Discover top Chestertown attractions
Chestertown, Maryland, offers a delightful blend of history, culture, and outdoor activities perfect for the Quality Seeker. Explore the Chestertown Historic District, where charming 18th-century buildings line the streets, and visit the amazing Custom House, which now serves as a museum showcasing local maritime history. Families can enjoy a day at the nearby Wilmer Park, featuring scenic views of the Chester River, picnic spots, and a playground for children. For a taste of local craftsmanship, don’t miss the Kent County Arts Council, where you can admire and purchase works from local artists and participate in workshops. Boat enthusiasts will love embarking on a kayaking adventure on the river, with guided tours available that reveal the area's rich natural beauty. When it comes to accommodations, consider staying in one of the historic inns or boutique hotels in the heart of the town, where attentive service and cozy atmospheres ensure a pampered experience. Enjoy strolling through vibrant downtown Chestertown, where you can find delightful shops, restaurants, and cafes, making every moment of your stay memorable.













































