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A Cozy Retreat at Flag House Inn in Historic Annapolis

Experience the charm of Annapolis at Flag House Inn, a cozy bed and breakfast offering comfort, delicious breakfasts, and local insights in a historic setting.

4.9

Flag House Inn is a charming bed and breakfast located in the picturesque city of Annapolis, Maryland. This delightful inn features beautifully appointed rooms that reflect the historic charm of the area, providing guests with a cozy and inviting atmosphere. The inn is strategically positioned, making it an ideal base for exploring Annapolis's rich maritime history, vibrant arts scene, and stunning waterfront views. Each morning, guests are treated to a delicious homemade breakfast, featuring local ingredients and seasonal specialties that will start your day on a high note. One of the unique aspects of Flag House Inn is its commitment to personalized service. The innkeepers are not only dedicated to ensuring a comfortable stay but also love to share their insider knowledge about the best attractions and hidden gems in Annapolis. Whether you want to stroll along the historic streets, visit the United States Naval Academy, or enjoy a sailing tour on the Chesapeake Bay, the Flag House Inn is perfectly situated to help you make the most of your visit. After a day of exploration, return to the inn to relax in the tranquil garden or cozy common areas. The warm ambiance and attention to detail create a welcoming environment where guests can unwind and reflect on their day. Flag House Inn is more than just a place to stay; it's an experience that captures the essence of Annapolis, making it a must-visit for anyone traveling to this charming city.

Local tips

  • Book your stay in advance, especially during peak tourist seasons, to secure your preferred room.
  • Enjoy the homemade breakfast every morning; it's a highlight of the stay and features local specialties.
  • Ask the innkeepers for recommendations on local attractions and dining options, as they have great insider tips.
  • Take advantage of the inn's location to explore the historic district on foot; many attractions are just a short walk away.
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A brief summary to Flag House Inn

Getting There

  • Walking

    If you are starting from the Annapolis City Dock, head north on Dock Street until you reach Main Street. Turn right onto Main Street and walk towards Church Circle. Once you reach Church Circle, continue straight onto West Street. After a few blocks, turn left onto Randall Street. Continue walking straight until you reach 24 Randall Street, where Flag House Inn is located.

  • Public Transit

    From the Westfield Annapolis Mall, take the Annapolis Transit Bus Route 14 towards the City Dock. Get off at the 'Church Circle' stop. From there, walk north on West Street and take a left onto Randall Street. Walk straight until you reach 24 Randall Street. Flag House Inn will be on your right.

  • Biking

    If you're renting a bike, start from the Annapolis City Dock and head north on Dock Street. Continue straight onto Main Street. At Church Circle, take West Street. Once you reach Randall Street, take a left and ride until you reach 24 Randall Street. Flag House Inn will be on your right.

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