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Our top choices for Oyster Harbor hotels

Porch
Parsonage Inn

Parsonage Inn

Parsonage Inn
3.5 star property
26.1 km from Oyster Harbor
9.2 out of 10, Wonderful, (130)
"Hosts were wonderful, breakfast was delicious, everything was walkable "
United States
Nathaly
The price is ₩245,082
₩269,590 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Parsonage Inn
Exterior
George Brooks House B&B

George Brooks House B&B

George Brooks House B&B
3.0 star property
25.4 km from Oyster Harbor
8.6 out of 10, Excellent, (65)
"Gorgeous quaint historic house. Friendly owner, close to town "
United States
Christopher
The price is ₩220,574
₩242,631 total
includes taxes & fees
Jan 1 - Jan 2, 2026
George Brooks House B&B
Terrace/patio
Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
20.1 km from Oyster Harbor
9.6 out of 10, Exceptional, (682)
"friendly staff, clean room / lobby, nice bar, everything was great"
United States
William
The price is ₩167,233
₩185,629 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Hyatt Place Kent Narrows & Marina
Suite, 1 Queen Bed, Non Smoking | In-room safe, iron/ironing board, free WiFi, bed sheets
Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
23.2 km from Oyster Harbor
7.8 out of 10, Good, (863)
"room was nice breakfast was good and the staff was very friendly and helpful. "
United States
Esai
The price is ₩121,316
₩134,661 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Quality Inn Grasonville near Kent Island
Front of property
St Michaels Inn

St Michaels Inn

St Michaels Inn
2.5 star property
28.7 km from Oyster Harbor
8.2 out of 10, Very Good, (1001)
"Staff was friendly, courteous, and helpful."
United States
Donna
The price is ₩145,002
₩159,505 total
includes taxes & fees
Jan 4 - Jan 5, 2026
St Michaels Inn
Exterior
Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG

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, (941)
"It was very comfortable and clean"
United States
Maria
The price is ₩125,424
₩139,221 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Holiday Inn Express Annapolis East-Kent Island by IHG
Lake
Inn at Huntingfield Creek

Inn at Huntingfield Creek

Inn at Huntingfield Creek
3.5 star property
29.4 km from Oyster Harbor
10.0 out of 10, Exceptional, (59)
"Quiet. Friendly staff. Beautiful grounds. Very clean."
United States
Brian
Inn at Huntingfield Creek
Breakfast, lunch, dinner served; ocean views
Inn at Perry Cabin

Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
26 km from Oyster Harbor
9.6 out of 10, Exceptional, (372)
"Friendly and attentive staff, good cleaning services"
United States
Nathan
The price is ₩752,547
₩910,582 total
includes taxes & fees
Dec 30 - Dec 31
Inn at Perry Cabin
Aerial view
Kent Island Resort

Kent Island Resort

Kent Island Resort
3.5 star property
13.8 km from Oyster Harbor
9.2 out of 10, