
Historic District Holidays
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Where to stay in Historic District
Find the best Historic District areas and neighborhoods for the activities you enjoy most. Learn more about Historic District

Eastport
While visiting Eastport, you might make a stop by sights like Annapolis Maritime Museum and Annapolis Harbor.
Top hotels in Historic District

Historic Inns of Annapolis
58 State Circle, Annapolis, MD
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (1,811 reviews)
"This property is perfectly located within short walking distance of the USNA, downtown shopping/dining and the State House. It could not be in a better location. The property is historic, beautiful and well maintained. The room was spacious, clean and did not feel tired or in need of a refresh. We ..."
Reviewed on 23 Jul 2025

Annapolis Waterfront Hotel, Autograph Collection
80 Compromise St, Annapolis, MD
Fully refundableReserve now, pay when you stay
The price is €213 per night from 17 Aug to 18 Aug
€213
17 Aug - 18 Aug
includes taxes & fees
8.8/10 Excellent! (841 reviews)
"The hotel offers a breathtaking view of the water. The room was clean, spacious, and comfortable. I found the staff to be attentive, friendly, and knowledgeable. They provided information regarding great places to eat and things to do. There is a wonderful yacht cruise that departs directly behind ..."
Reviewed on 9 Jul 2025

86 State Circle - Luxury Boutique Hotel
86 State Cir, Annapolis, MD
The price is €286 per night from 28 Jul to 29 Jul
€286
28 Jul - 29 Jul
includes taxes & fees
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Frequently asked questions
Popular places to visit

Maryland State House
Appreciate the superb architecture and fascinating history of America’s first peacetime capitol and the oldest state capitol still in legislative use.

Hammond-Harwood House
Explore the well-preserved interior of this 18th-century residence, which features antique furniture, period décor and prized paintings by Charles Willson Peale.
Things to do

Annapolis: Historical Treasures of the City with Self-Guided Audio Tour
€8
per traveller
80% of travellers recommend

Annapolis: Pirates, Patriots, and Poltergeists of Old Town
€31
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.