TOP 30 Best Cozy lodging 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 Robert Johnson House is a charming and historic lodging option located in the heart of Annapolis, Maryland. This picturesque inn is part of the Historic Inns of Annapolis collection and offers guests a unique and unforgettable experience. Situated at 23 State Circle, the Robert Johnson House provides cozy accommodations in a beautifully preserved historic building. Guests can enjoy the perfect blend of modern amenities and old-world charm, making for a truly memorable stay in the heart of Annapolis. Whether you're visiting for business or pleasure, the Robert Johnson House is the perfect choice for your next trip to this historic city.

Graduate Annapolis is a charming and unique lodging institution located at 126 West Street in the heart of Annapolis, Maryland, United States. This cozy and welcoming hotel offers a comfortable stay for guests looking to explore the historic city and all it has to offer. With its stylish decor and convenient location near shops, restaurants, and attractions, Graduate Annapolis is the perfect place to relax and unwind during your visit to this picturesque coastal town. Whether you're in town for business or pleasure, Graduate Annapolis provides a delightful and memorable experience for all guests.

The Lodge Annapolis is a charming restaurant located at 177 Jennifer Road in Annapolis, Maryland. This cozy establishment offers a warm and inviting atmosphere where guests can enjoy delicious food in a relaxed setting. The Lodge Annapolis is known for its diverse menu featuring a variety of dishes made with fresh, locally sourced ingredients. Whether you're looking for a hearty breakfast, a satisfying lunch, or a gourmet dinner, The Lodge Annapolis has something for everyone. Come and experience the culinary delights of this beloved institution in the heart of Annapolis.

Country Inn & Suites by Radisson in Annapolis, MD is a charming and cozy lodging option located at 2600 Housley Road in Annapolis, Maryland. This welcoming hotel offers comfortable rooms and suites, perfect for both business and leisure travelers. Guests can enjoy amenities such as a complimentary hot breakfast, free Wi-Fi, a fitness center, and an indoor pool. The convenient location allows for easy access to popular attractions in Annapolis, making it an ideal choice for those looking to explore the area. Experience warm hospitality and a relaxing stay at Country Inn & Suites by Radisson in Annapolis, MD.

The Maryland Inn, part of the Historic Inns of Annapolis, is located in the heart of downtown Annapolis at 16 Church Circle. This charming lodging option offers a unique blend of historic charm and modern amenities, making it the perfect choice for travelers looking to immerse themselves in the rich history of Maryland's capital city. With its convenient location near popular attractions, cozy accommodations, and exceptional service, The Maryland Inn is a top choice for visitors seeking a memorable stay in 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.

Extended Stay America - Annapolis - Womack Drive is a cozy and convenient lodging option located at 1 Womack Drive in Annapolis, Maryland, United States. This institution offers spacious and well-equipped rooms for guests looking for a longer stay in the area. With amenities such as fully equipped kitchens, free Wi-Fi, and on-site laundry facilities, guests can enjoy a comfortable and convenient stay. The location is ideal for exploring the charming city of Annapolis and its many attractions.

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.

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.

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.

The Captain's Cottage is a charming lodging located at 985 Awald Road in Annapolis, Maryland, United States. This cozy retreat offers a unique and inviting atmosphere for guests looking for a relaxing getaway. The cottage is tastefully decorated with a nautical theme, paying homage to the maritime history of the area. Guests can enjoy comfortable accommodations, modern amenities, and personalized service from the friendly staff. Whether you're in town for a weekend escape or a longer vacation, The Captain's Cottage is the perfect place to unwind and experience the beauty of Annapolis.

A's by the Cove is a cozy lodging establishment located at 108 South Street in the charming city of Annapolis, Maryland. Situated by the cove, this institution offers a peaceful and serene atmosphere for guests to relax and unwind. The rooms are comfortable and tastefully decorated, providing a home away from home experience. Whether you are visiting for business or pleasure, A's by the Cove is the perfect place to stay. Enjoy the beautiful views of the cove and the convenient location near local attractions. Book your stay today and experience the hospitality of A's by the Cove.

Pumpkin Patch is a charming lodging institution located at 1190 Bay Highlands Drive in Annapolis, Maryland. Surrounded by beautiful gardens and offering cozy accommodations, Pumpkin Patch is the perfect retreat for those looking to escape the hustle and bustle of city life. Guests can enjoy peaceful walks along the nearby bay, relax in the inviting common areas, and savor delicious homemade meals prepared with locally sourced ingredients. With its warm hospitality and serene atmosphere, Pumpkin Patch is the ideal destination for a relaxing getaway in the United States.

