TOP 30 Historic lodging establishment in Annapolis, Maryland

Gibson's Inn of Annapolis is a charming lodging establishment located at 110 Prince George Street in the historic city of Annapolis, Maryland, United States. This cozy inn offers a comfortable and welcoming atmosphere for guests looking to explore the beauty and history of the area. With its convenient location near popular attractions, shops, and restaurants, Gibson's Inn is the perfect home base for visitors to Annapolis. Whether you are in town for business or pleasure, you will find everything you need for a relaxing stay at Gibson's Inn of Annapolis.

The O'Callaghan Annapolis Hotel is a cozy and charming lodging establishment located at 174 West Street in the historic city of Annapolis, Maryland. This elegant hotel offers comfortable accommodations and top-notch amenities for both business and leisure travelers. Guests can enjoy spacious rooms, a fitness center, a restaurant, and meeting facilities. The hotel's convenient location allows easy access to popular attractions, shopping, and dining options in the area. Whether you are visiting for business or pleasure, the O'Callaghan Annapolis Hotel provides a welcoming and relaxing atmosphere for your stay.

Annapolis is a charming lodging institution located on Main Street in Annapolis, Maryland, United States. This cozy establishment offers comfortable accommodations for guests seeking a peaceful and relaxing stay in the historic city. With its convenient location and warm hospitality, Annapolis is the perfect choice for travelers looking to explore all that this beautiful city has to offer. Whether you are visiting for business or pleasure, Annapolis provides a welcoming and inviting atmosphere for all guests.

Reynolds Tavern and 1747 Pub is a historic and charming institution located in the heart of Annapolis, Maryland. Dating back to 1747, this establishment offers a unique blend of bar, cafe, food, lodging, and restaurant services. Situated at 7 Church Circle, Reynolds Tavern and 1747 Pub provides a cozy and inviting atmosphere for guests to enjoy delicious meals, refreshing drinks, and comfortable accommodations. Whether you're looking for a casual meal, a relaxing drink, or a cozy place to stay, Reynolds Tavern and 1747 Pub has something for everyone. Come experience the rich history and warm hospitality of this iconic Annapolis establishment.

Village Inn is a charming lodging establishment located at 69 Old Mill Bottom Road in Annapolis, Maryland, United States. Nestled in a picturesque setting, this cozy inn offers comfortable accommodations for travelers seeking a peaceful retreat. With its welcoming atmosphere and convenient location, Village Inn is the perfect choice for those looking to explore the historic town of Annapolis and its surrounding attractions. Whether you're in town for business or leisure, you'll find everything you need for a relaxing stay at Village Inn.

The Inn on Main is a charming lodging establishment located at 165 Main Street in the historic city of Annapolis, Maryland. This cozy inn offers comfortable accommodations and personalized service to ensure a memorable stay for guests. Situated in a convenient location, guests can easily explore the nearby attractions, shops, and restaurants. Whether visiting for business or leisure, the Inn on Main provides a welcoming and relaxing atmosphere for travelers to enjoy during their time in Annapolis.

Welcome to Ark & Dove Bed & Breakfast, a charming lodging located at 149 Prince George Street in the historic city of Annapolis, Maryland. Our cozy and inviting establishment offers a peaceful retreat for travelers looking to experience the beauty and charm of this picturesque coastal town. With comfortable accommodations, personalized service, and a delicious homemade breakfast served daily, Ark & Dove Bed & Breakfast is the perfect home away from home for your next getaway. Come relax and unwind with us in the heart of Annapolis.

Randall House Bed & Breakfast is a charming lodging establishment located at 30 Randall Street in the historic city of Annapolis, Maryland, United States. This cozy bed and breakfast offers guests a comfortable and welcoming atmosphere, with beautifully decorated rooms and a delicious homemade breakfast served each morning. The convenient location allows guests to easily explore the nearby attractions and enjoy all that Annapolis has to offer. Whether visiting for a romantic getaway or a relaxing retreat, Randall House Bed & Breakfast is the perfect choice for a memorable stay in this picturesque city.

Flag House Inn is a charming and cozy lodging establishment located at 24 Randall Street in the heart of historic Annapolis, Maryland. This quaint inn offers comfortable accommodations in a beautifully restored 19th-century building, just steps away from the city's top attractions, shops, and restaurants. Guests can enjoy a relaxing stay in one of the elegantly decorated rooms, each equipped with modern amenities for a pleasant and convenient experience. Whether you are visiting for business or leisure, Flag House Inn provides a welcoming and hospitable environment for all travelers.

Georgian House Bed and Breakfast is a charming lodging establishment located at 170 Duke of Gloucester Street in the historic city of Annapolis, Maryland, United States. This elegant Georgian-style house offers comfortable and inviting accommodations for guests looking to experience the beauty and history of Annapolis. With its convenient location near the city's attractions, shops, and restaurants, Georgian House Bed and Breakfast provides a cozy retreat for travelers seeking a relaxing stay in a picturesque setting. Enjoy a warm welcome and personalized service at this lovely inn during your visit to Annapolis.