Oyster Harbor Vacations from $279
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Your Oyster Harbor Vacation
Make planning your travels hassle-free by booking a vacation package to Oyster Harbor. We'll take care of the finer points, so you can concentrate on discovering everything this neighborhood can offer. Not sure what to see and do during your trip to Oyster Harbor? Nearby attractions such as Maryland Quiet Waters Park, Annapolis Maritime Museum and Annapolis Landing Marina are great places to start. Stop daydreaming and start doing. When you're ready to lock in your vacation to Oyster Harbor, Expedia will help you get there.
The Latest Oyster Harbor Vacation Packages
Hampton Inn & Suites Washington DC-Navy Yard
Reviewed on Nov 30, 2025
Rosewood Washington, D.C.
Reviewed on Sep 26, 2025
Canopy by Hilton Washington DC Bethesda North
Reviewed on Nov 16, 2025
Hotel AKA Alexandria
Reviewed on Nov 20, 2025
Where to stay in Oyster Harbor
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.
Oyster Harbor Hotel Deals
Historic Inns of Annapolis
Rooms are in the different buildings so we needed to check in to find out where we were staying. Parking is difficult so we chose to pay for valet. Loved the location and it was convenient for Midnight Madness shopping and to great restaurants.
Reviewed on Dec 6, 2025
Graduate by Hilton Annapolis
Very nice hotel. The dog park could have better lighting.
Reviewed on Dec 3, 2025
DoubleTree by Hilton Hotel Annapolis
Great place!
Reviewed on Dec 3, 2025
Discover the most popular places to visit in Oyster Harbor
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.
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.
Things to do
AERIAL TRAM TOUR - HALF DAY PASS Rainforest Adventures Jacó
Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl
