Annapolis Vacations
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Where to stay in Annapolis
Historic District
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 the Best Annapolis Vacation Packages
Annapolis Hotel Deals
Historic Inns of Annapolis
"Good location"
Reviewed on May 31, 2026
Annapolis Waterfront Hotel, Autograph Collection
"Valet was full had to park garage pretty far away as well as a poor check in experience"
Reviewed on May 29, 2026
DoubleTree by Hilton Hotel Annapolis
"The hotel was very nice and so was all of the staff. They had some remodeling being done at the time but there was no inconvenience with anything. We had a great time and would like to return again."
Reviewed on May 31, 2026
Discover the most popular places to visit in Annapolis
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.
Chesapeake Bay Bridge
Attempt the nerve-racking drive across this long and notoriously scary bridge, which provides fabulous views of Chesapeake Bay for passengers.
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.
