Welcome
Nestled along the scenic banks of the Chester River, Chestertown MD is a charming waterfront town brimming with history, culture, and natural beauty. From its quaint streets lined with historic buildings to its vibrant arts scene and outdoor recreational opportunities, there are endless things to do in Chestertown MD that make it a must-visit destination for travelers. Whether you’re strolling along the waterfront, exploring local art galleries, or indulging in delicious Chesapeake Bay cuisine, Chestertown offers a delightful blend of experiences that will captivate visitors of all interests. Discover the allure of this hidden gem on Maryland’s Eastern Shore and immerse yourself in the rich tapestry of sights, sounds, and flavors that await in Chestertown MD.
Popular Experiences and Attractions
Washington College:
Essential Information
– Address: 300 Washington Ave, Chestertown, MD 21620
– Opening Hours: Monday-Friday 9am-5pm
– Fee: Free admission
– Visit Duration: 1-2 hours
– Ideal for: History enthusiasts, college campus explorers
Overview
Washington College in Chestertown, Maryland, stands as a beacon of higher education excellence in the heart of the charming town. Founded in 1782, it holds a rich history that echoes through its historic buildings and picturesque campus. The college’s serene surroundings offer a peaceful retreat for visitors seeking a glimpse into the past while enjoying the present-day vibrancy of academic life.
As you stroll through the campus, you’ll be captivated by the blend of traditional architecture and modern facilities. The George Washington statue at the entrance serves as a reminder of the college’s prestigious heritage. Washington College’s commitment to academic rigor and community engagement is evident in every corner, making it a must-see destination for history enthusiasts and those interested in experiencing a quintessential American college campus.
Whether you’re exploring the campus for its historical significance or simply enjoying a leisurely walk through its manicured grounds, Washington College offers a unique opportunity to immerse yourself in the spirit of academia and tradition. Don’t miss the chance to visit this iconic institution and discover the stories that have shaped its legacy.
Wilmer Park:
Essential Information
– Address: 400 S Cross St, Chestertown, MD 21620
– Opening Hours: Daily from 8:00 am to 6:00 pm
– Fee: Free
– Visit Duration: 1-2 hours
– Ideal for: Nature lovers, families, picnickers
Overview
Wilmer Park in Chestertown, Maryland, is a serene green space that offers a peaceful retreat from the hustle and bustle of everyday life. With its lush trees, open fields, and scenic waterfront views, this park is a haven for nature lovers and outdoor enthusiasts alike. Whether you’re looking to enjoy a leisurely stroll, have a picnic with your family, or simply relax and unwind in a tranquil setting, Wilmer Park has something for everyone.
One of the highlights of Wilmer Park is its picturesque location along the Chester River, providing visitors with stunning vistas and opportunities for birdwatching and wildlife spotting. The park’s well-maintained walking trails offer a pleasant way to explore the natural beauty of the area, making it an ideal spot for a morning jog or an afternoon leisurely walk.
Overall, Wilmer Park is a must-see destination for those seeking a peaceful escape in nature without straying too far from the charming town of Chestertown. Whether you’re a local looking for a quiet retreat or a visitor exploring the area, a visit to Wilmer Park promises a refreshing and rejuvenating experience amidst the beauty of the great outdoors.
Chestertown Historic District:
Essential Information
– Address: Chestertown, MD
– Opening Hours: Varies by attraction
– Fee: Free to explore
– Visit Duration: Half a day
– Ideal for: History enthusiasts and architecture lovers
Overview
Chestertown Historic District in Maryland is a captivating destination that offers a glimpse into the rich history of the area. With its well-preserved buildings dating back to the 18th and 19th centuries, this district is a treasure trove for history enthusiasts and architecture lovers alike. Strolling through the charming streets, visitors can admire the Federal-style homes, Georgian mansions, and colonial buildings that showcase the architectural heritage of the region.
One of the highlights of a visit to Chestertown Historic District is the chance to explore the waterfront area, where historic ships once docked and trade flourished. The district’s picturesque setting along the Chester River adds to its allure, providing a serene backdrop for a leisurely walk or a relaxing afternoon by the water. Whether you’re interested in history, architecture, or simply soaking up the atmosphere of a bygone era, Chestertown Historic District is a must-see destination that offers a fascinating glimpse into the past.
Schooner Sultana:
Essential Information
– Address: 200 Cannon St, Chestertown, MD 21620
– Opening Hours: Varies, check website for schedule
– Fee: Admission fee required
– Visit Duration: 1-2 hours
– Ideal for: History enthusiasts, families, and nature lovers
Overview
The Schooner Sultana in Chestertown, MD, is a historic vessel that offers visitors a unique glimpse into the maritime past of the Chesapeake Bay region. This meticulously restored ship provides an educational and interactive experience for all ages. Step aboard and explore the decks where sailors once navigated the waters, and learn about the rich history of the area through engaging exhibits and knowledgeable guides.
