A Maritime Tradition You Can’t Miss

The annual Downrigging Festival is back in Chestertown, Maryland, from November 1-3, 2024! This maritime event is one of the largest tall ship gatherings in the country, where historic ships and beautiful wooden boats take over the Chester River, offering an unforgettable weekend of sailing, music, art, and celebration.

Explore the Tall Ships

The Downrigging Festival is a celebration of maritime heritage, featuring iconic tall ships like the Sultana, Pride of Baltimore II, and others. You’ll have the chance to step aboard these ships, take part in public sails, and admire their craftsmanship up close. Whether you’re a seasoned sailor or just curious about life on the water, this event offers something for everyone.

Live Music, Food, and Fun

Beyond the boats, the festival is a lively celebration of Chestertown’s arts and culture. Enjoy live music performances, delicious local food vendors, and exciting exhibits that highlight the town’s rich history. Plus, with artisan booths, kids’ activities, and environmental lectures, there’s plenty to see and do for visitors of all ages.

Visit Coldwell Banker Chesapeake’s Chestertown Office

As you enjoy the festival, we invite you to stop by Coldwell Banker Chesapeake’s Chestertown office located at 114 S. Cross Street. Whether you’re a longtime resident or just visiting, we’re here to chat about the local real estate market, provide information, and of course, share some snacks! Our doors are open throughout the Downrigging Festival, and we’d love to connect with you.

Plan Your Weekend in Chestertown

With the historic charm of Chestertown as the backdrop, the Downrigging Festival is the perfect way to spend a fall weekend. The event brings together locals and visitors alike to celebrate the beauty of wooden boats and the joy of community.

Don’t miss out on this beloved tradition—mark your calendars and plan to join us in Chestertown for a weekend full of maritime history, culture, and fun. And remember, our team at Coldwell Banker Chesapeake looks forward to welcoming you downtown at 114 S. Cross Street!

Hope to see you downtown!