Uncover the magic of Maryland in the winter season with our comprehensive guide to the state's most captivating attractions and activities. Maryland offers diverse experiences that will warm your heart even in the chilliest weather - from snow-covered hills and bustling urban ice rinks to charming small towns adorned with holiday cheer. Whether you're seeking thrilling outdoor adventures, cozy indoor escapes, or the best in seasonal events, our guide will lead you through the ultimate winter fantasyland in the Old Line State.

Holiday Events In Maryland

Maryland hosts some of the most magical holiday events around. From the ice sculptures and slides at ICE! in Gaylord National to the festive Monument Lighting at Mount Vernon Place, the twinkling Garden of Lights at Brookside Gardens, and the Winter Lights Festival in Gaithersburg's Seneca Creek State Park, there's something for everyone to enjoy during this holiday season in Maryland.

1. ICE! at the Gaylord National

Location: Oxon Hill, MD

Popularity: Very popular family-friendly attraction.

Price: There are many packages, exclusive details, bundles, and discounts to choose from. Check Gaylord National's website for more details.

Celebrate the holiday season by bringing your family together at the Gaylord National Resort & Convention Center in National Harbor, Maryland. Immerse yourself in a unique holiday extravaganza as you explore the larger-than-life ICE! exhibit starring Rudolph the Red-Nosed Reindeer, experience the thrill of sliding down icy slides and journey through breathtaking ice tunnels. Embrace the holiday spirit at Gaylord National and bask in the magic of the festive season.

2. Monument Lighting at Mount Vernon Place

Location: Baltimore, MD

Popularity: A local favorite.

Price: Free.

Gathering around to illuminate the historic Washington Monument at Mount Vernon Place is a cherished Baltimore holiday tradition that's been going strong for years. The night is a mix of heartwarming caroling, scrumptious food, and plenty of holiday cheer. The grand finale - a fantastic fireworks show that officially signals the start of the holiday season.

3. Garden of Lights at Brookside Gardens

Location: Wheaton, MD

Popularity: Popular amongst locals.

Price: Tickets are $10 per person, age five and older.

The Garden of Lights exhibit turns Brookside Gardens into an enchanting winter paradise. Wander through this half-mile outdoor display and immerse yourself in the dazzling lights and unique decorations of flowers and animals that adorn the flowerbeds and grounds of this 50-acre horticultural treasure in Wheaton.

4. Winter Lights Festival

Location: Gaithersburg, MD

Popularity: Loved amongst locals and busy on the weekends.

Price: Monday-Thursday: $15/vehicle, Friday-Sunday: $25/vehicle. 15+ Passenger Vehicles: $30.

For more than two decades, the Winter Lights Festival at Seneca Creek State Park in Gaithersburg has been a cherished tradition, enchanting families across Maryland. Throughout the evenings from late November to December 31, the park undergoes a magical transformation into a winter wonderland. Venture on a leisurely 3.5-mile drive through the forest, where you'll be captivated by the brilliance of over 450 dazzling displays and trees aglow. It's an absolutely delightful experience, perfect for everyone in your group.

Christmas Towns In Maryland

Maryland sure knows how to do Christmas right, and if you're on the hunt for the best holiday towns, we've got a trio of gems. First up, there's Downtown Chestertown, where they pull out all the stops for Dickens of a Christmas. Then, there's Christmas in St. Michaels, which is like stepping into a holiday card. And, of course, you can't forget Annapolis, with its festive cheer and celebrations that'll warm your heart. So, let's dive into what makes these towns top-notch Christmas destinations.

5. Dickens of a Christmas at Downtown Chestertown

Location: Chestertown, MD

Popularity: A popular event.

Price: Some independent events/attractions may have a cost.

Get ready for Historic Chestertown's Victorian Holiday Extravaganza, where you'll step into the world of Charles Dickens. This two-day event is filled with carriage rides, entertainment, home tours, delicious food, book talks, and shopping. Don't forget to dress up like a Dickens character, too!

