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Pretty, colonial Annapolis has preserved its history well and that’s probably this state capital’s biggest draw - that and the sailing culture. The city looks towards its port, on Chesapeake Bay, and the historic district runs right along the waterfront with restaurants and boutiques now occupying many of the original 17th, 18th and 19th Century buildings lining the cobbled streets. Many of the best places to stay in Annapolis can be found along these historic streets, but if your idea of the best place involves all the modern wifi creature comforts then don’t worry, there are plenty of modern rooms behind historic facades.
What Not To Miss
- Annapolis is a great town for visitors, it’s expecting lots of them. There’s a lively nightlife, assisted by the naval academy - students of which you’ll oft see wandering around town in their sailor’s whites. If you’re interested you can book a tour of the academy…
- The docks are a great place to start any visit and also a great place to sit and watch the world sail by.
- Some of the other highlights of Annapolis include the Hammond Harwood House, a colonial home built in 1774 complete with period furniture and art.
- There are numerous historic houses open to the public; the Maryland State Capitol; the Banneker-Douglass Museum and the Annapolis Maritime Museum.
- You should obviously also take a sailing trip, be it in a schooner or cruise ferry or kayak.
The best places to stay in Annapolis get very busy during the peak summer months. So if you want to be sure of your reservation, plan well ahead.
The best places to stay in Annapolis
For a great location
- The Historic Inns of Annapolis is a collection of three townhouses in central Annapolis which between them have 124 modern rooms. You’re well located for Maryland’s historic treasures, plus there’s a great restaurant called ’The Treaty of Paris’.
For an apartment
- If you'd prefer a self-catering option this holiday - don't hesitate to visit our online partner Booking.com for a selection of properties ideal for exploring the city.
- Fly to Baltimore–Washington International Airport located 40km (25 miles) from Annapolis with flight connections across the world including the USA, Europe and South America.
- Alternatively, catch a bus with links to Washington D.C amongst other destinations.
- If you want to rent a car, for prices visit our online partner Holiday Autos.
- Best time to visit - the spring from March to May is when the city is filled with blossom and the sailing season is beginning.
Still not sure?
Best Hotels in Annapolis
Historic Inns of Annapolis 124 rooms from $150Annapolis (Maryland)
Hotel consists of 3 townhouses in central Annapolis. Modern rooms offer en suite bathrooms and all facilities. The Treaty of Paris Restaurant offers seasonal fish, an extensive wine list and American cuisine. Location is great for Maryland's history and Washington DC. Business and gym facilities.Sailing - Sailing in Annapolis is a popular past time.Sights nearby - National Maritime Museum.Full of characterGreat walks - Good for walkers.