Oyster Harbor, MD
Annapolis
Visit Oyster Harbor
Things to do
Annapolis: Annapolis Harbor and U.S. Naval Academy Cruise
$34
per adult
90% of travellers recommend
Annapolis Harbor and U.S. Naval Academy Cruise
$34
per adult
Annapolis: Historical Treasures of the City with Self-Guided Audio Tour
$9
per traveler
80% of travellers recommend
Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl
$30
per adult
Oyster Harbor Hotel Deals
Historic Inns of Annapolis
58 State Circle Annapolis MD
$136 nightly
The price is $155 total per night from Nov 29 to Nov 30
$155 total
Nov 29 - Nov 30
Total with taxes and 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 ...
Rod 'N' Reel Resort
4165 Mears Ave Chesapeake Beach MD
$155 nightly
The price is $172 total per night from Nov 30 to Dec 1
$172 total
Nov 30 - Dec 1
Total with taxes and 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! (1,004 reviews)
"Hotel is lovely. Only note is that the toiletries were mostly empty, as was the tissue box. None of these are critical. Just thought you’d like to know."
Reviewed on Oct 30, 2026
Crowne Plaza Annapolis by IHG
173 Jennifer Rd Annapolis MD
$101 nightly
The price is $115 total per night from Nov 10 to Nov 11
$115 total
Nov 10 - Nov 11
Total with taxes and 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 ...
Sonesta ES Suites Annapolis
170 Admiral Cochrane Dr Edgewater MD
$86 nightly
The price is $98 total per night from Nov 29 to Nov 30
$98 total
Nov 29 - Nov 30
Total with taxes and 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! (1,001 reviews)
"No airport shuttle, beware. Closing the hotel in November......."
Reviewed on Oct 28, 2026
DoubleTree by Hilton Hotel Annapolis
210 Holiday Court Annapolis MD
$89 nightly
The price is $102 total per night from Nov 10 to Nov 11
$102 total
Nov 10 - Nov 11
Total with taxes and 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! (1,263 reviews)
"The staff friendliness was the best part of this trip! My bed was just as terrific. The building has certainly been around for years, so some wear and tear visible, but the team made every effort to make sure I was taken care of. I can't recommend the staff enough."
Reviewed on Oct 29, 2026
Graduate by Hilton Annapolis
126 West St Annapolis MD
$130 nightly
The price is $149 total per night from Nov 29 to Nov 30
$149 total
Nov 29 - Nov 30
Total with taxes and 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 ...
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. Learn more about Oyster Harbor
Learn more about Oyster Harbor
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 Spa Creek and Ballet Theater of Maryland.
Hillsmere
If you're spending some time in Hillsmere, Maryland Quiet Waters Park and Great Frogs Winery are top sights worth seeing.
Cape Saint Claire
If you're spending some time in Cape Saint Claire, Northern Chesapeake Bay and Chesapeake Bay are top sights worth seeing.
Oyster Harbor, MD
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