The Annapolis Inn is a small, intimate property in an eighteenth-century house in the historic district, close to Prince George Street and the Naval Academy gate. It appeals to couples, parents visiting midshipmen and travelers who want the feel of staying in a private home, with a handful of rooms rather than hundreds and a host who knows the town well.
Rooms are individually furnished in a traditional style, with antique-style pieces, period detail and updated bathrooms and air conditioning. Because the house is old, layouts differ and stairs are part of the experience, so ask about the specific room, bed type and floor when you reserve. Breakfast arrangements and extras vary, so confirm what is included.
The location is the draw. The William Paca House and the Hammond-Harwood House are a few minutes on foot, the State House is a short uphill walk, and City Dock and Main Street are close by. Evenings are quiet compared with the waterfront, which suits light sleepers, and the surrounding brick streets are lovely for a stroll after dinner.
Small inns fill early for graduation week, parents weekends, boat show weekends and holiday periods, so book as far ahead as you can. Midweek and winter stays are calmer and better value. Parking is limited in the historic core, so ask about arrangements and nearby garages before you arrive.
Who it suits
Couples, history lovers and visitors with midshipmen, who value character and a quiet setting. If you want a pool, gym or on-site restaurant, choose a larger hotel. For a calm, characterful base within a short walk of almost everything in the old town, this inn is a strong choice, and its small size means staff can help with restaurant reservations and tour ideas.
A few practical tips round out the picture. Tell the hosts your arrival time so someone is there to welcome you, since small inns do not always have a staffed desk around the clock. Pack light because stairs can be narrow, and bring earplugs only if you are very sensitive, as the street is generally quiet. Ask for recommendations on the day's tours and tables, because local hosts often know which cruises have space and which restaurants are worth a reservation.
Consider how the inn fits a longer plan. A morning at the Paca House garden, a walking tour that starts near City Dock, a harbor cruise in the afternoon and dinner on Main Street are all within a gentle stroll, so you can leave the car parked for the whole stay.
The surrounding streets are some of the most photographed in the city, with brick sidewalks, shutters and gardens, and early morning is the best time to walk them before the day-trippers arrive. In winter the inn feels especially snug, with a quiet street and holiday lights in the windows nearby.
Why stay here
- ✓Historic house setting
- ✓Walk to Naval Academy gate
- ✓Walk to Paca House and City Dock
- ✓Individually furnished rooms
- ✓Air conditioning
- ✓Quiet street
- ✓Personal service
- ✓Wi-Fi
Good questions
How close is the Naval Academy?+
A short walk to the gate, which is handy for visiting midshipmen and graduation events.
Is breakfast included?+
Check what is included when you reserve, as arrangements vary.
Is there parking?+
Parking is limited in the historic core. Ask about nearby garages when you book.




