Annapolis Vacations

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Where to stay in Annapolis

Find the best Annapolis areas and neighborhoods for the activities you enjoy most. Learn more about Annapolis
Annapolis which includes street scenes and a city as well as a small group of people

Historic District

1 out of top 10 points of interest in this area

Discover a well-preserved historic district with elements of the original town plan, featuring landmarks like the Maryland State House, St. Ann's Church, and Paca House and Gardens. The neighborhood features prestigious educational institutions like St. John's College and the U.S. Naval Academy.

Find hotels in Historic District

Find the Best Annapolis Vacation Packages

Annapolis Hotel Deals

Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle, Annapolis, MD
The price is ₩161,155 per night from Sep 29 to Sep 30
₩161,155
₩231,114 total
Sep 29 - Sep 30
includes taxes & fees
9/10 Wonderful! (1,822 reviews)
Nice stay
"We had a great room in the Governor Calvert House, very spacious with a big bathroom and comfortable bed. The amenities in the room were lacking however, there were two tiny water bottles and not enough coffee. Also, glass cups at the sink would be a lot nicer than the plastic ones they supplied. ..."

Reviewed on Sep 14, 2025

Historic Inns of Annapolis
Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

3 out of 5
2600 Housley Road, Annapolis, MD
The price is ₩140,186 per night from Sep 28 to Sep 29
₩140,186
₩159,813 total
Sep 28 - Sep 29
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
"Had a very pleasant check-in!!"

Reviewed on Sep 10, 2025

Country Inn & Suites by Radisson, Annapolis, MD
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

4 out of 5
210 Holiday Court, Annapolis, MD
The price is ₩146,603 per night from Sep 29 to Sep 30
₩146,603
₩167,128 total
Sep 29 - Sep 30
includes taxes & fees
8.6/10 Excellent! (1,010 reviews)
Wonderful
"Truly exceptional stay. Service was extraordinary, conditions were very comfy...just a pleasure."

Reviewed on Sep 13, 2025

DoubleTree by Hilton Hotel Annapolis
See all 582 properties in Annapolis
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.

Discover the most popular places to visit in Annapolis

U.S. Naval Academy which includes military items, interior views and heritage architecture

U.S. Naval Academy

See where future generations of Navy and Marine Corps officers are trained at this historic federal service academy within a former fort in Annapolis harbor.

U.S. Naval Academy
Chesapeake Bay Bridge

Chesapeake Bay Bridge

Attempt the nerve-racking drive across this long and notoriously scary bridge, which provides fabulous views of Chesapeake Bay for passengers.

Chesapeake Bay Bridge
Maryland Quiet Waters Park which includes a garden

Maryland Quiet Waters Park

Stroll along miles of trails through grassy parkland, hardwood forests and riverfront promenades and check out the visitor center at this pretty park.

Maryland Quiet Waters Park
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.