Oyster Harbor Vacations

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Where to stay in Oyster Harbor

Find the best Oyster Harbor areas and neighborhoods for the activities you enjoy most. Learn more about Oyster Harbor
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
5/5(83 area reviews)

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

Oyster Harbor Hotel Deals

Historic Inns of Annapolis
Historic Inns of Annapolis
3.5 out of 5
58 State Circle, Annapolis, MD
Fully refundableReserve now, pay when you stay
The price is SAR 690 per night from May 15 to May 16
SAR 690
SAR 914 total
15 May - 16 May
includes taxes & fees
8.8/10 Excellent! (1,761 reviews)
Very Historical Property
"There are 3 different properties. You check in one place and then have to be driven to the one you are staying in. The room I was in was nice, but very small. It wouldn’t have worked for two people. I had to Lyft to pick up my car as I had an early flight. The $50 valet fee was a little ..."

Reviewed on 8 May 2025

Historic Inns of Annapolis
Graduate by Hilton Annapolis
Graduate by Hilton Annapolis
4 out of 5
126 West St, Annapolis, MD
Fully refundableReserve now, pay when you stay
The price is SAR 614 per night from May 28 to May 29
SAR 614
SAR 699 total
28 May - 29 May
includes taxes & fees
9.4/10 Exceptional! (1,005 reviews)
"Love the rooms and the quaintness of the town!"

Reviewed on 1 May 2025

Graduate by Hilton Annapolis
Comfort Inn Conference Center
Comfort Inn Conference Center
2.5 out of 5
4500 Crain Hwy, Bowie, MD
Fully refundableReserve now, pay when you stay
The price is SAR 446 per night from May 11 to May 12
SAR 446
SAR 504 total
11 May - 12 May
includes taxes & fees
9/10 Wonderful! (1,003 reviews)
"Always enjoy stay there"

Reviewed on 8 May 2025

Comfort Inn Conference Center
See all 1,156 properties in Oyster Harbor
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 Oyster Harbor

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

U.S. Naval Academy

4.5/5(446 reviews)

Take a campus tour or just explore the area of U.S. Naval Academy, during your trip to Naval Academy. Wander the area's waterfront or simply enjoy one of its top-notch restaurants.

U.S. Naval Academy
Chesapeake Bay Bridge

Chesapeake Bay Bridge

4/5(270 reviews)

Find out about the history of Annapolis with a stop at Chesapeake Bay Bridge. Stroll along the area's waterfront, or simply savor its top-notch restaurants.

Chesapeake Bay Bridge
Sandy Point State Park

Sandy Point State Park

4.5/5(13 reviews)

Enjoy a trip to Sandy Point State Park and popular activities like boating in Annapolis. Stroll along the area's waterfront, or simply savor its top-notch restaurants.

Sandy Point State Park