TOP 30 Best Restaurant food in Chestertown, Maryland

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.

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.

Casa Carmen Wines is a charming bar and restaurant located at 312 Cannon Street in Chestertown, Maryland. This cozy establishment offers a wide selection of delicious wines from around the world, as well as a menu of delectable food options to pair with your drink of choice. Whether you're looking for a casual place to enjoy a glass of wine with friends or a romantic spot for a date night, Casa Carmen Wines has something for everyone. Come visit us and experience the warm and inviting atmosphere that makes us a favorite among locals and visitors alike.

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.

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.

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.

"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."

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.

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.

Phat Daddy's BBQ, located at 205 Spring Avenue in Chestertown, Maryland, is a renowned catering company known for their mouthwatering smoked foods. With a secret rub and sauce, as well as top-notch smoking techniques, Phat Daddy's offers a unique and flavorful dining experience. In addition to their catering services, Phat Daddy's recently opened "The Shack" in Chestertown, specializing in on-site meat preparation, pick up, delivery, and catering for special events. Visit Phat Daddy's for a taste of award-winning BBQ that will leave you craving more.

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 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.

Tolchester Marina Inc is a charming waterfront establishment located at 21085 Tolchester Beach Road in Chestertown, Maryland. This institution offers a unique combination of a bar, food, and restaurant services, making it the perfect destination for locals and visitors alike. With picturesque views of the water, guests can enjoy delicious meals, refreshing drinks, and a relaxing atmosphere. Whether you're looking to grab a quick bite, enjoy a leisurely meal, or unwind with a drink by the water, Tolchester Marina Inc has something for everyone.

Chester River Yacht & Country Club is a prestigious institution located at 7738 Quaker Neck Road in Chestertown, Maryland, United States. This exclusive club offers a luxurious and picturesque setting for members to enjoy a wide range of amenities and activities. From sailing on the beautiful Chester River to playing a round of golf on the pristine course, members can indulge in a variety of leisure pursuits. The club also features exquisite dining options, a state-of-the-art fitness center, and social events throughout the year. With its stunning waterfront location and top-notch facilities, Chester River Yacht & Country Club provides a sophisticated and welcoming atmosphere for those seeking a premier country club experience.

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.

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.

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.

Welcome to Jellyfish Joel's Beach Bar, located at 22170 Great Oak Landing Road in Chestertown, Maryland, United States. Our bar is not just a place to grab a drink, but a destination for boaters and beach lovers alike. At Jellyfish Joel's, we take pride in caring for your boat with passion and attention to detail. Our newly renovated on-premise accommodations offer comfortable rooms with amenities such as a mini fridge, private bathroom, and access to ice & coffee stations. Guests can enjoy free parking, free Wi-Fi, and access to the beach, outdoor pool, golf course, and more during their stay. The Lodge is open year-round and conveniently located for local events.

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.

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!

Kent Plaza is a bustling shopping mall situated at 711 Washington Avenue in Chestertown, Maryland, United States. Conveniently located at the intersection of US Route 213 & Route 291, this institution is home to a variety of community-anchor tenants including ACME, Tractor Supply, and Walgreens. With a diverse range of stores and services, Kent Plaza is the perfect destination for all your shopping needs. Whether you're looking for groceries, home improvement supplies, or pharmaceuticals, you'll find it all at Kent Plaza. Visit us today and experience the convenience and variety that our shopping mall has to offer.

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!

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!

Occasions is a charming culinary gem located at 327 Cannon St in the historic town of Chestertown, Maryland. Specializing in delectable food offerings, this local business is dedicated to providing an unforgettable dining experience for every guest. Whether you're looking for a cozy spot to enjoy a leisurely brunch, a delightful lunch, or a sumptuous dinner, Occasions has something to satisfy every palate. Renowned for its warm and inviting atmosphere, Occasions is the perfect venue for celebrating life's special moments or simply enjoying a meal with family and friends. The menu features a diverse array of dishes crafted from the finest ingredients, ensuring fresh and flavorful meals that cater to various tastes and dietary preferences.

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.

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.

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!

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.