TOP 30 Relaxed tavern in Chestertown, Maryland

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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 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.