High street dining in Chestertown, Maryland

Cafe Sado is a charming eatery located at 870 High Street in Chestertown, Maryland. This cozy restaurant offers a diverse menu of delicious dishes, ranging from hearty breakfast options to savory lunch and dinner selections. The warm and inviting atmosphere of Cafe Sado makes it a popular spot for locals and visitors alike to enjoy a satisfying meal. Whether you're looking for a quick bite to eat or a leisurely dining experience, Cafe Sado is the perfect destination for food lovers in Chestertown.

Uncle Charlie's Bistro is a cozy and inviting restaurant located at 834 High Street in Chestertown, Maryland. Our bistro offers a warm and welcoming atmosphere where guests can enjoy delicious and freshly prepared meals. From hearty breakfast options to satisfying lunch and dinner dishes, Uncle Charlie's Bistro is the perfect spot for a casual dining experience. Our menu features a variety of American classics with a modern twist, using locally sourced ingredients whenever possible. Whether you're looking for a quick bite to eat or a leisurely meal with friends and family, Uncle Charlie's Bistro has something for everyone. Come visit us and taste the flavors of Maryland at our charming bistro on High Street.

The Retriever Bar & The Decoy Bottle Shop is a unique establishment located at 337 1/2 High Street in Chestertown, Maryland. This hybrid venue offers a cozy and inviting bar atmosphere where patrons can enjoy a wide selection of drinks and cocktails. Additionally, The Decoy Bottle Shop provides a convenient on-site liquor store where customers can purchase their favorite spirits to enjoy at home. Whether you're looking for a fun night out or a place to stock up on your favorite beverages, The Retriever Bar & The Decoy Bottle Shop has something for everyone.

The Kitchen at the Imperial is a charming restaurant located on 208 High Street in Chestertown, Maryland. This cozy eatery offers a diverse menu featuring delicious dishes made with fresh, locally sourced ingredients. Whether you're in the mood for a hearty breakfast, a satisfying lunch, or a decadent dinner, The Kitchen at the Imperial has something to satisfy every craving. The warm and inviting atmosphere, friendly staff, and top-notch service make this restaurant a must-visit for food lovers in the area. Come and experience the culinary delights of The Kitchen at the Imperial today!

Village House is a one-stop destination for all your home furnishing and renovation needs. Located at 103 South Cross Street in Chestertown, Maryland, this institution offers a wide range of furniture, home goods, and contracting services. Whether you're looking to spruce up your living room with a new sofa, remodel your kitchen with custom cabinets, or simply find that perfect accent piece for your home, Village House has you covered. With a team of experienced professionals and a diverse selection of high-quality products, Village House is the go-to store for all your home improvement projects.

Washington College is a prestigious university located in Chestertown, Maryland, United States. Situated at 800 High Street, this institution is known for its strong academic programs and vibrant campus life. With a focus on providing students with a well-rounded education, Washington College offers a wide range of majors and minors in various fields of study. The university prides itself on its dedicated faculty, innovative research opportunities, and commitment to fostering a supportive and inclusive community. Whether you're interested in the arts, sciences, humanities, or social sciences, Washington College provides a dynamic learning environment where students can thrive and grow.

Royal Farms is a one-stop shop located at 859 High Street in Chestertown, Maryland, United States. This institution offers a variety of services including an ATM, convenience store, finance options, food options, gas station, grocery store, meal takeaway, restaurant, and general store. At Royal Farms, you can enjoy world-famous chicken, delicious sandwiches, tasty snacks, and the best brew in town. Their commitment to their employees is unparalleled, offering real opportunities and real careers.

Stam's Luncheonette is a charming food establishment located at 215 High Street in Chestertown, Maryland, United States. This historic lunch counter offers a variety of classic American lunch and breakfast staples, as well as fountain sodas and delicious house-made ice cream and sundaes. The flavors of ice cream rotate regularly, so be sure to visit the shop to see the current offerings. Situated in a building that once housed a 19th-century pharmacy until 2016, Stam's Luncheonette is now a beloved landmark in downtown Chestertown. Come experience the nostalgia and taste the delicious flavors at this quaint eatery.

Watershed Alley is a charming restaurant located at 337 High Street in Chestertown, Maryland. This institution offers a unique dining experience with a focus on locally sourced ingredients and seasonal menus. Guests can enjoy delicious dishes in a cozy and inviting atmosphere, making it the perfect spot for a casual lunch or a special dinner. With a commitment to sustainability and supporting local farmers, Watershed Alley is a must-visit destination for food lovers in the United States.

BAD Alfred's Distilling is a unique institution located at 323 High Street in Chestertown, Maryland, United States. This brewpub and distillery offers house-made spirits, local craft beer, and delicious wood-fired pizzas. Established in 2018 by owners Al and Jennifer Cassinelli, Bad Alfred's continues to create small-batch craft spirits alongside an expanded cocktail, beer, and dining menu. Housed in a former historic garage and filling station, Bad Alfred's features an open and inviting dining room and bar that faces a glassed-in distillery space, allowing patrons to watch the spirit-making process while enjoying a drink, pizza, or live music. The back of the building has been transformed into a private event space with a bar, dining room, and conference space.

"The Prickly Pickle is a charming food establishment located at 827 High Street in Chestertown, Maryland. Known for its delicious and unique pickle-themed menu, this restaurant offers a variety of mouthwatering dishes that are sure to satisfy any pickle lover's cravings. Whether you're in the mood for a classic pickle sandwich or want to try a more creative pickle-infused dish, The Prickly Pickle has something for everyone. Come visit us and experience the delightful flavors of our pickled creations in a cozy and inviting atmosphere."

Bee Crafty Collectibles is a charming furniture and home goods store located at 335 High Street in Chestertown, Maryland. Our store offers a unique selection of handcrafted furniture, home decor, and collectibles that will add character and style to any space. Whether you are looking for a statement piece for your living room or a special gift for a loved one, Bee Crafty Collectibles has something for everyone. Visit us today and discover the perfect piece to complete your home.

The White Swan Tavern is a charming historic inn located at 231 High Street in Chestertown, Maryland. This cozy lodging establishment offers a unique and memorable stay for guests visiting the United States. With its quaint atmosphere and convenient location, the White Swan Tavern provides a comfortable and welcoming experience for travelers looking to explore the beautiful town of Chestertown. Whether you are visiting for business or pleasure, the White Swan Tavern is the perfect place to relax and unwind during your stay in Maryland.