Search Hotels with Early Check-in in Annapolis

Discover top Annapolis attractions

Annapolis, Maryland, is a charming waterfront city brimming with rich history and vibrant culture, making it an exciting choice for discerning travellers. Start your exploration at the United States Naval Academy, where you can take a guided tour to glimpse the iconic chapel and learn about the esteemed institution's storied past. Next, wander through the picturesque streets of the historic district, where beautifully preserved 18th-century homes and the stunning Maryland State House beckon with their grandeur. For a family-friendly outing, visit the Annapolis Maritime Museum, where children can engage with interactive exhibits and learn about the region's maritime heritage. If you’re in the mood for relaxation, take a leisurely sail on the Chesapeake Bay, soaking in the stunning views and fresh air while enjoying a sunset cruise. After a day of adventures, consider staying near the bustling City Dock area, where boutique hotels and waterfront accommodations offer a blend of luxury and convenience, making it easy to explore the local shops and restaurants. Indulge in fresh seafood at a nearby eatery, and unwind with the sound of the waves lapping against the dock as you plan your next adventure.

Find the best hotels with early check-in in Annapolis

For travellers looking to maximise their time in Annapolis, these hotels offer flexible early check-in options, ensuring a seamless start to your stay.

Historic Inns of Annapolis

• Why it's great for flexible check-in: A splendid choice for those seeking an early start to their Annapolis adventure, the Historic Inns of Annapolis boasts a guest review rating of 9.0. With options for early check-in, guests can settle in and begin exploring the Historic District without delay. This charming hotel also features late check-out and express check-in, ensuring a straightforward experience from the moment you arrive.
• Other amenities: Additional highlights include a 24-hour fitness centre for those looking to maintain their wellness routine, as well as beautiful terraces to relax and soak in the history of the area. Guests can enjoy valet parking, daily housekeeping, and complimentary toiletries to enhance their comfort. The hotel’s prime location allows easy access to nearby shopping districts and historical sites, making it a perfect base for your Annapolis explorations.
• Neighborhood: Historic District
• Nearby attractions: Thurgood Marshall Memorial - 0.2 km, Maryland State House - 0.2 km

Country Inn & Suites by Radisson, Annapolis, MD

• Why it's great for flexible check-in: For those desiring an early check-in option, Country Inn & Suites by Radisson, Annapolis offers this flexibility along with a high guest review rating of 9.0. Guests can enjoy seamless check-in services, allowing for an early start to their stay in Annapolis. The welcoming environment is complemented by a variety of convenient amenities, including complimentary breakfast and a heated indoor pool for relaxation.
• Other amenities: Additional features include a fitness centre accessible 24 hours a day, free parking, and a hot tub for unwinding after a day of exploration. The hotel also offers kitchenettes in rooms, making it an excellent choice for longer stays. With a traditional hotel design and a location close to local attractions, it’s a home away from home for travellers.
• Nearby attractions: Westfield Annapolis Mall - 1.2 km, Annapolis Mall Shopping Center - 1.2 km

Annapolis Waterfront Hotel, Autograph Collection

• Why it's great for flexible check-in: For those who value early check-in, the Annapolis Waterfront Hotel, Autograph Collection offers this option alongside a high review rating of 8.8. Guests can enjoy a seamless arrival experience with both early check-in and late check-out available, allowing them to make the most of their time in this picturesque location. The hotel features beautiful waterfront views and elegant rooms designed for comfort and relaxation.
• Other amenities: Additional amenities include a 24-hour fitness centre, a rooftop garden, and valet parking for added convenience. Guests can indulge in nearby boat tours, enjoy the onsite sailing facilities, and take advantage of designer toiletries and premium bedding in their rooms. The hotel’s location in the Historic District ensures that guests are never far from local attractions and dining options.
• Neighborhood: Historic District
• Nearby attractions: Annapolis City Dock - 0.3 km, U.S. Naval Academy - 0.5 km, William Paca House - 0.5 km

Crowne Plaza Annapolis by IHG

• Why it's great for flexible check-in: The Crowne Plaza Annapolis is perfect for early check-in travellers, with a guest review rating of 8.8 highlighting its commitment to guest satisfaction. This hotel provides both early check-in and late check-out options, allowing guests to maximise their time in the city. The modern amenities and contactless check-in enhance the ease of the experience for all visitors.
• Other amenities: This hotel boasts a 24-hour fitness centre, a terrace for relaxation, and inviting communal spaces. Guests can enjoy the convenience of self-parking, daily housekeeping, and complimentary toiletries. The hotel is also strategically located for easy access to local shopping and dining, making it an ideal choice for those wanting to explore Annapolis.
• Nearby attractions: Westfield Annapolis Mall - 0.3 km, Annapolis Mall Shopping Center - 0.3 km