Discover timeless elegance and unmatched quality at Chestertown Furniture Center, located at 6612 Church Hill Rd, Chestertown, MD 21620. Step into our welcoming showroom where you'll find a curated selection of stylish, high-quality furniture to transform every room in your home. From classic to contemporary, our wide range of sofas, dining sets, bedroom suites, and unique accent pieces cater to all tastes and styles. Our knowledgeable and friendly staff are dedicated to helping you create a space that truly reflects your personality and lifestyle. With exceptional customer service and unbeatable prices, Chestertown Furniture Center is your go-to destination for achieving the home of your dreams. Visit us today and experience the difference! 

Chestertown Furniture Center

Welcome to Milano's Pizzeria, where authentic Italian flavors meet the charm of Chestertown! Located at 6346 Church Hill Rd, our cozy eatery has become a beloved local gem. At Milano's, we pride ourselves on using the freshest ingredients to create mouthwatering pizzas, delectable pastas, and savory subs that are sure to satisfy every palate. Our expert chefs craft each dish with care, ensuring a delightful culinary experience in every bite. Whether you’re dining in, taking out, or getting delivery, Milano’s Pizzeria promises a warm atmosphere and exceptional service. Join us today and taste the tradition of Italy, right here in Chestertown. Buon Appetito! 

Milano's Pizzeria

Discover The Mill of Kingstown, the premium destination for pet, livestock, and lawn care essentials, located at 7121 Church Hill Rd, Chestertown, MD. Renowned for our commitment to quality and community, we offer a vast selection of top-tier feeds, seeds, pet supplies, and farm equipment. Our knowledgeable team provides personalized service, ensuring you find exactly what your animals and garden need to thrive. With a rich history rooted in agriculture, The Mill of Kingstown is your trusted partner for expert advice and exceptional products. Join our loyal customers who count on The Mill for innovation, tradition, and superior care in every season. Experience the difference today—where local charm meets agricultural excellence. 

The Mill of Kingstown

Discover the charm of Bohemia Trading Company, nestled in the heart of historic Chestertown, MD at 7400 Church Hill Rd. Our unique boutique offers a curated selection of artisanal goods, handcrafted jewelry, vintage treasures, and distinctive home decor. Every item in our collection is carefully chosen to inspire and delight those with a love for eclectic elegance and timeless style. Whether you're in search of the perfect gift or a special piece to elevate your space, Bohemia Trading Company promises an enchanting shopping experience. Visit us today and explore a world where history meets creativity. 

Bohemia Trading Company

Nestled along the picturesque Chester River, The Sandbar at Rolph's Marina in Chestertown, Maryland, offers a vibrant and relaxed waterfront dining experience. Known for its impressive views and laid-back atmosphere, this spot is a favorite among both locals and visitors seeking to enjoy a meal with a stunning backdrop. The Sandbar serves a variety of fresh seafood dishes, capturing the essence of Maryland's culinary tradition with flavors that are sure to delight the palate.

Aimed at those who appreciate a casual dining environment, The Sandbar is perfect for families, friends, and tourists looking to enjoy a meal by the water. With its welcoming ambiance, it's easy to unwind here after a day of exploring or boating on the river. Guests can savor their meals while soaking in the beautiful river views, making it a memorable stop on any itinerary.

The Sandbar stands out for its commitment to quality and freshness, ensuring that every dish embodies the rich flavors of the region. Its location at Rolph's Marina makes it easily accessible by boat, adding an element of adventure to the dining experience. Whether you’re a local looking for a scenic dinner spot or a tourist in search of authentic Chesapeake Bay cuisine, The Sandbar at Rolph's Marina promises a delightful experience by the water's edge. 

