Oyster Harbor, MD
Annapolis
Visit Oyster Harbor
Things to do
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
America 250 Historic Walking Tour of Annapolis (with Guide)
$34
per adult
The Original Haunted Pub Crawl by Annapolis Ghost Tours
$31
per adult
Oyster Harbor Hotel Deals
Historic Inns of Annapolis
58 State Circle Annapolis MD
$105 nightly
The price is $119 total per night from Nov 17 to Nov 18
$119 total
Nov 17 - Nov 18
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
$164 nightly
The price is $182 total per night from Dec 1 to Dec 2
$182 total
Dec 1 - Dec 2
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 ...
8.8/10 Excellent! (1,001 reviews)
"Our stay was for several days. The property is very well maintained, and great views of Chesapeake Bay. Booking through Expedia is the best decision because the daily rack rate is far higher. There is onsite uniformed security. There are an abundance of handicapped parking and a parking garage. We ..."
Reviewed on Nov 10, 2026
Crowne Plaza Annapolis by IHG
173 Jennifer Rd Annapolis MD
$103 nightly
The price is $117 total per night from Dec 9 to Dec 10
$117 total
Dec 9 - Dec 10
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 ...
8.8/10 Excellent! (1,014 reviews)
"The hot tub was broken. But the staff was helpful, the rooms were big and clean"
Reviewed on Nov 10, 2026
Sonesta ES Suites Annapolis
170 Admiral Cochrane Dr Edgewater MD
$85 nightly
The price is $97 total per night from Nov 23 to Nov 24
$97 total
Nov 23 - Nov 24
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! (1,010 reviews)
"Parking fee $7/day. In walking distance, nice coffee and brunch place"
Reviewed on Nov 9, 2026
DoubleTree by Hilton Hotel Annapolis
210 Holiday Court Annapolis MD
$89 nightly
The price is $102 total per night from Nov 23 to Nov 24
$102 total
Nov 23 - Nov 24
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 ...
Annapolis Waterfront Hotel, Autograph Collection
80 Compromise St Annapolis MD
$215 nightly
The price is $245 total per night from Nov 23 to Nov 24
$245 total
Nov 23 - Nov 24
Total with taxes and fees
Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff ...
8.8/10 Excellent! (1,000 reviews)
"Staff was Great, Great Location. Nice Restaurant Bartender was great!"
Reviewed on Nov 5, 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 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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