Oyster Harbor, MD
Annapolis
Visit Oyster Harbor
Things to do
Annapolis: Historical Treasures of the City with Self-Guided Audio Tour
$10
per traveler
80% of travellers recommend
Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl
$30
per adult
Annapolis Ghost Tours Boos & Booze Haunted Pub Crawl
$36
per adult
Ashes and Apparitions of Annapolis Ghost Tour
$32
per adult
100% of travellers recommend
The Original Haunted Pub Crawl by Annapolis Ghost Tours
$31
per adult
Oyster Harbor Hotel Deals
DoubleTree by Hilton Hotel Annapolis
210 Holiday Court Annapolis MD
$90 nightly
The price is $103 total per night from Oct 4 to Oct 5
$103 total
Oct 4 - Oct 5
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 ...
Historic Inns of Annapolis
58 State Circle Annapolis MD
$148 nightly
The price is $169 total per night from Oct 12 to Oct 13
$169 total
Oct 12 - Oct 13
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 ...
9/10 Wonderful! (2,025 reviews)
"The property was not as advertised. The rooms were humid and had a slight musty smell. Several advertised amenities were missing from our rooms. One person in my group even found cigarette ashes on her comforter. I rented three rooms, and each one had an issue. I would not recommend this hotel."
Reviewed on Oct 1, 2026
Crowne Plaza Annapolis by IHG
173 Jennifer Rd Annapolis MD
$118 nightly
The price is $135 total per night from Oct 12 to Oct 13
$135 total
Oct 12 - Oct 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 helpful staff and the ...
Graduate by Hilton Annapolis
126 West St Annapolis MD
$147 nightly
The price is $167 total per night from Oct 26 to Oct 27
$167 total
Oct 26 - Oct 27
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 ...
Rod 'N' Reel Resort
4165 Mears Ave Chesapeake Beach MD
Fully refundableReserve now, pay when you stay
$162 nightly
The price is $180 total per night from Oct 8 to Oct 9
$180 total
Oct 8 - Oct 9
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 ...
Sonesta ES Suites Annapolis
170 Admiral Cochrane Dr Edgewater MD
$91 nightly
The price is $104 total per night from Nov 1 to Nov 2
$104 total
Nov 1 - Nov 2
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! (1,002 reviews)
"The staff was welcoming and very pleasant at check in. I was able to park my car next to my room so i did not have to walk a lot together to my room. The room and amenities at this hotel is amazing! Full kitchen! Easy accred walking path to the breakfast buffet. The breakfast was excellent with healthy ..."
Reviewed on Sep 30, 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.
Admiral Heights
Admiral Heights might not have many top sights, but Navy-Marine Corps Memorial Stadium and Maryland Hall for Creative Arts are two attractions nearby that you can check out.
Oyster Harbor, MD
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