Shiplap House is a charming historic institution located at 18 Pinkney Street in the heart of Annapolis, Maryland, United States. This beautiful house features classic shiplap siding and a welcoming front porch, offering a glimpse into the past with modern amenities. The institution is known for its cozy atmosphere and personalized service, making it the perfect destination for a relaxing getaway or special event. With its convenient location near downtown Annapolis, guests can easily explore the city's attractions, shops, and restaurants. Whether you're looking for a weekend retreat or a unique venue for a celebration, Shiplap House is sure to exceed your expectations.

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.

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.

Wyndham Garden Washington DC Area is a charming lodging institution located at 5811 Annapolis Road in Cheverly, Maryland, United States. This cozy hotel offers comfortable accommodations and modern amenities for guests visiting the Washington DC area. The convenient location allows for easy access to popular attractions and business districts in the area. Guests can enjoy a relaxing stay in well-appointed rooms, dine at the on-site restaurant, and take advantage of the fitness center and meeting facilities. Whether traveling for business or leisure, Wyndham Garden Washington DC Area provides a welcoming and convenient stay for all guests.

The Arundel is a luxurious real estate agency located at 7787 Arundel Mills Boulevard in Hanover, Maryland, United States. Centrally located between D.C., Annapolis, and Baltimore, The Arundel offers stylish apartment living at The Residences at Arundel Preserve. With two distinct apartment styles to choose from - The Arundel, a luxurious hi-rise, and The Residences, a suburban-style mid-rise - residents can enjoy smart designs, functional spaces, and beautiful quality in their living spaces. The apartments feature stainless steel appliances, granite countertops, washers and dryers, and window coverings. Amenities at The Residences include a fully-equipped fitness center, outdoor pool, private parking garage, game room, clubrooms, and outdoor kitchen spaces. For those who work from home, there is a state-of-the-art business center and conference room. With quick access to major highways and nearby shopping, dining, and entertainment options, The Arundel offers an elegant blend of luxury and convenience for residents. Whether you're looking for a studio, one-bedroom, or two-bedroom apartment, The Arundel has a floor plan to suit every lifestyle. Residents can also enjoy community events and special treats to bring neighbors together.

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.

Homestyle Studio Suites is a charming lodging establishment located at 1 Womack Drive in the picturesque city of Annapolis, Maryland, United States. Our studio suites are designed to provide guests with a comfortable and homely stay, featuring spacious accommodations with modern amenities such as a fully equipped kitchenette, cozy living area, and en-suite bathroom. Whether you are visiting for business or leisure, Homestyle Studio Suites offers a relaxing and convenient home away from home. Experience the warmth and hospitality of our staff as you explore all that Annapolis has to offer. Book your stay with us today and enjoy a memorable experience at Homestyle Studio Suites.

Firefly Airé B&B LLC is a charming lodging institution located at 7411 Baltimore Annapolis Boulevard in Glen Burnie, Maryland, United States. Our cozy bed and breakfast offers a relaxing and comfortable atmosphere for guests to unwind and enjoy their stay. With a warm and inviting ambiance, Firefly Airé B&B LLC provides a peaceful retreat for travelers looking for a home away from home. Experience personalized hospitality, well-appointed rooms, and a convenient location that makes exploring the nearby attractions a breeze. Book your stay with us today and discover the tranquility and charm of Firefly Airé B&B LLC.

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.

Claras is a cozy lodging institution nestled at 2722 Poplar Lane in the charming city of Annapolis, Maryland, United States. This welcoming retreat offers comfortable accommodations and a peaceful atmosphere for guests to relax and unwind. Whether you are visiting for business or pleasure, Claras provides a convenient and tranquil setting for your stay. Experience the comforts of home away from home at this lovely lodging establishment in Annapolis.

Located at 251 Rowe Boulevard in Annapolis, Maryland, the Motel offers comfortable and affordable lodging for travelers looking to explore the charming city. With its convenient location, guests can easily access popular attractions, restaurants, and shopping centers. The motel provides cozy rooms equipped with all the necessary amenities for a relaxing stay. Whether you are visiting for business or leisure, the Motel is the perfect choice for your accommodation needs in Annapolis.

JSK Cards is a charming lodging institution located at 69 Old Mill Bottom Road North in Annapolis, Maryland, United States. With a cozy and welcoming atmosphere, JSK Cards offers comfortable accommodations for travelers looking to explore the beautiful city of Annapolis. Whether you are visiting for business or leisure, JSK Cards provides a convenient and relaxing place to stay. Experience the warmth and hospitality of JSK Cards during your next trip to Annapolis.