A visit to the Schooner Sultana is a must for history enthusiasts looking to delve into the seafaring heritage of the Chesapeake Bay. Families will also enjoy the hands-on activities and immersive learning opportunities available on board. Nature lovers will appreciate the stunning views of the water and surrounding landscape from the deck of this iconic ship. Whether you’re a seasoned sailor or a landlubber curious about maritime history, the Schooner Sultana offers a memorable experience that combines education and adventure.
The Custom House:
Essential Information
– Address: Chestertown, MD
– Opening Hours: 9:00 am – 5:00 pm
– Fee: Free
– Visit Duration: 1-2 hours
– Ideal for: History enthusiasts
Overview
The Custom House in Chestertown, MD, stands as a testament to the town’s rich maritime history. This well-preserved historic building offers visitors a glimpse into the past, showcasing the importance of trade and commerce in the region. Stepping inside, you’ll find exhibits detailing the role of the Custom House in regulating imports and exports, providing insight into the economic activities that shaped the area.
A visit to The Custom House is a must for history enthusiasts looking to delve into the maritime heritage of Chestertown. The knowledgeable staff on hand are eager to share stories and facts about the building’s significance, making it a valuable educational experience for all ages. Whether you’re a local looking to learn more about your town’s history or a traveler seeking a deeper understanding of the region, The Custom House offers a fascinating journey back in time.
The Garfield Center for the Arts:
Essential Information
– Address: 210 High St, Chestertown, MD 21620
– Opening Hours: Monday-Friday 10am-3pm, Saturday 10am-2pm
– Fee: Admission varies for different events
– Visit Duration: 1-2 hours
– Ideal for: Art enthusiasts, theater lovers, families
Overview
The Garfield Center for the Arts in Chestertown, Maryland, stands as a cultural hub that showcases a diverse range of artistic expressions. From captivating theatrical performances to thought-provoking art exhibitions, this venue offers a dynamic space for creativity to flourish. Whether you’re drawn to the stage or prefer to admire visual artistry, The Garfield Center provides a platform for both local talents and renowned artists to shine.
Visitors can expect a calendar filled with engaging events, including plays, musical performances, and art shows that cater to various tastes. The intimate setting of the center allows for an up-close and personal experience with the arts, making it a must-see destination for those seeking cultural enrichment. Whether you’re a seasoned art aficionado or simply looking to broaden your horizons, a visit to The Garfield Center for the Arts promises a memorable and enriching experience.
The Bordley History Center:
Essential Information
– Address: 301 High St, Chestertown, MD 21620
– Opening Hours: Monday-Saturday 10am-4pm
– Fee: $5 for adults, $2 for children
– Visit Duration: 1-2 hours
– Ideal for: History enthusiasts, families
Overview
The Bordley History Center in Chestertown, Maryland, stands as a testament to the rich heritage and storied past of this charming town. With its doors open to visitors from Monday to Saturday, this historical gem offers a glimpse into the fascinating history of the region. From exhibits showcasing the colonial era to displays highlighting the maritime legacy of Chestertown, the center provides a comprehensive look at the events and personalities that have shaped the area.
Stepping inside The Bordley History Center, visitors are greeted by a curated collection of artifacts, photographs, and documents that offer a window into the past. Whether you are a history buff eager to delve into the intricate details of the town’s founding or a family looking to explore the local heritage, this center caters to a diverse range of interests. The knowledgeable staff are on hand to provide insights and anecdotes, making the experience both educational and engaging.
For those seeking to uncover the layers of history that lie beneath the surface of Chestertown, a visit to The Bordley History Center is a must. Whether you spend an hour or two exploring the exhibits or simply soak in the ambiance of this historical hub, you are sure to come away with a deeper appreciation for the rich tapestry of stories that make up this vibrant town.
The Geddes-Piper House:
Essential Information
– Address: 101 Church Alley, Chestertown, MD
– Opening Hours: Wednesday-Saturday 10am-4pm
– Fee: $5 for adults, $3 for children
– Visit Duration: 1-2 hours
– Ideal for: History enthusiasts, architecture buffs
Overview
The Geddes-Piper House in Chestertown, Maryland, stands as a testament to the rich history and architectural heritage of the region. Dating back to the early 18th century, this well-preserved historic house offers visitors a glimpse into the past, showcasing a blend of Georgian and Federal architectural styles. Stepping inside, you’ll be transported back in time as you explore the meticulously restored rooms filled with period furnishings and decor.
A visit to The Geddes-Piper House is a must for history enthusiasts and architecture buffs alike. The knowledgeable guides provide fascinating insights into the house’s storied past, shedding light on the lives of the families who once called this place home. Whether you’re interested in colonial history or simply appreciate fine craftsmanship, this hidden gem offers a unique opportunity to delve into the heritage of Chestertown and its surrounding areas. Plan your visit today to experience a slice of Maryland’s captivating history at The Geddes-Piper House.
