Gwynn Oak Christmas Events & Things to Do 2025

Step into a festive holiday wonderland at The Cloisters Castle for their annual Holiday Tea & Bazaar. Browse a curated selection of handmade crafts from talented regional artists, perfect for finding unique gifts. Indulge in a delightful holiday tea service featuring delicate sandwiches, scones, and an assortment of pastries. This...

Step into a magical European Christmas wonderland at Baltimore's Inner Harbor. This authentic German Christmas Market features over 60 international vendors offering unique gifts, crafts, and delicious festive foods. Enjoy mulled wine, German beer, and special events like wine tastings and meet-and-greets with Santa. It's a perfect destination for holiday...

Celebrate the start of the holiday season at the Tree Lighting and Holiday Market at Metro Centre Owings Mills. This festive event brings the community together for a magical tree lighting ceremony, marking the official beginning of the holidays. Attendees can explore a vibrant holiday market featuring local artisans and...

Find the perfect holiday centerpiece at the Owings Mills Volunteer Fire Company's annual Christmas Tree Sales. They offer a wide selection of fresh, Maryland-grown trees, with volunteers on hand to help you choose. Enjoy the convenience of free local delivery and support a vital community service with your purchase.

Discover the joy of selecting your perfect Christmas tree at the Maryland State Fairgrounds. They offer a wide variety of fresh, live trees to bring holiday cheer to your home. Find the perfect centerpiece for your festive celebrations.

Get a head start on your holiday shopping at the Holly Fair on Main Street. This event showcases 40 juried vendors offering unique crafts and artisan goods. Find the perfect gifts while enjoying a delicious lunch and stocking up on festive treats from the bake sale.

Experience the magic of the holiday season at Merriweather District's Tree Lighting and Holiday Market. Discover unique handmade gifts from local artisans, savor seasonal drinks, and enjoy festive entertainment. The event features a special tree lighting ceremony, ice rink opening, and activities for all ages, including visits with Santa.

Get a head start on holiday shopping at the 42nd annual Glen Burnie High School Winter Craft Fair. Over 140 crafters will showcase their unique handmade items, including wood crafts, jewelry, home goods, holiday decorations, and more. Delicious lunch and snacks will be available for purchase, making it a perfect...

Savage Mill Yuletide transforms the historic mill into a festive wonderland. Discover unique gifts at the Holiday Makers Market, meet Santa and Mrs. Claus, and enjoy live music. Don't miss the magical bridge and tree lighting ceremonies, plus a special exhibition on the mill's Christmas past.

Get into the holiday spirit at the Advent Market Celebration! This festive event offers a delightful start to the season with a wide array of handmade crafts and artisan vendors. Enjoy live music, caroling, and delicious food truck options. Families will love the kids' crafts, petting zoo, and pony rides,...

Step into a festive European wonderland at the Bel Air Christkindl Markt. This charming event brings together local artisans and food vendors for a delightful holiday experience. Discover unique handcrafted gifts, savor seasonal treats, and soak in the festive atmosphere of Downtown Bel Air.

Discover the enchanting Festival of Wreaths, a beloved annual holiday tradition. This week-long event showcases over 100 uniquely themed wreaths and holiday art pieces, all available for purchase through an exciting online auction. Visitors can immerse themselves in a festive wonderland at the Carroll Arts Center, vote for their favorite...

Step into a festive Downtown Annapolis Winter Wonderland during Midnight Madness. This cherished holiday tradition invites you to stroll through streets adorned with twinkling lights, festive decorations, and a towering Christmas tree. Enjoy extended shopping hours until midnight, discover unique gifts from local boutiques, and soak in the magical atmosphere...

Harbor East transforms into a winter wonderland with The Magic of Merryland. This festive celebration features enchanting train rides, delightful holiday treats, and activities for the whole family. Don't miss the spectacular tree lighting ceremony and a chance for memorable pet photos with Santa.

Step into a winter wonderland at the Ellicott City Holiday Train Garden. This beloved annual event features meticulously crafted model train displays winding through charming holiday scenes and miniature villages. Created by over 50 dedicated volunteers from the fire department and community, the garden is a testament to holiday spirit...

