Oyster Harbor Travel Guide
Annapolis
Visit Oyster Harbor
Things to do
Annapolis Harbor and U.S. Naval Academy Cruise
฿1,147
per adult
Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl
฿1,012
per adult
Annapolis: Historical Treasures of the City with Self-Guided Audio Tour
฿317
per traveller
80% of travellers recommend
Annapolis: Annapolis Harbor and U.S. Naval Academy Cruise
฿1,147
per adult
90% of travellers recommend
Top hotels in Oyster Harbor
Historic Inns of Annapolis
58 State Circle Annapolis MD
The price is ฿2,541 per night from 3 Dec to 4 Dec
฿2,541
฿4,046 total
3 Dec - 4 Dec
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 ...
Rod 'N' Reel Resort
4165 Mears Ave Chesapeake Beach MD
The price is ฿4,852 per night from 30 Nov to 1 Dec
฿4,852
฿6,500 total
30 Nov - 1 Dec
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 ...
Crowne Plaza Annapolis by IHG
173 Jennifer Rd Annapolis MD
Fully refundableReserve now, pay when you stay
The price is ฿3,380 per night from 10 Nov to 11 Nov
฿3,380
฿3,853 total
10 Nov - 11 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 ...
8.8/10 Excellent! (1,009 reviews)
"The hotel’s convenient location was the highlight of my stay. It made getting where I needed to go easy and helped everything run smoothly. A great choice when convenience matters!"
Reviewed on 6 Nov 2026
Sonesta ES Suites Annapolis
170 Admiral Cochrane Dr Edgewater MD
The price is ฿2,789 per night from 29 Nov to 30 Nov
฿2,789
฿3,179 total
29 Nov - 30 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)
"Room was clean, tv didn’t work in my bedroom but that’s my only complaint"
Reviewed on 6 Nov 2026
DoubleTree by Hilton Hotel Annapolis
210 Holiday Court Annapolis MD
Fully refundableReserve now, pay when you stay
The price is ฿2,991 per night from 10 Nov to 11 Nov
฿2,991
฿3,410 total
10 Nov - 11 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 ...
Annapolis Waterfront Hotel, Autograph Collection
80 Compromise St Annapolis MD
The price is ฿7,231 per night from 23 Nov to 24 Nov
฿7,231
฿8,244 total
23 Nov - 24 Nov
includes taxes & fees
Stay at this business-friendly hotel in Annapolis. Enjoy free Wi-Fi, a rooftop terrace and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.8/10 Excellent! (1,000 reviews)
"Staff was Great, Great Location. Nice Restaurant Bartender was great!"
Reviewed on 5 Nov 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.
