Holiday Planning Guide
Holiday Spirit is Spreading Across St. Mary’s
From unique local events that capture the spirit of the season to charming boutiques and markets offering one-of-a-kind gifts, there is something for everyone...
Maryland's Original Destination
We are St. Mary's: The Destination for You
We invite you to discover our vibrant and bountiful county brimming with historical firsts. Come explore our lush forests, abundant waterways, and expansive coastline.
Featured 
Activities
Activities
Travel Changes Lives
Gift a Getaway this Holiday Season
Whether you’re surprising your spouse, grandchildren or best friend, a mid-week or weekend getaway makes an incredible gift and one that will create memories...
Upcoming 
Events
Events
Dec 25 - Jan 1
Holidays at Piney Point @ Piney Point Lighthouse Museum
Enjoy guided tours for all ages of the lighthouse and museum during the Holidays at Piney Point Lighthouse Museum! The Keeper’s Quarters and museum will be...
Dec 25 - Jan 5
Gingerbread Lane @ Town of Leonardtown
NEW THIS YEAR! Check out the unique and custom gingerbread people all throughout Leonardtown and vote for your favorites! The contest runs from December 5th...
Dec 28
Taste of Puerto Rico Latin Dance Night @ El Coqui
🎉 End the Year with the Taste of Puerto Rico!✨Join us as we close out 2025 the Puerto Rican way at El Coquí! This festive afternoon will be filled with...
Dec 31
Treat yourself this New Year's Eve at Pier450! Try a special dinner menu from 4 p.m. to 10 p.m. or hang out until 1 a.m. at the bar to celebrate 2026.See the...
Dec 31
New Year's Eve @ Water View Inn
Bring in the New Year at Water View Inn! Live band, gourmet dinner, and great vibes. Reserve now for an unforgettable night!Get ready to ring in 2026 with a...
Dec 31
NYE Champagne Kisses and Midnight Wishes @ The Rex Theatre
Join us to bring in the New Year at The Rex Theatre! Dress your best and prepare to end 2025 with a rockin end and bring in 2026 in style. We will all...