Step into a dazzling half-mile holiday wonderland at the Maryland Holiday Light Spectacular. This immersive experience features over 1 million twinkling lights, interactive scenes, and mystical snow globes set to enchanting music. New this year, explore the Cosmic Christmas Heat Zone and a charming Swiss Holiday Village. Enjoy a Winter...

Embark on a magical journey through the Symphony of Lights, a breathtaking drive-through holiday spectacle. This immersive experience transforms the night into a wonderland of animated and synchronized light displays, all set to the enchanting sounds of holiday music. It's the perfect way to soak in the festive spirit from...

Get ready for the most wonderful crawl of the year! The Official 12 Bars of Christmas Crawl® descends upon Baltimore on Saturday, December 20th, 2025. Don your most festive holiday attire, from Santa suits to ugly sweaters, and prepare for a day of spirited fun. Attendees receive a commemorative Santa...

Ring in the New Year with an unforgettable celebration on the water in Annapolis. This exclusive yacht party offers a DJ, dancing, and a complimentary beverage, all while providing a front-row seat to the city's 9:00 PM fireworks display. Alcoholic and non-alcoholic drinks are available for purchase from the full-service...

Step back into Victorian London for an acclaimed adaptation of Charles Dickens' A Christmas Carol at the Bowie Center for the Performing Arts. This beloved story unfolds with music, magic, and heart, following Ebenezer Scrooge's journey of rediscovery. It's a cherished holiday tradition perfect for families.

Ballet Theatre of Maryland presents a captivating, Annapolitan-inspired Nutcracker. This unique production reimagines the beloved classic with local historical elements, vibrant costumes, and original choreography. Follow Clara's dream journey through 19th-century Annapolis, from snow-dusted gardens to a Land of the Sweets filled with local confections. It's a festive holiday treat...

Experience the magic of the season at Holly-Days, a festive celebration at The Maryland Zoo. This event series offers a jolly good time with holiday crafts, special appearances, and photo opportunities with Santa and his friends on select weekends throughout December. It's the perfect way to create merry memories with...

Embark on a magical journey aboard THE POLAR EXPRESS™ Train Ride, inspired by the classic holiday tale. Don pajamas and climb aboard for an enchanted trip to the North Pole, complete with a live "Hot Chocolate" performance and a special visit from Santa Claus. Enjoy festive crafts, s'mores, and a...

Experience a truly enchanting holiday morning with a special breakfast featuring beloved characters like Ana, Elsa, and Santa Claus. This event offers a unique opportunity for families to create magical memories and enjoy a festive start to their day.

Experience the magic of winter at the Inner Harbor Ice Rink. This popular seasonal attraction offers a chance to glide across the ice with stunning waterfront views. It's the perfect way to embrace the holiday spirit and enjoy a classic winter activity in a vibrant setting.

Join the Towson Chamber of Commerce for their annual Holiday Party, a festive gathering to celebrate the season. This event offers a wonderful opportunity to connect with community members and enjoy the holiday spirit in Towson.

Step into a festive wonderland at the Holiday Train Garden, hosted at the historic Baltimore and Ohio Ellicott City Station Museum. This enchanting display features meticulously crafted model trains winding through charming holiday scenes. It's a perfect, family-friendly outing to experience the magic of the season in a unique historical...

Experience the magic of the holiday season at the annual Laurel Armory Illumination. This cherished tradition officially kicks off the festive period with a special ceremony. Prior to the illumination, enjoy a vibrant Holiday Parade that winds its way through the city, starting from City Hall.

Join Santa Claus for a delightful afternoon of festive treats! Children can share their holiday wishes with Santa while enjoying warm cocoa and delicious cookies. It's a perfect, intimate holiday gathering for families looking to create magical memories.

Join the community in Downtown Bel Air for the annual Christmas Parade and Tree Lighting Celebration. This cherished tradition features a lively parade with floats, bands, and community groups, culminating in the magical lighting of the town's Christmas tree. Enjoy festive music and delicious food available for purchase.

Get ready for a season of festive cheer in Bowie! While specific plans for this year are announced in the fall, past events have included magical visits from Santa, charming trainspotting days, and delightful holiday movie screenings. Explore the historic Belair Mansion during its open house and admire the community's...