Photo by KaiG

Find hotels in Oyster Harbor, Annapolis from ¥12,892

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Filter by

Guest rating
Guest rating
Star rating

Discover 1,197 Oyster Harbor hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 star property
20.4 km from Oyster Harbor
9.2 out of 10, Wonderful, (930)
"nice, clean, up to date, budget friendly hotel"
United States
mike
The price is ¥12,271
¥13,620 total
includes taxes & fees
Dec 18 - Dec 19
Holiday Inn Express Annapolis East-Kent Island by IHG

Hilton Garden Inn Kent Island Marina

3.0 star property
20.3 km from Oyster Harbor
9.0 out of 10, Wonderful, (1003)
"Room was great! In room tub was a bit smaller than I was expecting but still quite adequate! View from room was very nice."
United States
Madeline
The price is ¥16,010
¥17,771 total
includes taxes & fees
Dec 21 - Dec 22
Hilton Garden Inn Kent Island Marina

DoubleTree by Hilton Hotel Annapolis

4.0 star property
9 km from Oyster Harbor
8.6 out of 10, Excellent, (1006)
"Great place!"
United States
Tawnya
The price is ¥12,864
¥14,665 total
includes taxes & fees
Jan 4 - Jan 5, 2026
DoubleTree by Hilton Hotel Annapolis

Hyatt Place Kent Narrows & Marina

3.0 star property
20.1 km from Oyster Harbor
9.6 out of 10, Exceptional, (672)
"Great view, good ambiance all around"
United States
Dianne
The price is ¥18,011
¥19,992 total
includes taxes & fees
Dec 15 - Dec 16
Hyatt Place Kent Narrows & Marina

Hampton Inn & Suites Annapolis

2.5 star property
8.7 km from Oyster Harbor
8.2 out of 10, Very Good, (1001)
"I had a great experience at my stay at Hampton "
United States
Idris O
The price is ¥13,403
¥15,279 total
includes taxes & fees
Dec 17 - Dec 18
Hampton Inn & Suites Annapolis

Crowne Plaza Annapolis by IHG

3.5 star property
9.3 km from Oyster Harbor
8.8 out of 10, Excellent, (1003)
"Clean, easy parking, nice staff but over priced breakfast"
United States
Gabrielle
The price is ¥15,048
¥17,155 total
includes taxes & fees
Dec 25 - Dec 26
Crowne Plaza Annapolis by IHG

Courtyard by Marriott Annapolis

3.0 star property
9.1 km from Oyster Harbor
8.6 out of 10, Excellent, (1001)
"Wonderful stay. "
United States
Angela
The price is ¥15,048
¥17,154 total
includes taxes & fees
Dec 28 - Dec 29
Courtyard by Marriott Annapolis

The Westin Annapolis

4.0 star property
6.4 km from Oyster Harbor
8.6 out of 10, Excellent, (1000)
"Great environment"
United States
Salvador E
The price is ¥23,890
¥27,234 total
includes taxes & fees
Dec 22 - Dec 23
The Westin Annapolis

Country Inn & Suites by Radisson, Annapolis, MD

3.0 star property
10 km from Oyster Harbor
9.0 out of 10, Wonderful, (1001)
"Clean room, friendly staff"
United States
Jodi
The price is ¥12,907
¥14,713 total
includes taxes & fees
Dec 28 - Dec 29
Country Inn & Suites by Radisson, Annapolis, MD

Annapolis Waterfront Hotel, Autograph Collection

4.0 star property
Historic District, 5.7 km from Oyster Harbor
8.8 out of 10, Excellent, (879)
"Great location, nice and clean "
United States
Micah
The price is ¥27,559
¥31,417 total
includes taxes & fees
Dec 15 - Dec 16
Annapolis Waterfront Hotel, Autograph Collection

Historic Inns of Annapolis

3.5 star property
Historic District, 6.2 km from Oyster Harbor
9.0 out of 10, Wonderful, (1898)
"Great staff, comfortable beds, clean rooms and perfect location "
United States
Dawn
Historic Inns of Annapolis

Hilton Garden Inn Annapolis Downtown

3.0 star property
6.3 km from Oyster Harbor
8.6 out of 10, Excellent, (1001)
"Great value for stay with breakfast included "
United States
Aisling
The price is ¥12,286
¥14,006 total
includes taxes & fees
Dec 28 - Dec 29
Hilton Garden Inn Annapolis Downtown

Holiday Inn Express & Suites Annapolis by IHG

2.5 star property
8.8 km from Oyster Harbor
8.2 out of 10, Very Good, (1000)
"Clean room and friendly staff! "
United States
Silvia
The price is ¥12,426
¥14,166 total
includes taxes & fees
Dec 20 - Dec 21
Holiday Inn Express & Suites Annapolis by IHG

