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
$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
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
$111 nightly
The price is $126 total per night from Oct 19 to Oct 20
$126 total
Oct 19 - Oct 20
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
$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 ...
8.6/10 Excellent! (1,003 reviews)
"Great rooom, really great service."
Reviewed on Oct 15, 2026
Crowne Plaza Annapolis by IHG
173 Jennifer Rd Annapolis MD
$110 nightly
The price is $125 total per night from Oct 25 to Oct 26
$125 total
Oct 25 - Oct 26
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 ...
Historic Inns of Annapolis
58 State Circle Annapolis MD
$89 nightly
The price is $136 total per night from Nov 11 to Nov 12
$136 total
Nov 11 - Nov 12
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! (2,042 reviews)
"These properties were built in the 1700's, lots of historic value. However the room we stayed in had a threshold going into the bathroom that was 3" higher than the floor. My wife tripped on it during the night and had a bad fall. We reached out to management about it when we checked out and his ..."
Reviewed on Oct 15, 2026
St Michaels Inn
1228 S Talbot Street St. Michaels MD
$89 nightly
The price is $98 total per night from Nov 1 to Nov 2
$98 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 ...
8/10 Very Good! (1,000 reviews)
"It was extremely helpful to my mobility challenged companion to have a parking space right in front of the room. The lobby area was charming, comfortable with fresh coffee, particularly helpful when we had to wait for a tow truck driver for our disabled car. The staff member Alison provided help ..."
Reviewed on Oct 13, 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
Explore a world of travel with Expedia
- Downtown Baltimore Hotels
- Cheap Hotels in Annapolis
- Bowie Hotels
- All-Inclusive Resorts in Maryland
- Inner Harbor Hotels
- Cheap Hotels in Washington
- Oceanfront Hotels in Annapolis
- Bethesda Hotels
- Houseboats in Maryland
- Cabin Rentals in Maryland
- Cheap Hotels in Maryland
- Annapolis Hotels
- Hotels near Baltimore Washington Intl. Thurgood Marshall
- Hotels with Free Airport Shuttle in Baltimore
- Beach Hotels in Maryland
- Maryland Hotels
- Cheap Hotels in Baltimore
- Hotels near Northwest Stadium
- Washington Hotels
- Resorts & Hotels with Spas in Maryland
- Silver Spring Hotels
- National Harbor Hotels
- Adults Only Resorts & in Maryland
- Baltimore Hotels
- Flights from Portland (PDX) to Baltimore (BWI)
- Flights from Honolulu (HNL) to Baltimore (BWI)
- Flights from Baltimore Washington Intl. Thurgood Marshall
- Flights from Detroit (DTW) to Baltimore (BWI)
- Flights from Dallas (DFW) to Baltimore (BWI)
- Flights from Miami (MIA) to Baltimore (BWI)
- Flights from Fort Lauderdale (FLL) to Baltimore (BWI)
- Flights to Annapolis
- Flights from Houston (IAH) to Baltimore (BWI)
- Flights from Maryland
- Flights from Hartford (BDL) to Baltimore (BWI)
- Flights from Las Vegas (LAS) to Baltimore (BWI)
- Flights from Tampa (TPA) to Baltimore (BWI)
- Flights from Chicago (ORD) to Baltimore (BWI)
- Flights to Washington
- Flights from Orlando (MCO) to Baltimore (BWI)
- Flights from Austin (AUS) to Baltimore (BWI)
- Flights from Jacksonville (JAX) to Baltimore (BWI)
- Flights from Seattle (SEA) to Baltimore (BWI)
- Flights to Maryland
- Flights from Boston (BOS) to Baltimore (BWI)
- Flights from Charlotte (CLT) to Baltimore (BWI)
- Flights from Los Angeles (LAX) to Baltimore (BWI)
- Flights from Pittsburgh (PIT) to Baltimore (BWI)
- Flights from Atlanta (ATL) to Baltimore (BWI)
- Flights from New York (JFK) to Baltimore (BWI)
- Flights from Raleigh (RDU) to Baltimore (BWI)
- Flights from Denver (DEN) to Baltimore (BWI)
- Flights from New Orleans (MSY) to Baltimore (BWI)
- Flights from Phoenix (PHX) to Baltimore (BWI)
- Flights from Nashville (BNA) to Baltimore (BWI)
- Flights from Minneapolis (MSP) to Baltimore (BWI)
- Flights from San Diego (SAN) to Baltimore (BWI)
- Flights from San Francisco (SFO) to Baltimore (BWI)
- Flights to Baltimore
- Visit Arnold
- Visit Riva
- Washington Vacations
- Visit Pasadena
- Visit Silver Spring
- Maryland Vacations
- Visit Chesapeake Beach
- Visit Cape Saint Claire
- Visit North Beach
- Visit Inner Harbor
- Visit Davidsonville
- Visit Severna Park
- Visit Shady Side
- Visit Downtown Baltimore
- Visit Gibson Island
- Visit Baltimore
- Visit Edgewater
- Visit Stevensville
- Visit Annapolis
- Visit National Harbor
- Visit Lothian
- Visit Washington
- Visit Kent Island
- Visit Churchton
- Visit Maryland
- Visit Oxon Hill
- Visit Galesville
- Visit Crownsville
- Visit Chester
- Visit Deale
- Visit Historic District
- Visit Landover
