TOP 30 Dine in in Chestertown, Maryland

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Chestertown Cove Apartments is a luxurious residential community located at 408 Morgnec Road in Chestertown, Maryland. Our apartments offer modern amenities and spacious floor plans, perfect for those seeking a comfortable and convenient living experience. Residents can enjoy beautiful views of the cove and easy access to nearby shopping, dining, and entertainment options. With a friendly and professional management team on-site, Chestertown Cove Apartments is the ideal place to call home in the charming town of Chestertown.

Chestertown Landing Apartments is a waterfront community situated at 100 Schooner Way in Chestertown, Maryland. Our luxurious apartments offer stunning views of the Chester River and are conveniently located near shopping, dining, and entertainment options. Residents can enjoy a variety of amenities including a swimming pool, fitness center, and community clubhouse. With spacious floor plans, modern finishes, and a prime location, Chestertown Landing Apartments provides the perfect blend of comfort and convenience for residents looking for upscale living in a picturesque setting.

Chestertown Landing II is a premier waterfront apartment complex located at 200 Clipper Way in Chestertown, Maryland, United States. Nestled along the scenic Chester River, this community offers luxurious living with stunning views and convenient access to outdoor recreation. Residents can enjoy spacious and modern apartments, top-notch amenities such as a fitness center, swimming pool, and clubhouse, as well as a prime location near shopping, dining, and entertainment options. Experience waterfront living at its finest at Chestertown Landing II.

Chestertown Furniture Center is a premier furniture and home goods store located at 6612 Church Hill Road in Chestertown, Maryland. With a wide selection of high-quality furniture pieces for every room in the house, as well as a variety of home decor items, Chestertown Furniture Center is the perfect destination for those looking to enhance their living space. Whether you are looking for a new sofa, dining table, or accent pieces to add personality to your home, our friendly and knowledgeable staff are here to help you find the perfect pieces to suit your style and budget. Visit us today and discover why Chestertown Furniture Center is the go-to destination for all your home furnishing needs.

Chestertown Electric is a home goods store located at 324 Cannon Street in Chestertown, Maryland, United States. This store offers a wide range of electrical products and appliances for all your household needs. Whether you are looking for light fixtures, kitchen appliances, or power tools, Chestertown Electric has you covered. With friendly and knowledgeable staff, you can trust that you will find the perfect solution for your home at this store. Visit Chestertown Electric today for all your electrical needs.

Domino's Pizza in Chestertown, Maryland is a popular food institution located at 518 Washington Avenue. Known for its delicious pizzas, the restaurant offers meal delivery and takeaway options for customers looking to enjoy a tasty meal in the comfort of their own home. With a wide variety of toppings and crust options to choose from, Domino's Pizza is sure to satisfy any craving for a hot and fresh pizza. Visit us today for a delicious dining experience!

Milano's Pizzeria is a beloved institution located at 6346 Church Hill Road in Chestertown, Maryland. Known for its delicious and authentic Italian cuisine, Milano's offers a wide variety of mouthwatering pizzas, pastas, salads, and more. Whether you dine in, take out, or have your meal delivered, you can always count on Milano's for a satisfying and flavorful dining experience. Come visit us and taste the difference at Milano's Pizzeria!

Procolino's Pizza, also known as Proc's, is a beloved pizza joint located at 711 Washington Avenue in Chestertown, Maryland. This cozy restaurant offers a wide variety of delicious pizzas made with fresh ingredients and flavorful toppings. Whether you're in the mood for a classic pepperoni pizza or something more adventurous like a BBQ chicken pizza, Procolino's has something for everyone. The friendly staff and casual atmosphere make Proc's the perfect spot for a quick bite to eat or a relaxed meal with friends and family. Come visit Procolino's Pizza and see why it's a favorite among locals and visitors alike.

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.

McDonald's is a popular cafe, food, restaurant, and store located at 875 Washington Avenue, Chestertown, Maryland, United States. Our Terms and Conditions have recently changed, so please review them before continuing to use our services. With the Mobile Order & Pay app on iOS or Android, you can conveniently order and pick up your food at our store. We offer McDelivery through various apps like DoorDash, Uber Eats, Grubhub, and Postmates. You can also order through the McDonald's app for delivery. Menu items may vary by location, so check the app for availability.

The Driftwood Inn is a charming lodging establishment located at 609 Washington Avenue in the picturesque town of Chestertown, Maryland. This cozy inn offers comfortable accommodations and a warm, welcoming atmosphere for guests to relax and unwind. With its convenient location near the waterfront and local attractions, the Driftwood Inn is the perfect home base for exploring all that Chestertown has to offer. Whether you're visiting for business or pleasure, the Driftwood Inn provides a convenient and comfortable stay for all travelers.

Taco Bell is a popular fast food restaurant located at 709 Washington Avenue in Chestertown, Maryland, United States. Known for its delicious and affordable Mexican-inspired menu, Taco Bell offers a wide range of tacos, burritos, nachos, and more. Whether you're looking for a quick bite to eat or a satisfying meal, Taco Bell has something for everyone. With its convenient location and tasty food options, Taco Bell is a favorite choice for locals and visitors alike.