6. Christmas in St Michaels

Location: St Michaels, MD

Popularity: Popular amongst locals and nearby residents.

Price: Some independent events/attractions may have a cost.

Celebrate the cherished Eastern Shore tradition of Christmas in St. Michaels every second weekend in December. This annual event offers a fantastic array of holiday festivities, including the Talbot Street Parade and Tour of Homes. Enjoy Breakfast with Santa, family-friendly events like the Light Up the Night, and the magical Lighted Boat Parade. Shop for unique crafts and goodies at the Marketplace and Sweet Shoppe. It's a time to be had in the small town of St. Micheals.

7. Annapolis

Location: Annapolis, MD

Popularity: Popular time of year for the city and busy on the weekends.

Price: Some independent events/attractions may have a cost.

Celebrate the holidays in Annapolis, a city known for its festive charm. Experience late-night shopping at Midnight Madness, drive through a sparkling display of lights at Lights on the Bay, and join the festivities at Christmas Tree Lightings. Don't miss the sweet treats at the Chocolate Binge Festival, shop at the Annapolis Holiday Market, and witness the magic of the Eastport Yacht Club Lights Parade on the water. Annapolis is the perfect place to immerse yourself in the holiday spirit.

Outdoor Activities

Maryland invites you to explore a diverse range of outdoor activities - from the snow-covered slopes of Wisp Resort to the urban charm of ice skating at the Four Seasons Baltimore and the Inner Harbor Ice Rink. Herrington Manor State Park is a serene escape for cross-country skiing and snowshoeing, while Deep Creek Lake offers a unique ice-fishing experience. Maryland's outdoor adventures promise something for all tastes, whether seeking thrills or tranquility.

8. Wisp Resort

Location: McHenry, MD

Popularity: Very popular.

Price: Season Passes: $299-$1799. You can buy individual tickets for winter activities like tubing, the Mountain Coaster, etc.

Wisp Resort, Maryland's year-round retreat, spans 172 acres, offering a casual ski-in/ski-out experience within half a mile of Deep Creek Lake and two miles from Adventure Sports Center International. The resort has summer activities like zip lines, kayaking, mountain biking, and the thrilling Mountain Coaster. Winter brings an average of 100 inches of snow and a variety of trails for skiing and snowboarding. The resort also features a snow tubing park, an ice skating rink, and a Nordic center.

9. Ice Skating at the Four Seasons Baltimore

Location: Baltimore, MD

Popularity: Hidden gem.

Price: Non-Hotel Guests: $25/adults, $15/children, and $5/skate rental (45-minute sessions). Hotel Guests: Complimentary entry w/ skating at $15/adults and $5/children (12 and under).

The annual Winter Village pop-up, hosted by Four Seasons Hotel Baltimore, is back on the rooftop of Harbor Terrace. The centerpiece is the 1,800-square-foot synthetic skating rink offering picturesque views of the harbor and city skyline. You'll also find semi-private cabanas, fire pits, and festive decor. Indulge in holiday treats like hot chocolate and seasonal cocktails. It's the perfect winter activity for all your festive fun.

10. Inner Harbor Ice Rink

Location: Baltimore, MD

Popularity: Popular and family-friendly.

Price: Adults: $10, Children/Seniors/Military: $9, Skate Rental: $4, Season Pass: $175 (skate rental included).

Discover the magic of winter at the Inner Harbor with open-air outdoor ice skating in Baltimore. This December, relish the waterfront's wintry charm and enjoy some spins on the ice. What makes it even more special is that you're right at the heart of the bustling city, adding a touch of urban charm to your winter adventure.

11. Herrington Manor State Park

Location: Oakland, MD

Popularity: Popular spot for winter activities.

Price: The charges are subject to change but generally cost $3/person for in-state and $5/person for out-of-state visitors during the summer and ski season weekends and holidays.