The Sandbar At Rolph's Marina

Discover the hidden gem of the Eastern Shore at Rolphs Wharf in Chestertown, MD. Nestled along the serene banks of the Chester River, Rolphs Wharf is your ultimate waterfront destination for relaxation and adventure. Whether you're docking your boat at our full-service marina, indulging in a delicious meal at our waterfront grill, or simply unwinding on our picturesque sandy beach, every moment here is a perfect escape from the everyday. With opportunities for kayaking, paddleboarding, and river cruises, outdoor enthusiasts will find their paradise. Our charming on-site accommodations ensure a cozy, convenient stay, allowing you to fully immerse in the natural beauty and rich history of Chestertown. Come experience the blend of tranquility and excitement at Rolphs Wharf—where the river meets relaxation. 

Rolphs Wharf

Discover the alluring flavors of Asia at Cafe Sado, nestled at 870 High St, Chestertown, MD. Our menu is a delectable fusion of Japanese and Thai cuisines, offering everything from silky sushi to hearty noodle bowls. Enjoy a warm, inviting atmosphere that's perfect for a casual lunch, intimate dinner, or special celebration. Savor our fresh, locally sourced ingredients combined with authentic spices and innovative recipes. Our dedicated chefs and friendly staff ensure a memorable dining experience every time. Whether you're a sushi connoisseur or a fan of Thai curries, Cafe Sado is your go-to destination for exquisite Asian cuisine in Chestertown. Come taste the tradition and creativity—we promise you’ll leave craving more! 

Cafe Sado

Discover the charm of Deep Landing at Deep Landing Road, Chestertown, MD! Nestled in the picturesque heart of Maryland’s Eastern Shore, this serene haven offers stunning waterfront views and tranquil natural surroundings. Perfect for outdoor enthusiasts, Deep Landing provides easy access to kayaking, fishing, and bird-watching on the Chester River. Imagine waking up to serene sunrises, enjoying picnics by the water, and exploring quaint downtown Chestertown’s vibrant culture just a short drive away. Whether you're seeking a blissful retreat or an adventurous getaway, Deep Landing delivers a unique blend of relaxation and recreation. Come create unforgettable memories at this hidden gem in Chestertown! 

Deep Landing

Discover the serene beauty of the Chesapeake Bay at Kennersley Point Marina Inc, located at 223 Marina Ln, Church Hill, MD. Nestled in the heart of Maryland's Eastern Shore, our marina provides world-class services for boating enthusiasts and water lovers alike. Enjoy secure mooring with our state-of-the-art floating docks, expert maintenance services, and full amenities including electric hook-ups, clean restrooms, and Wi-Fi connectivity. Take advantage of our convenient on-site fuel dock and well-stocked ship store for all your nautical needs. Whether you're setting out for a day of fishing, a cruise, or simply a relaxing retreat by the water, Kennersley Point Marina offers the perfect gateway. Come experience outstanding hospitality and make unforgettable memories at Kennersley Point Marina – where your adventure on the water begins. 

Kennersley Point Marina Inc

Welcome to Crumpton Landing, your serene escape nestled in the heart of Chestertown, MD. Located at 405 Market St, our charming haven offers a unique blend of historic Eastern Shore allure and modern comfort. Immerse yourself in the picturesque beauty of our waterfront views and vibrant local culture. Whether you’re unwinding in our elegantly designed rooms, exploring the quaint shops and delectable dining options nearby, or basking in the natural splendor of the Chester River, Crumpton Landing promises an unforgettable experience. Perfect for romantic getaways, family vacations, or solo retreats, our inviting accommodations and warm hospitality ensure you’ll feel right at home. Discover why Crumpton Landing is the ultimate destination for relaxation and adventure in Chestertown. Book your stay today and let the charm of Crumpton Landing captivate your soul. 

Crumpton Landing

 101 Park Lane, Chestertown

The 110-acre park is located at the head of Rosin Creek in the community of Chester Harbor. This park features picnic areas with grills near the pavilion, basketball and tennis courts, a playground and several athletic fields. Park is open sunrise to sunset, pets allowed on leash. Restrooms are provided April to October.

Roundtop Park

Business Type

Has Promotions Available

Special Features