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
$106 nightly
The price is $120 total per night from Dec 3 to Dec 4
$120 total
Dec 3 - Dec 4
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
Fully refundableReserve now, pay when you stay
$171 nightly
The price is $190 total per night from Nov 18 to Nov 19
$190 total
Nov 18 - Nov 19
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! (1,007 reviews)
"The staff were friendly, the room was clean and a great view of the bay! We'll be back!"
Reviewed on Nov 9, 2026
Crowne Plaza Annapolis by IHG
173 Jennifer Rd Annapolis MD
$105 nightly
The price is $120 total per night from Dec 8 to Dec 9
$120 total
Dec 8 - Dec 9
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! (1,012 reviews)
"The elevator was broken, and the hot tub was broken. I had to call down to ask where the ice machines were since nobody mentioned it, and they were located in the lobby. It would’ve been helpful to know some of these things as we checked in Also, there was no free coffee in the morning, etc. I preferred ..."
Reviewed on Nov 9, 2026
Sonesta ES Suites Annapolis
170 Admiral Cochrane Dr Edgewater MD
$82 nightly
The price is $93 total per night from Nov 29 to Nov 30
$93 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 ...
DoubleTree by Hilton Hotel Annapolis
210 Holiday Court Annapolis MD
$89 nightly
The price is $102 total per night from Nov 12 to Nov 13
$102 total
Nov 12 - Nov 13
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! (1,274 reviews)
"Property is dated and needs a facelift. Hallways smell a little dank and musty. Rooms were ok, but definitely could use updating ."
Reviewed on Nov 8, 2026
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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