Herrington Manor State Park is a haven for winter sports enthusiasts, perfect for cross-country skiing, snowshoeing, and sledding. The park boasts an extensive network of trails, encompassing 10 miles that venture into the neighboring state forest. These trails cater to all levels, from beginners to intermediates. Additionally, a 5.5-mile trail connects Herrington Manor and Swallow Falls State Parks - a skier's dream!

12. Deep Creek Lake

Location: Garrett County, MD

Popularity: Popular spot for ice fishing.

Price: There is a day-use admissions fee to enter the state park.

Deep Creek Lake in Garrett County, Western Maryland, is a top spot for ice fishing. You can target bluegills, walleye, and yellow perch. And even find largemouth bass, crappie, or trophy northern pike. Remember, Deep Creek Lake is part of the designated off-road vehicle (ORV) trail system, exclusively for registered snowmobiles. Permits are easy to obtain, making it a fantastic choice for winter anglers or families looking for a mountain retreat, thanks to the availability of cabins and lodges. Don't miss this ice fishing experience in Maryland's scenic Deep Creek Lake.

Winter Getaways

Maryland's winter getaways offer a range of experiences, from the rustic charm of Fernwood Cabin at Deep Creek Lake to the country tranquility of Crow Vineyard & Winery Farmstay and the coastal serenity of Black Walnut Point Inn B&B. Explore the diversity of winter in Maryland, whether you seek mountains, vineyards, or the coastal shore.

13. Fernwood Cabin at Deep Creek Lake

Location: McHenry, MD

Popularity: Hidden gem.

Price: $260/night

Discover why this cozy cabin is at the heart of a charming village. Inside, you'll find a clean, open kitchen overlooking the living room with a wood-burning fireplace, flat-screen TV, and Wi-Fi. The main level offers two bedrooms, and outside, you can enjoy the spacious yard, a fire pit for marshmallow toasting, and a relaxing covered porch. It's a true 'Cabin in the Woods' experience, just minutes from resort amenities. You'll also have easy access to the Garrett Community Aquatic Resource Center, featuring heated indoor pools, an exercise room, and welcoming gathering spaces.

14. Crow Vineyard & Winery Farmstay

Location: Kennedyville, MD

Popularity: Hidden gem.

Price: $200-$250/night

Are you seeking a quick getaway? Crow Vineyard is not just a typical B&B; they are a versatile destination. While known as a Farmstay B&B, you can also savor quality estate wines in the tasting room and join them for farm-to-table events in the Haybarn. If you're up for some outdoor activity, take a run through the vineyard, cow pastures, and woodland paths on the 365-acre farm.

Recently renovated, energy-efficient 1847 farmhouse offers central heating and air conditioning. Choose from three bedrooms, each with a private bath and essential amenities. Start your day with a hearty breakfast and regional flavors with a homey touch. Unwind in the guest parlor, relax under the old maple trees while observing the animals, or enjoy a picnic lunch under the willow trees. Crow Vineyard is the perfect place to escape to during the winter months.

15. Black Walnut Point Inn B&B

Location: Tilghman, MD

Popularity: Hidden gem.

Price: $155-$280+/night

Explore this hidden Maryland gem, a private island sanctuary on the Chesapeake Bay. After passing through the gate, you'll journey through a 52-acre bird sanctuary to reach six acres of wildflower gardens and lawns surrounded by water. Here, you'll witness stunning Choptank River sunrises and Chesapeake Bay sunsets, with abundant wildlife, from eagles and osprey to dolphins and oysters. At night, a sky full of stars illuminates your stay. The accommodations feature water views, private baths, and climate control. Enjoy a full breakfast with produce from the orchard and garden. Nearby, you'll find restaurants, fishing charters, lighthouse tours, and sunset sails. Experience the tranquility of Black Walnut Point Inn, just an hour and a half from the Chesapeake Bay Bridge.

What are your favorite fun things to do in Maryland in winter? Let us know – we’d love to hear from you!

Are you on the hunt for more adventures? Check out these fun things to do in Maryland in winter!