Find the 2 Best Hotels in Annapolis, MD

Flag House Inn is a historic boutique hotel in Annapolis, Maryland, offering elegantly designed accommodations that blend 19th-century architecture with modern amenities. Located steps from the U.S. Naval Academy, our property features luxury rooms with premium bedding, climate control systems, and curated interiors reflecting Annapolis' maritime heritage. Guests enjoy farm-to-table breakfast service and personalized concierge assistance for exploring local attractions.

Annapolis Inn is a historic bed and breakfast in downtown Annapolis, Maryland, offering luxury accommodations in a meticulously preserved 18th-century landmark. Our three unique suites combine opulent decor with modern amenities, providing an immersive experience steps from the waterfront and historic attractions. Guests enjoy curated hospitality, gourmet breakfasts, and personalized service in a setting that celebrates American heritage.