Oyster Harbor, MD
Annapolis
Visit Oyster Harbor
Things to do
Annapolis Harbor and U.S. Naval Academy Cruise
$34
per adult
Annapolis: Historical Treasures of the City with Self-Guided Audio Tour
$10
per traveler
80% of travellers recommend
Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl
$30
per adult
The Original Haunted Pub Crawl by Annapolis Ghost Tours
$31
per adult
Oyster Harbor Hotel Deals
DoubleTree by Hilton Hotel Annapolis
210 Holiday Court Annapolis MD
$83 nightly
The price is $95 total per night from Sep 27 to Sep 28
$95 total
Sep 27 - Sep 28
Total with taxes and fees
Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the ...
Crowne Plaza Annapolis by IHG
173 Jennifer Rd Annapolis MD
$110 nightly
The price is $125 total per night from Sep 13 to Sep 14
$125 total
Sep 13 - Sep 14
Total with taxes and fees
Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.6/10 Excellent! (1,024 reviews)
"Great hotel! Wish the microwave was in the room."
Reviewed on Sep 6, 2026
Graduate by Hilton Annapolis
126 West St Annapolis MD
$155 nightly
The price is $177 total per night from Oct 1 to Oct 2
$177 total
Oct 1 - Oct 2
Total with taxes and fees
Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the bar and ...
9.4/10 Exceptional! (1,009 reviews)
"GREAT location! The room was huge & beautifully decorated. We are excited to come back again! 10/10!"
Reviewed on Sep 7, 2026
Historic Inns of Annapolis
58 State Circle Annapolis MD
$147 nightly
The price is $168 total per night from Sep 28 to Sep 29
$168 total
Sep 28 - Sep 29
Total with taxes and fees
Book a stay at this historic hotel in Annapolis. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean ...
9/10 Wonderful! (2,000 reviews)
"The best thing about this hotel is the location. Right behind it is the historic charm. It’s one of the best in the country. The staff was very helpful. The room was spacious. The room was clean. The only thing it needed was newer television monitors. We were trying to watch the U.S. Open tennis ..."
Reviewed on Sep 8, 2026
Rod 'N' Reel Resort
4165 Mears Ave Chesapeake Beach MD
Fully refundable
$162 nightly
The price is $180 total per night from Oct 8 to Oct 9
$180 total
Oct 8 - Oct 9
Total with taxes and fees
Book a stay at this business-friendly hotel in Chesapeake Beach. Enjoy an outdoor pool, 2 restaurants, and a marina. Our guests praise the helpful staff and ...
8.6/10 Excellent! (1,015 reviews)
"Felt like we traveled to a southern town while still being in Maryland. Great hotel."
Reviewed on Sep 7, 2026
Sonesta ES Suites Annapolis
170 Admiral Cochrane Dr Edgewater MD
$94 nightly
The price is $107 total per night from Sep 27 to Sep 28
$107 total
Sep 27 - Sep 28
Total with taxes and fees
Book a stay at this business-friendly hotel in Edgewater. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (1,010 reviews)
"The lawn around the tennis court and pool need cutting/landscaping. Other than that the room was great and felt like a safe location."
Reviewed on Sep 8, 2026
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.
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
Learn more about Oyster Harbor
Historic District
While visiting Historic District, you might make a stop by sights like Maryland State House and William Paca House.
Eastport
While visiting Eastport, you might make a stop by sights like Annapolis Maritime Museum and Annapolis Harbor.
Murray Hill
While visiting Murray Hill, you might make a stop by sights like Spa Creek and Ballet Theater of Maryland.
Hillsmere
If you're spending some time in Hillsmere, Maryland Quiet Waters Park and Great Frogs Winery are top sights worth seeing.
Admiral Heights
Admiral Heights might not have many top sights, but Navy-Marine Corps Memorial Stadium and Maryland Hall for Creative Arts are two attractions nearby that you can check out.
Oyster Harbor, MD
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