TOP 10 Best cocktails in Chestertown, Maryland

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.

Lewes Liquors is a one-stop shop located at 840 High Street in Chestertown, Maryland. Our institution offers a wide range of services including a convenience store, food options, a gas station, and a liquor store. Whether you're looking to grab a quick snack, fill up your gas tank, or pick up your favorite bottle of wine or spirits, Lewes Liquors has you covered. Stop by today and experience the convenience and variety we have to offer.

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.

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.

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 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.