Oyster Harbor Travel Guide
Tourist Guide
Visit Oyster Harbor
Activities
Annapolis: Historical Treasures of the City with Self-Guided Audio Tour
AU$14
per traveller
80% of travellers recommend
Ashes and Apparitions of Annapolis Ghost Tour
AU$46
per adult
100% of travellers recommend
Our pick of the best Oyster Harbor Hotel Deals
DoubleTree by Hilton Hotel Annapolis
210 Holiday Court Annapolis MD
The price is AU$178 per night from 30 Aug to 31 Aug
AU$178
30 Aug - 31 Aug
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 ...
8.8/10 Excellent! (1,067 reviews)
"Very affordable and much better than the hotels in the area in this price range. Free parking, good service, comfortable and clean rooms. I will stay here again."
Reviewed on 1 Aug 2026
Historic Inns of Annapolis
58 State Circle Annapolis MD
The price is AU$198 per night from 16 Aug to 17 Aug
AU$198
16 Aug - 17 Aug
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! (1,905 reviews)
"Perfectly located within the historical district walking distance to multiple options as well as restaurants and shop"
Reviewed on 1 Aug 2026
Crowne Plaza Annapolis by IHG
173 Jennifer Rd Annapolis MD
Fully refundable
The price is AU$192 per night from 9 Aug to 10 Aug
AU$192
9 Aug - 10 Aug
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 ...
St Michaels Inn
1228 S Talbot Street St. Michaels MD
The price is AU$127 per night from 23 Aug to 24 Aug
AU$127
23 Aug - 24 Aug
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 ...
Graduate by Hilton Annapolis
126 West St Annapolis MD
The price is AU$212 per night from 16 Aug to 17 Aug
AU$212
16 Aug - 17 Aug
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! (1,001 reviews)
"My wife and I have been coming to the Admiral Hotel for a number of years now for the 4th of July weekend. It's always clean, friendly and a relaxing place to stay in Annapolis Maryland. In our opinion it's the #1 place to stay."
Reviewed on 1 Aug 2026
Hilton Garden Inn Annapolis Downtown
174 West Street Annapolis MD
The price is AU$174 per night from 16 Aug to 17 Aug
AU$174
16 Aug - 17 Aug
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 helpful staff ...
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.
Our guide on 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.
