Annapolis Vacation Packages
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Your Annapolis Vacation
Book a custom vacation package to Annapolis and get ready to experience this fascinating city how you like. Consider spending time in the neighborhood of Historic District, which is good for history and tons more. If a sightseeing tour is part of the program during your trip to Annapolis, stop by leading attractions like U.S. Naval Academy, Maryland State House and William Paca House. Check out Expedia's wide range of travel options and book your ideal vacation to Annapolis now.
Top Annapolis Vacation Deals
Kellogg Conference Hotel at Gallaudet University
Reviewed on Jun 11, 2026
Eurostars Saint Gregory Dupont Circle Georgetown
Reviewed on Jun 11, 2026
Hotel AKA Washington Circle
Reviewed on May 23, 2026
Hotel Heron Alexandria Old Town, Curio Collection by Hilton
Reviewed on Jun 9, 2026
Kimpton Hotel Monaco Washington DC by IHG
Reviewed on Jun 8, 2026
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.
Annapolis Hotel Deals
Historic Inns of Annapolis
"The property is in a great location. Plenty to do in the area without having to drive. Unfortunately the staff are less than helpful. We checked out at 11am. At 12 noon, we realized we left a bag hanging from the bathroom door. Called, staff said they wou look into it. Took down my number and address. ..."
Reviewed on Jun 10, 2026
Crowne Plaza Annapolis by IHG
"The hot tub was out of service. The restaurant was never open when we wanted to dine there. The bathroom in the room had an odor. Otherwise the stay was suitable for the couple of nights my husband and I stayed."
Reviewed on Jun 9, 2026
DoubleTree by Hilton Hotel Annapolis
"Just fantastic"
Reviewed on Jun 11, 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.
Sandy Point State Park
Sunbathe on the beach, enjoy unrivaled views of the Chesapeake Bay Bridge and go hiking, swimming, fishing and boating in this vast park.
Chesapeake Bay Bridge
Attempt the nerve-racking drive across this long and notoriously scary bridge, which provides fabulous views of Chesapeake Bay for passengers.
What to do in Annapolis
Ashes and Apparitions of Annapolis Ghost Tour
