa Clause himself at Coastal Wilds! During Pancakes with Santa, kids (and parents!) can enjoy a Build Your Own Pancakes Bar, photo ops with Santa, Christmas ornament making with Mrs. Clause, Letters to the North Pole, access to the park and Kangaroo Walkabout, and more! 

11/29 - 12/1: Holiday Shoppers Fair

Back to Top of List
Holiday Shoppers Fair

Where: Ocean City's Roland E. Powell Convention Center, 4001 Coastal Hwy, Ocean City, MD 21842
When: November 29th - December 1st, 10am
Fee: $3 for the weekend (Free for kids under 13)
Information

Kick off your holiday shopping at the 3 day Holiday Shoppers Fair. The event will include everything from gourmet items, candles, and florals to jewelry, ceramics, and household decor. Bring the kids along for kid-friendly activities!

11/29 - 12/1: Eastern Shore Train Toy & Hobby Show

Back to Top of List
Eastern Shore Train Toy & Hobby Show

Where: Ocean City's Roland E. Powell Convention Center, 4001 Coastal Hwy, Ocean City, MD 21842 - Dockside Hall
When: November 29th - December 1st, 10am-3pm
Fee: $5, Kids 10 and under free
Information

Experience holiday cheer when you visit the Eastern Shore Train Toy & Hobby Show! This magical event will take place at the Convention Center in conjunction with the Holiday Shoppers Fair, meaning you can visit both events while you’re here. Located in Dockside Hall, experience three full show days with five major operating layouts, trains, accessories, vintage toys and collectibles, and more! 

11/30: Character Breakfast

Back to Top of List
Character Breakfast

Where: Roland E. Powell Convention Center, 4001 Coastal Hwy, Ocean City, MD 21842
When: November 30th, 8:30am OR 9:30am
Fee: $49.99 for Child with Adult / $19.99 per add’l child / $29.99 per add’l adult
Tickets: 8:30am time slot / 9:30am time slot

Get ready to enjoy a delicious buffet breakfast alongside your favorite characters! At this Character Breakfast, kiddos can enjoy meet and greets with characters like Bluey, Mario, Spiderman, Mickey and Minnie Mouse, and more. The fun will take place at the Convention Center with two time slot options: 8:30am and 9:30am. 

12/4: Pizza Party with Santa

Back to Top of List
Pizza Party with Santa

Where: Ocean City Recreation & Parks
When: December 4th, 5:30-7:30pm
Fee: $8 OC residents / $10 non-residents
Tickets: Ocean City Recreation & Parks

Pizza and Santa? That’s a great combination! Head to the Ocean City Recreation & Parks Pizza Party with Santa on December 4th. At this event, kids can enjoy arts and crafts, cookie decorating, visits with Santa, and the Winterfest of Lights! Open to kids Pre-K to Grade 4.

12/7: 32nd Annual Santa’s Open Charity Golf Tournament

Back to Top of List
Santa's Open

Where: Ocean City Golf Club, 11401 Country Club Drive, Berlin, MD 21811
When: November 7th, 9am-3:30pm
Fee: By donation
Information

Grab your clubs and head to the greens at the Ocean City Golf Club for their 32nd annual Santa’s Open Charity Golf Tournament! This fundraiser for Big Brothers Big Sisters of the Eastern Shore is a great way to support local families and enjoy some Christmas cheer. The day will involve 18 holes of golf, breakfast, Santa, and more.

12/7: Ocean City Christmas Parade

Back to Top of List
Ocean City Stars at 2023 Ocean City Christmas Parade

Where: Old Landing Rd North to 120th Street, Ocean City, MD 21842
When: December 7th, 11am
Information

The annual Ocean City Christmas Parade returns to the southbound lane of Coastal Highway on December 7th!  Bring along your blankets, chairs, and hot chocolate and grab a spot along the sidewalk to get a front row view of the parade which will run from Old Landing Road north to 120th Street. After the parade, head to the Carousel for the awards presentation! 