Arby's is a popular fast food restaurant located at 707 Washington Avenue in Chestertown, Maryland. Known for its delicious roast beef sandwiches and curly fries, Arby's offers a convenient meal takeaway option for customers on the go. With a variety of menu options to choose from, including sandwiches, salads, and sides, Arby's is a great choice for a quick and satisfying meal. Whether you're looking for a hearty lunch or a tasty snack, Arby's has something for everyone. Visit us today and experience the mouthwatering flavors that have made us a favorite among 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.

Luisa's Cucina Italiana is a charming Italian restaurant located at 849 Washington Avenue in Chestertown, Maryland, United States. With a warm and inviting atmosphere, this institution offers a taste of authentic Italian cuisine in the heart of Maryland. From traditional pasta dishes to savory seafood entrees, every meal at Luisa's is prepared with care and passion. Whether you're looking for a romantic dinner for two or a family gathering, Luisa's Cucina Italiana is the perfect spot to enjoy delicious food and create lasting memories.

China House is a popular Chinese restaurant located at 711 Washington Avenue in Chestertown, Maryland. Serving up delicious and authentic Chinese cuisine, this institution is a favorite among locals and visitors alike. From traditional dishes like General Tso's chicken and lo mein to more unique offerings, China House offers a diverse menu that caters to all tastes. The cozy atmosphere and friendly staff make dining here a truly enjoyable experience. So if you're in the mood for some tasty Chinese food, be sure to stop by China House on your next visit to Chestertown.

Don Tonio's is a one-stop destination located at 6520 Church Hill Road in Chestertown, Maryland. This institution offers a variety of services including a food market, a liquor store, and a general store. Whether you're looking for fresh produce, a bottle of wine, or everyday essentials, Don Tonio's has you covered. With a convenient location and a wide selection of products, Don Tonio's is the perfect place to stock up on all your needs in one convenient stop.

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.

Dollar Tree store at Kent Plaza in Chestertown, MD offers extreme values on a variety of items including household goods, cleaning supplies, beauty products, toys, school supplies, and more. The store is a one-stop shop for party supplies, offering catering supplies, decorations, and party favors at affordable prices. Additionally, Dollar Tree carries a wide selection of office supplies, cleaning products, and janitorial supplies to meet the needs of small businesses, schools, and households. Visit the store at 711 Washington Avenue to take advantage of the amazing deals and new items arriving weekly.

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.

Frank B Rhodes Furniture Maker is a premier furniture store located at 535 Morgnec Road in Chestertown, Maryland. Specializing in handcrafted, high-quality furniture and home goods, our store offers a wide selection of unique pieces to enhance any living space. With a focus on craftsmanship and attention to detail, our furniture maker creates timeless pieces that are built to last. Whether you are looking for a statement piece for your living room or a custom dining table for your kitchen, Frank B Rhodes Furniture Maker has something for every style and budget. Visit us today to discover the perfect piece for your home.

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.

The Waterfront at Washington College is a prestigious university located in Chestertown, Maryland, United States. Situated at 445 South Cross Street, this institution offers a picturesque and serene campus environment right on the waterfront. Students can enjoy stunning views of the water while pursuing their academic and extracurricular endeavors. With a strong emphasis on academic excellence and a vibrant campus community, The Waterfront at Washington College provides students with a comprehensive and enriching educational experience.

510 Washington Ave. is a prestigious university located in the historic town of Chestertown, Maryland. Situated at 300 Washington Avenue, this institution offers a wide range of academic programs and opportunities for students to excel in their chosen fields of study. With a focus on academic excellence and a commitment to student success, 510 Washington Ave. provides a supportive and engaging learning environment for all its students. Whether you are looking to pursue a degree in the arts, sciences, or humanities, this university is dedicated to helping you achieve your academic and professional goals. Come join our vibrant community of scholars and learners at 510 Washington Ave.

Play It Again Sam is a cozy cafe and restaurant located at 108 South Cross Street in Chestertown, Maryland. This charming establishment offers a unique dining experience with a menu that features delicious food and beverages. Whether you're looking for a quick bite to eat or a relaxing meal with friends, Play It Again Sam has something for everyone. With its welcoming atmosphere and friendly staff, this cafe is the perfect spot to enjoy a cup of coffee, a tasty meal, or a sweet treat. Visit Play It Again Sam for a memorable dining experience in the heart of Chestertown.

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.

Dunkin' is a popular bakery, cafe, and restaurant located at 715 Washington Avenue in Chestertown, Maryland. Known for their delicious coffee, donuts, and breakfast sandwiches, Dunkin' also offers a variety of meal options for dine-in or takeout. Whether you're looking for a quick bite to eat or a relaxing place to enjoy a cup of coffee, Dunkin' has something for everyone. Visit their store today to satisfy your cravings!

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.

Blue Bird Tavern is a cozy and inviting bar located at 512 Washington Avenue in Chestertown, Maryland. With its charming atmosphere and friendly staff, it is the perfect spot to unwind and enjoy a cold drink with friends. Whether you're looking for a casual night out or a place to watch the game, Blue Bird Tavern has something for everyone. Come visit us and experience the laid-back vibe of this neighborhood gem.