Kent Island Resort

3.5 star property
13.8 km from Oyster Harbor
9.2 out of 10, Wonderful, (128)
"The property is very charming and the staff was extremely attentive and friendly. It's a beautiful area. Close to Annapolis and a lot of fun things to do."
United States
Michael
The price is ¥19,848
¥27,479 total
includes taxes & fees
Dec 7 - Dec 8
Kent Island Resort

Sonesta ES Suites Annapolis

3.0 star property
8.8 km from Oyster Harbor
8.8 out of 10, Excellent, (960)
"Nice breakfast, clean room, great parking"
United States
Amy
The price is ¥13,031
¥14,855 total
includes taxes & fees
Dec 28 - Dec 29
Sonesta ES Suites Annapolis

SpringHill Suites by Marriott Annapolis

3.0 star property
8.6 km from Oyster Harbor
9.0 out of 10, Wonderful, (1000)
"Friendly staff and comfortable rooms. We love staying here when we visit the area as a family."
United States
Jennifer
The price is ¥15,691
¥17,887 total
includes taxes & fees
Dec 22 - Dec 23
SpringHill Suites by Marriott Annapolis

Hilton Garden Inn Annapolis

3.0 star property
9.1 km from Oyster Harbor
8.2 out of 10, Very Good, (1001)
"I had a lovely stay."
United States
Kalynn
The price is ¥11,557
¥13,174 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hilton Garden Inn Annapolis

Comfort Inn Conference Center

2.5 star property
21.7 km from Oyster Harbor
9.2 out of 10, Wonderful, (1003)
"It had good parking and restaurant in the hotel with good prices."
United States
Patrick
The price is ¥15,358
¥17,355 total
includes taxes & fees
Dec 22 - Dec 23
Comfort Inn Conference Center

Graduate by Hilton Annapolis

4.0 star property
6.3 km from Oyster Harbor
9.4 out of 10, Exceptional, (1001)
"Very nice hotel. The dog park could have better lighting. "
United States
Andrew
The price is ¥19,672
¥22,426 total
includes taxes & fees
Dec 21 - Dec 22
Graduate by Hilton Annapolis

Rod 'N' Reel Resort

4.0 star property
26.8 km from Oyster Harbor
8.4 out of 10, Very Good, (1000)
"The hotel is beautiful I can’t wait for"
United States
Lynn
The price is ¥16,496
¥21,413 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Rod 'N' Reel Resort
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

Discover a well-preserved historic district with elements of the original town plan, featuring landmarks like the Maryland State House, St. Ann's Church, and Paca House and Gardens. The neighborhood features prestigious educational institutions like St. John's College and the U.S. Naval Academy.

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.

Cape Saint Claire

Boasting three marinas, multiple parks and beaches, Cape St. Claire offers a shopping center and various churches, with easy access to Annapolis and the Chesapeake Bay Bridge via U.S. Route 50.

Hillsmere

If you're spending some time in Hillsmere, Maryland Quiet Waters Park and Great Frogs Winery are top sights worth seeing.

Top Oyster Harbor Hotel Reviews

Explore a world of travel with Expedia

Frequently asked questions

What's it like in Oyster Harbor?
Travelers to the Oyster Harbor neighborhood in Annapolis will be sure to enjoy their stay. Be sure to check out Northern Chesapeake Bay and Chesapeake Bay as part of your Oyster Harbor travel plans.
What's a favorite place to stay in Oyster Harbor?
For your stay in Oyster Harbor, Cozy 3-bdrm home in Annapolis. Steps away from the beach/4.7 miles to downtown. is one of the top choices based on our traveler data.
How many hotels can I expect to find in the Oyster Harbor area?
Expedia has 5 Oyster Harbor hotels and other accommodations, and one might make a good home base for venturing out into the greater Annapolis area.
If I need to cancel my hotel reservation in Oyster Harbor, will I receive a refund?
Yes! Most room reservations are refundable provided that you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If you have a non-refundable reservation, it may still be possible to cancel it and be given a refund within a 24-hour period of your booking. Add dates, click "Search", then use the filter option "fully refundable" to get the best options available in Oyster Harbor.
Where can I learn more about changing or cancelling my trip to Oyster Harbor?
To access more information about rescheduling or cancelling your trip to Oyster Harbor, go to https://www.expedia.com/service/.
What is there to do around this Annapolis neighborhood?
A few attractions you might want to check out while you're in Oyster Harbor are Northern Chesapeake Bay and Chesapeake Bay. While you're out sightseeing, Bay Ridge Beach and Annapolis Golf Club are a couple of additional sights to visit in Annapolis.