12/7: Let's Get Lit Shore Craft Beer & Fun Fest

Back to Top of List
Let's Get Lit

Where: Cambria Ocean City, 13 St. Louis Avenue, Ocean City, MD 21842
When: December 7th, VIP: 3-7pm / General Admission: 4-7pm
Fee: $40-$65
Tickets: Shore Craft Beer

On December 7th, head to the Cambria hotel for an afternoon of local craft beers, hard seltzers, Dogfish Head cocktails, and more at the 2nd Annual Let's Get Lit Winterfest Weekend brought to you by Shore Craft Beer! This event will feature more than just drinks, as there will also be a costume contest, DJ, light fair, and more. Guests will get to take home a commemorative stainless steel pint cup as well. Only 600 tickets will be available, so be sure to get yours today! 

12/8: Mid Atlantic Symphony — Holiday Joy

Back to Top of List
Mid Atlantic Symphony

Where: Roland E. Powell Convention Center, 4001 Coastal Hwy, Ocean City, MD 21842
When: December 8th, 3pm
Fee: $67.05 (incl. $7.05 fee)
Tickets: eTix

Delight in the sound of holiday joy with a performance by the Mid Atlantic Symphony! Enjoy dazzling performances of music by Felix Mendelssohn and Robert Schumann as you listen to both solos and ensemble performances from this incredible orchestra. 

12/10: Vienna Boys Choir - Performing Christmas in Vienna

Back to Top of List
Vienna Boys Choir

Where: Roland E. Powell Convention Center, 4001 Coastal Hwy, Ocean City, MD 21842
When: December 10th, 7pm
Fee: $46.20 - $77.35
Tickets: eTix

The world-renowned Vienna Boys Choir visits Ocean City to perform Christmas in Vienna. During this concert experience, enjoy performances of Austrian folk songs, classic masterpieces, Christmas hymns, and holiday carols. 

12/13-14: SantaCon XIV

Back to Top of List
SantaCon

Where: Throughout town
When: December 13-14th
Information

Bop around town dressed in your Santa finest as you embark on the 14th annual SantaCon! Enjoy festivities all over town at establishments like Crawl Street Tavern, 45th Street Taphouse, 28th Street Pit & Pub, Mother’s Cantina, Coins Pub & Restaurant, and more! The merriment is done in good fun, as each establishment will be supporting a local foundation. 

12/14: Annual Breakfast with Santa Benefit

Back to Top of List
Annual Breakfast with Santa Benefit

Where: Residence Inn by Marriott, 300 Seabay Ln, Ocean City, MD 21842 (In lobby area)
When: December 14th, 9:30am OR 10:30am
Fee: $18 per adult ($25 at the door); $12 per child 12 & under ($15 at the door); Free for ages 3 & under!
Information

Santa returns for his 7th annual visit to the Residence Inn by Marriott Ocean City! At this fundraiser, attendees can enjoy a delicious breakfast, crafts, baked goods, raffles, door prizes, holiday music from DJ Donnie Berkey, and family photos with Santa Claus himself (courtesy of award-winning photographer Dona Jung). 

Advanced tickets are encouraged, however tickets may be purchased at the door as well. 

12/14: Tribute to the Music of John Denver starring Jim Curry: A Rocky Mountain Christmas

Back to Top of List
Jim Curry

Where: Roland E. Powell Convention Center, 4001 Coastal Hwy, Ocean City, MD 21842
When: December 14th, 7pm
Fee: $40.55 - $46.20 (incl. fees)
Tickets: eTix

Jim Curry brings the music of the one and only John Denver to Ocean City on December 14th! He has performed John Denver’s music all over the world and even sang as the voice of John in the CBS Television Movie “Take Me Home, the John Denver Story.” You won’t want to miss this performance! 

12/21: A Charlie Brown Christmas Live on Stage

Back to Top of List
Charlie Brown

Where: Roland E. Powell Convention Center, 4001 Coastal Hwy, Ocean City, MD 21842
When: December 21st, 2pm and 6pm
Fee: $40.55 - $117.52 (incl. fees)
Tickets: 2:00pm - eTix / 6:00pm - eTix

See Charlie Brown, Snoopy, Lucy, Linus, and the whole Peanuts gang at this performance of A Charlie Brown Christmas Live on Stage! Enjoy the holiday television special in real life and hear the works of composer Vince Guaraldi. Experience a tradition of over 55 years with the entire family!

Whether you’re taking the family to see Rudolph and Charlie Brown or you’re gearing up for a delightful night of music with the Mid Atlantic Symphony or Jim Curry, this year’s holiday calendar has something for everyone. Take part in the magic this season in Ocean City!