Gwynn Oak Christmas Parties 2025

Join Santa for a delightful breakfast buffet at the historic B&O Railroad Museum. This family-friendly event includes a special gift for every child, photo opportunities with Santa, and a charming train ride. It's the perfect way to kick off the...

Celebrate the New Year with a touch of sophistication at the B&O Railroad Museum's New Year's Tea. This elegant English afternoon tea, hosted in the historic 1884 Baldwin Roundhouse, offers a delightful blend of festive cheer and refined indulgence. Guests...

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...

Get ready for Canton's biggest holiday party! The 2nd Annual Santa Bar Fest transforms Baltimore's Canton neighborhood into a festive celebration with drink specials, DJ music, and holiday characters. Enjoy seasonal cocktails and dance the night away.

Get ready for a decadent celebration of all things chocolate at the Annapolis Chocolate Binge Festival! This family-friendly event transforms the first block of West Street into a chocolate lover's paradise. Alongside a delightful array of chocolate vendors, the festival...

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...