Oyster Harbor Travel Guide
Annapolis
Visit Oyster Harbor
Things to do
Annapolis Harbor and U.S. Naval Academy Cruise
฿1,135
per adult
Annapolis: Annapolis Harbor and U.S. Naval Academy Cruise
฿1,135
per adult
90% of travellers recommend
Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl
฿1,002
per adult
Annapolis: Historical Treasures of the City with Self-Guided Audio Tour
฿319
per traveller
80% of travellers recommend
Top hotels in Oyster Harbor
Historic Inns of Annapolis
58 State Circle Annapolis MD
Fully refundable
The price is ฿2,893 per night from 9 Nov to 10 Nov
฿2,893
฿4,453 total
9 Nov - 10 Nov
includes taxes & fees
Stay at this historic hotel in Annapolis. Enjoy free Wi-Fi, room service and a 24-hour fitness centre. Our guests praise the helpful staff and the clean rooms ...
9/10 Wonderful! (2,058 reviews)
"Great location!"
Reviewed on 25 Oct 2026
Rod 'N' Reel Resort
4165 Mears Ave Chesapeake Beach MD
The price is ฿4,283 per night from 5 Nov to 6 Nov
฿4,283
฿4,755 total
5 Nov - 6 Nov
includes taxes & fees
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 the clean ...
8.6/10 Excellent! (1,005 reviews)
"They charged resort fee which was included in my initial payment and they charged me anyway"
Reviewed on 25 Oct 2026
Crowne Plaza Annapolis by IHG
173 Jennifer Rd Annapolis MD
The price is ฿3,343 per night from 24 Nov to 25 Nov
฿3,343
฿3,811 total
24 Nov - 25 Nov
includes taxes & fees
Stay at this business-friendly hotel in Annapolis. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
Sonesta ES Suites Annapolis
170 Admiral Cochrane Dr Edgewater MD
The price is ฿2,870 per night from 16 Nov to 17 Nov
฿2,870
฿3,272 total
16 Nov - 17 Nov
includes taxes & fees
Stay at this business-friendly hotel in Edgewater. Enjoy free breakfast, free Wi-Fi and an outdoor pool. Our guests praise the helpful staff and the clean rooms ...
8.8/10 Excellent! (1,005 reviews)
"Very quiet great location."
Reviewed on 25 Oct 2026
DoubleTree by Hilton Hotel Annapolis
210 Holiday Court Annapolis MD
The price is ฿3,073 per night from 22 Nov to 23 Nov
฿3,073
฿3,503 total
22 Nov - 23 Nov
includes taxes & fees
Stay at this business-friendly hotel in Annapolis. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the restaurant and the helpful ...
Graduate by Hilton Annapolis
126 West St Annapolis MD
The price is ฿4,679 per night from 22 Nov to 23 Nov
฿4,679
฿5,334 total
22 Nov - 23 Nov
includes taxes & fees
Stay at this business-friendly hotel in Annapolis. Enjoy free Wi-Fi, breakfast (surcharge) and a 24-hour fitness centre. Our guests praise the bar and the helpful ...
9.4/10 Exceptional! (1,009 reviews)
"The hotel was clean and well located, and the staff was pleasant and helpful. My only complaint was that the mattress was a little soft, and I would have preferred a choice of pillows."
Reviewed on 24 Oct 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 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
If you're spending some time in Murray Hill, Spa Creek and Ballet Theater of Maryland are top sights worth seeing.
Hillsmere
While visiting Hillsmere, you might make a stop by sights like Maryland Quiet Waters Park and Great Frogs Winery.
Cape Saint Claire
While visiting Cape Saint Claire, you might make a stop by sights like Northern Chesapeake Bay and Chesapeake Bay.