The White Swan Tavern:
Essential Information
– Address: 231 High St, Chestertown, MD 21620
– Opening Hours: Monday-Sunday 9am-5pm
– Fee: $5 for adults, free for children under 12
– Visit Duration: 1-2 hours
– Ideal for: History enthusiasts, architecture lovers
Overview
The White Swan Tavern in Chestertown, Maryland, stands as a testament to the town’s rich history and architectural heritage. Dating back to the 18th century, this well-preserved colonial-era building offers visitors a glimpse into the past. Stepping inside, you’ll be transported to a time when the tavern served as a bustling hub for travelers and locals alike. The cozy rooms and period furnishings provide a fascinating insight into daily life during that era.
A visit to The White Swan Tavern is a must for history enthusiasts and architecture lovers looking to delve into America’s colonial past. The knowledgeable staff are eager to share stories about the building’s significance and its role in shaping Chestertown’s identity. Whether you’re exploring the quaint streets of the town or simply seeking a moment of historical immersion, The White Swan Tavern offers a unique and enriching experience.
The Vincent and Leslie Prince Raimond House:
Essential Information
– Address: Chestertown, MD
– Opening Hours: 10:00 am – 4:00 pm
– Fee: $10 for adults, $5 for children
– Visit Duration: 1-2 hours
– Ideal for: History enthusiasts, architecture buffs
Overview
The Vincent and Leslie Prince Raimond House in Chestertown, MD, stands as a testament to the rich history and architectural heritage of the region. This well-preserved historic house offers visitors a glimpse into the past, showcasing a blend of colonial and Victorian design elements. History enthusiasts will appreciate the detailed exhibits and artifacts that tell the story of the Raimond family and their contributions to the local community.
A visit to the Vincent and Leslie Prince Raimond House is a must for those seeking to delve into the history of Chestertown and gain insight into the lives of its early residents. The house’s charming facade and period furnishings provide a captivating backdrop for exploring the stories of the past. Whether you’re interested in architecture, local history, or simply enjoy stepping back in time, this historic house offers a rewarding experience for visitors of all ages.
Food and Cuisine
Smith Island Cake
Why is it so special:
Smith Island Cake is a famous dessert originating from the Chesapeake Bay area. This multi-layered cake is made with thin layers of yellow cake and decadent fudge icing. Each layer is meticulously stacked on top of each other, creating a visually stunning and delicious treat. The cake is a symbol of Maryland’s culinary heritage and is a must-try for anyone visiting Chestertown.
Where to Try It:
For the best Smith Island Cake experience, head to the local bakeries and cafes in Chestertown. Places like Evergrain Bakery and Play It Again Sam offer their own versions of this iconic dessert. For a more upscale experience, visit the Brampton Inn where they serve a gourmet version of the Smith Island Cake.
Steamed Blue Crabs
Why is it so special:
Blue crabs are a staple in Maryland cuisine, and steamed blue crabs are a must-try when visiting Chestertown. These crabs are seasoned with Old Bay seasoning and steamed to perfection, resulting in tender and flavorful meat. Eating steamed blue crabs is a hands-on experience that allows you to savor the fresh flavors of the Chesapeake Bay.
Where to Try It:
To enjoy steamed blue crabs like a local, head to local seafood shacks and crab houses such as Waterman’s Crab House or Fish Whistle. These casual dining spots offer a laid-back atmosphere where you can crack open crabs and enjoy the waterfront views.
Rockfish (Striped Bass)
Why is it so special:
Rockfish, also known as Striped Bass, is a prized fish in Maryland waters. This fish has a mild and sweet flavor with a firm texture, making it a versatile ingredient in various dishes. Whether grilled, pan-seared, or baked, rockfish is a delicious seafood option that showcases the flavors of the Chesapeake Bay.
Where to Try It:
For a gourmet dining experience featuring rockfish, visit upscale restaurants in Chestertown such as The Kitchen at the Imperial or The Lemon Leaf Cafe. These establishments often feature rockfish as a seasonal specialty prepared with creative and delicious accompaniments.
Events and Festivals
Tea Party Festival
The Tea Party Festival in Chestertown MD is a historical event that commemorates the resistance against British rule in the 18th century. Visitors can enjoy reenactments, live music, food vendors, and craft stalls during this weekend-long festival. It is a great opportunity to learn about the town’s history and immerse yourself in a fun and educational experience.
Downrigging Weekend
Downrigging Weekend is a maritime festival that celebrates Chestertown’s nautical heritage. The event features tall ships, boat tours, live music, and waterfront activities. Visitors can also enjoy delicious seafood and browse through art and craft vendors. This festival is perfect for those who love the sea and want to experience the charm of a coastal town.
Harry Potter Festival
The Harry Potter Festival in Chestertown MD is a magical event that brings the world of Hogwarts to life. Visitors can participate in themed activities such as potion-making classes, Quidditch matches, and costume contests. The festival also includes wizard-themed food and drink options, as well as live entertainment. It is a must-visit for Harry Potter fans of all ages.
Interesting Facts
– Chestertown, MD is home to the annual Chestertown Tea Party Festival, commemorating the colonial protest against British taxation in 1774.
– The town boasts a rich maritime history, with the Schooner Sultana offering educational programs and sailing experiences on the Chester River.
– Chestertown is known for its vibrant arts scene, including the RiverArts community center and the annual Chestertown Jazz Festival.
