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
Oyster Harbor Hotel Deals
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 ...
DoubleTree by Hilton Hotel Annapolis
210 Holiday Court Annapolis MD
$106 nightly
The price is $121 total per night from Oct 12 to Oct 13
$121 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 restaurant and the ...
Rod 'N' Reel Resort
4165 Mears Ave Chesapeake Beach MD
Fully refundableReserve now, pay when you stay
$132 nightly
The price is $146 total per night from Oct 27 to Oct 28
$146 total
Oct 27 - Oct 28
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 ...
Crowne Plaza Annapolis by IHG
173 Jennifer Rd Annapolis MD
$107 nightly
The price is $122 total per night from Nov 10 to Nov 11
$122 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 ...
8.8/10 Excellent! (1,004 reviews)
"The only suggestion is there should be complimentary coffee in the lobby in the morning"
Reviewed on Oct 9, 2026
Historic Inns of Annapolis
58 State Circle Annapolis MD
$133 nightly
The price is $152 total per night from Oct 30 to Oct 31
$152 total
Oct 30 - Oct 31
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 ...
St Michaels Inn
1228 S Talbot Street St. Michaels MD
$95 nightly
The price is $105 total per night from Nov 1 to Nov 2
$105 total
Nov 1 - Nov 2
Total with taxes and fees
Book a stay at this business-friendly hotel in St. Michaels. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
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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