Winning Winter Events

By Heather Cisar


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Washington Monument lighting in Baltimore
Washington Monument Lighting
Photo By: Downtown Partnership Baltimore

Night may fall early this time of year, but what better time to take in a festival, concert or holiday celebration. Share in the joys of the season at these favorite annual winter events.

Santa at Timonium's Festival of Trees Photo By: Kennedy Krieger Institute

1 Festival of Trees, Timonium (November)

For a wonderland experience, stop by Kennedy Krieger Institute’s Festival of Trees, a three-day spectacle filled with approximately 600 holiday trees, wreaths and gingerbread houses. Be sure to stop by SantaLand, and check out the carousel, “reindeer” pony and train rides, crafts, games and more, all taking place at the Maryland State Fairgrounds in November.

Annmarie Garden in Lights

2 Annmarie Garden in Lights, Solomons (December)

Take a magical tour through glittering woods filled with spectacular lights and amazing “light sculptures” of mythical beasts, wild animals, airplanes, pirates, princesses, circus performers, dinosaurs and more.

See this beloved winter show to get into the festive spirit. Photo By: Baltimore Symphony Orchestra

3 Baltimore Symphony Orchestra's The Nutcracker (December)

Take in a spectacular performance of this ballet by the Baltimore Symphony Orchestra at the Joseph Meyerhoff Symphony Hall, or see a full production put on by the BSO and the Baltimore School for the Arts at the Modell Performing Arts Center at the Lyric.

Washington Monument lighting in Baltimore Photo By: Downtown Partnership Baltimore

4 Washington Monument Lighting, Baltimore (December)

At the December lighting of Baltimore’s Washington Monument in Mount Vernon’s West Park, music, food and fireworks contribute to a magical winter's night. Rumor has it that Santa Claus likes to make an appearance here each year.

Polar Bear Plunge

5 Plungefest (January)

The motto for this annual winter fundraiser is "It’s not just an event, it’s an experience.” So if you’re looking for something to do that’s simultaneously chilly and heart-warming, look no further than the Maryland State Police Polar Bear Plunge.  “Plungers” take a dunk in the frigid waters of the Chesapeake Bay at Sandy Point State Park to benefit Special Olympics Maryland.

WinterWonderland Canal Walk

6 Winter Wonderland Canal Walk on the C&O Canal Towpath, Potomac (January)

Join 100-plus walkers from the Seneca Valley Sugarloafers Volksmarch Club on an 11K trail from Carderock Park to Olmsted Island at Great Falls. At this January walk on the towpath, take in sites that include three locks, a lock house and the Great Falls Overlook of the Potomac River.

Winterfest - Oakland Photo By: GOBA

7 Winterfest, Oakland (February)

Enjoy the cool of winter with ice carving demonstrations, illuminated ice sculptures and an ice bowling alley and slide in the mountains.

More about Winterfest


108 Bohemia Ave
Chesapeake City, MD 21915

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Bald Eagle at Black Water Wildlife Festival

8 Eagle Festival, Cambridge (March)

At the home of one of the largest breeding populations of bald eagles in the United States, learn about these majestic flyers on an Eagle Prowl.

ICE Gaylord Holiday Extravaganza

9 Gaylord National Resort’s ICE!, National Harbor (November-January)

Winter comes alive every year as ice carvers build a frozen wonderland at National Harbor. Ice slides, magical creatures and so much more make this enchanting experience one you’ll remember forever.

Featured Places
108 Bohemia Ave
Chesapeake City, MD 21915

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