DoubleTree by Hilton Hotel Annapolis is a practical, comfortable choice for visitors who want a full-service hotel with easy parking and a short drive into the historic district. Like other chain hotels outside the compact core, it trades walkability for space and value, which makes it popular with families, business travelers, wedding guests and visitors who come for Naval Academy events. The brand is known for greeting guests with a warm cookie at check-in, a small touch that families tend to remember.
Rooms in the DoubleTree format are designed to be calm and functional: a comfortable bed, a desk, a modern bathroom and, in many cases, space for a sofa or a second bed. Larger suites and family layouts are usually available, and it is worth asking about them if you are traveling with children or sharing with relatives. The hotel typically has a restaurant and bar, a fitness center and event space, though exact facilities, hours and charges change, so check when you book.
The location logic is the same as for every hotel outside the historic district. You will drive or ride to City Dock, the State House and the Naval Academy gate, then walk once you arrive. A good pattern is to park in a public garage downtown in the morning, spend the day on foot, and return to the hotel for the evening.
The garage fees add up, but they are often balanced by lower nightly rates than the colonial inns, and the convenience of parking at your own door at the end of the day is hard to beat. If you plan an evening with drinks on Main Street, arrange a ride in advance, because demand is high on summer weekends.
The hotel is also a good base for exploring beyond Annapolis. Baltimore, Washington and the Bay Bridge toward the Eastern Shore are all reachable by road, and the major highways are close, which suits anyone combining Annapolis with a longer Mid-Atlantic trip. Business travelers appreciate the desks and connectivity, and groups appreciate the meeting and banquet space that chain hotels of this size typically offer.
Timing matters in Annapolis. Naval Academy graduation week, parents weekends, football games and the sailboat shows fill the town, and hotels of every kind sell out far in advance. If you are traveling for any of those events, book as early as possible and expect higher rates. For a quieter and more affordable visit, choose a midweek stay or travel in late autumn and winter, when the harbor is calm and the historic district is easy to enjoy.
Who it suits
Families and groups who want space and parking, business travelers who need an easy base, wedding guests and anyone who prefers a familiar brand and a predictable room. It is less suited to couples looking for a romantic, atmospheric stay within a few steps of the water, for whom a downtown inn or boutique hotel is a better fit. A few practical tips: ask about connecting rooms, confirm parking charges and shuttle options, and mention special requests such as a quiet room or a higher floor when you book.
Why stay here
- ✓On-site restaurant and bar
- ✓Fitness center
- ✓Event and meeting space
- ✓Parking (confirm charges)
- ✓Family rooms and suites
- ✓Business-friendly rooms
- ✓Air conditioning
- ✓Wi-Fi (confirm charges)
Good questions
Is it walkable to the historic district?+
No. It is a short drive, so most guests park in a public garage downtown and walk from there.
Does it have parking?+
Hotels of this type normally have parking on site. Check current charges and availability when you book.
When should I book?+
Early for graduation week, parents weekends and boat shows. Midweek and winter stays are the best value.




