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
Graduate by Hilton Annapolis
126 West St Annapolis MD
The price is ฿4,676 per night from 22 Nov to 23 Nov
฿4,676
฿5,331 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 ...
DoubleTree by Hilton Hotel Annapolis
210 Holiday Court Annapolis MD
The price is ฿3,071 per night from 22 Nov to 23 Nov
฿3,071
฿3,501 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 ...
Rod 'N' Reel Resort
4165 Mears Ave Chesapeake Beach MD
Fully refundableReserve now, pay when you stay
The price is ฿4,066 per night from 8 Nov to 9 Nov
฿4,066
฿4,513 total
8 Nov - 9 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! (1,003 reviews)
"The Hotel was excellent. However, Expedia did not disclose that there was an additional charge for resort fee that was not included in the quoted price from Expedia. There was an additional $33.00 when I checked into the hotel. I could have gone with a different online reservation cheaper."
Reviewed on 22 Oct 2026
Crowne Plaza Annapolis by IHG
173 Jennifer Rd Annapolis MD
The price is ฿3,476 per night from 22 Nov to 23 Nov
฿3,476
฿3,962 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 helpful staff and the clean ...
Historic Inns of Annapolis
58 State Circle Annapolis MD
The price is ฿2,891 per night from 9 Nov to 10 Nov
฿2,891
฿4,450 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 ...
St Michaels Inn
1228 S Talbot Street St. Michaels MD
The price is ฿2,703 per night from 1 Nov to 2 Nov
฿2,703
฿2,973 total
1 Nov - 2 Nov
includes taxes & fees
Stay at this business-friendly hotel in St. Michaels. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms ...
8/10 Very good! (1,004 reviews)
"older facility but kept clean. a good value for an over night"
Reviewed on 22 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.
