Restaurants in Chestertown, Maryland

Red Roof Inn & Suites Chestertown is a cozy and comfortable lodging option located at 160 Scheeler Road in Chestertown, Maryland, United States. This charming inn offers a variety of rooms and suites to accommodate guests, whether they are traveling for business or pleasure. The convenient location provides easy access to local attractions, restaurants, and shopping. Guests can enjoy amenities such as free Wi-Fi, complimentary breakfast, and a fitness center. With its friendly staff and affordable rates, Red Roof Inn & Suites Chestertown is the perfect choice for a relaxing stay in this picturesque town.

Channel Restaurant is a charming dining establishment located at 21085 Tolchester Beach Road in Chestertown, Maryland. Known for its delectable food and inviting atmosphere, this restaurant offers a wide range of dishes to satisfy any palate. Whether you're in the mood for seafood, steak, or a hearty sandwich, Channel Restaurant has something for everyone. With friendly service and a picturesque waterfront location, it's the perfect spot for a casual meal or special occasion. Come dine with us and experience the delicious flavors of Maryland at Channel Restaurant.

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.

Courtyard Inn is a charming lodging establishment located at 6336 Church Hill Road in the picturesque town of Chestertown, Maryland. This cozy inn offers comfortable and well-appointed rooms, perfect for both leisure and business travelers. The Courtyard Inn provides a peaceful and relaxing atmosphere, making it an ideal place to unwind after a busy day exploring the nearby attractions or attending meetings in town. Guests can enjoy the convenience of being just a short drive away from local shops, restaurants, and historical sites. Whether you are visiting Chestertown for business or pleasure, Courtyard Inn offers a welcoming and hospitable environment for all guests.

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.

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.

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!

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!

Royal Farms is a versatile institution located at 6502 Church Hill Road in Chestertown, Maryland, offering a wide range of services including ATM, convenience store, finance, food, gas station, grocery or supermarket, meal takeaway, restaurant, and store. Known for its world-famous chicken, sandwiches, snacks, and the best brew in town, Royal Farms is the go-to spot for delicious food and drinks. With a commitment to providing real opportunities and careers for its employees, Royal Farms strives to give back to the community by providing the "Royal treatment" every day. Eat, drink, and be clucky at Royal Farms!

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.

Howard's Tavern is a cozy and inviting bar located at 6520 Church Hill Road in Chestertown, Maryland. Known for its friendly atmosphere, delicious drinks, and tasty pub fare, this neighborhood spot is the perfect place to unwind after a long day. Whether you're looking to catch up with friends over a cold beer, watch the game on one of their big screen TVs, or simply relax with a cocktail, Howard's Tavern has something for everyone. Stop by and see why this local favorite has been a go-to destination for residents and visitors alike.

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.

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.

Modern Stone Age Kitchen is a unique institution located at 236 Cannon Street in Chestertown, Maryland. This innovative bakery, food store, and restaurant brings a modern twist to traditional stone age cooking techniques. Offering a variety of freshly baked goods, delicious meals, and a curated selection of specialty food items, Modern Stone Age Kitchen is a must-visit destination for food enthusiasts. Come experience a blend of old-world charm and contemporary flavors at this one-of-a-kind establishment.

The Chester River Packet Company is a unique institution located in the historic town of Chestertown, Maryland in the United States. This establishment offers a combination of food, restaurant services, and travel agency amenities. Visitors can enjoy delicious meals while also booking exciting travel adventures along the beautiful Chester River. With a charming location and a variety of services to offer, the Chester River Packet Company is a must-visit destination for those looking to experience the best of what Chestertown has to offer.

The FREEZE is a popular food institution located at 717 Washington Avenue in Chestertown, Maryland. This cozy restaurant offers a variety of delicious frozen treats and comfort foods, making it a favorite spot for locals and visitors alike. With a welcoming atmosphere and friendly staff, The FREEZE is the perfect place to satisfy your cravings and enjoy a tasty meal with friends and family. Whether you're in the mood for a classic milkshake, a juicy burger, or a refreshing ice cream cone, The FREEZE has something for everyone to enjoy. Come stop by and experience the mouthwatering flavors and warm hospitality that make The FREEZE a must-visit destination in Chestertown.

The Shanty Beach Bar is a charming seaside establishment located at 21085 Tolchester Beach Road in Chestertown, Maryland. This cozy bar and restaurant offers a relaxed and laid-back atmosphere, perfect for enjoying a cold drink and delicious food while taking in stunning views of the beach. With a menu featuring fresh seafood, classic bar snacks, and refreshing cocktails, The Shanty Beach Bar is the ideal spot to unwind and soak up the sun. Whether you're looking for a casual meal with friends or a relaxing evening by the water, this beach bar is sure to provide a memorable experience.