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
Everything about this beautiful historic hotel was beautiful and perfect—I can’t wait to come back!
Reviewed on Jan 31, 2026
Graduate by Hilton Annapolis
The room was very spacious. Staff were nice. Amenities were excellent. Good location for our stay.
Reviewed on Feb 5, 2026
Crowne Plaza Annapolis by IHG
The room was wonderful, the venue wonderful and pillows wonderful! We were there for a bluegrass festival and it was WONDERFUL!
Reviewed on Feb 2, 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.
