Oyster Harbor, MD

Annapolis

A sunset over a calm sea with a pier extending into the water.

Things to do


Oyster Harbor Hotel Deals

Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle Annapolis MD
The price is ¥18,511 per night from Aug 11 to Aug 12
¥18,511
¥26,657 total
Aug 11 - Aug 12
includes taxes & 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! (1,883 reviews)
"The location was amazing. Clean room and kind staff. Very cool historical hotel"

Reviewed on Jul 18, 2026

Historic Inns of Annapolis
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

4 out of 5
210 Holiday Court Annapolis MD
The price is ¥20,768 per night from Jul 30 to Jul 31
¥20,768
¥23,675 total
Jul 30 - Jul 31
includes taxes & 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! (1,028 reviews)
"Checking in was very easy and I felt welcomed when I first entered the hotel."

Reviewed on Jul 18, 2026

DoubleTree by Hilton Hotel Annapolis
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

3.5 out of 5
173 Jennifer Rd Annapolis MD
The price is ¥19,163 per night from Aug 2 to Aug 3
¥19,163
¥21,846 total
Aug 2 - Aug 3
includes taxes & 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! (1,003 reviews)
"Great"

Reviewed on Jul 18, 2026

Crowne Plaza Annapolis by IHG
St Michaels Inn

St Michaels Inn

2.5 out of 5
1228 S Talbot Street St. Michaels MD
The price is ¥14,498 per night from Jul 19 to Jul 20
¥14,498
¥15,948 total
Jul 19 - Jul 20
includes taxes & 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 ...
8.2/10 Very Good! (1,005 reviews)
"It’s really a motel 6. It’s not an “inn” Not much good to say about it at all."

Reviewed on Jul 18, 2026

St Michaels Inn
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

4 out of 5
126 West St Annapolis MD
The price is ¥26,648 per night from Aug 2 to Aug 3
¥26,648
¥30,379 total
Aug 2 - Aug 3
includes taxes & 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 ...
Graduate by Hilton Annapolis
Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown

3 out of 5
174 West Street Annapolis MD
The price is ¥19,274 per night from Jul 26 to Jul 27
¥19,274
¥21,971 total
Jul 26 - Jul 27
includes taxes & 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 helpful ...
8.6/10 Excellent! (1,002 reviews)
"A great experience"

Reviewed on Jul 18, 2026

Hilton Garden Inn Annapolis Downtown
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.

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