Oyster Harbor, MD
Annapolis
Visit Oyster Harbor
Things to do
Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl
￥4,788
per adult
Annapolis: Historical Treasures of the City with Self-Guided Audio Tour
￥1,546
per traveler
80% of travellers recommend
Oyster Harbor Hotel Deals
DoubleTree by Hilton Hotel Annapolis
210 Holiday Court Annapolis MD
The price is ￥13,253 per night from Sep 27 to Sep 28
￥13,253
￥15,108 total
Sep 27 - Sep 28
includes taxes & 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 ...
8.8/10 Excellent! (1,151 reviews)
"Let's start with the positives. The hotel is in a great location, and the staff was friendly and welcoming. Having a restaurant and bar inside the hotel was definitely a plus. The complimentary cookies and water upon arrival were a nice touch. The cookies were served warm and baked on-site. I'm usually ..."
Reviewed on Sep 1, 2026
Crowne Plaza Annapolis by IHG
173 Jennifer Rd Annapolis MD
The price is ￥16,502 per night from Sep 30 to Oct 1
￥16,502
￥18,813 total
Sep 30 - Oct 1
includes taxes & 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 ...
Graduate by Hilton Annapolis
126 West St Annapolis MD
The price is ￥24,531 per night from Sep 13 to Sep 14
￥24,531
￥27,965 total
Sep 13 - Sep 14
includes taxes & 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 ...
Historic Inns of Annapolis
58 State Circle Annapolis MD
The price is ￥16,962 per night from Sep 30 to Oct 1
￥16,962
￥24,816 total
Sep 30 - Oct 1
includes taxes & 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! (1,988 reviews)
"The locations is excellent. Disappointing that when walking around room in socks, it was clear the carpeting was dirty. Other than that, we enjoyed our stay."
Reviewed on Sep 1, 2026
Rod 'N' Reel Resort
4165 Mears Ave Chesapeake Beach MD
The price is ￥22,932 per night from Oct 1 to Oct 2
￥22,932
￥30,790 total
Oct 1 - Oct 2
includes taxes & 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! (1,003 reviews)
"Resort was clean. Thought resort would have microwave in room. Was looking for more adult activities."
Reviewed on Sep 1, 2026
Sonesta ES Suites Annapolis
170 Admiral Cochrane Dr Edgewater MD
The price is ￥14,541 per night from Sep 22 to Sep 23
￥14,541
￥16,576 total
Sep 22 - Sep 23
includes taxes & 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)
"Me and my partner couldn’t sleep there and my security deposit has not been returned"
Reviewed on Sep 1, 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.
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 Ballet Theater of Maryland and Spa Creek.
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.
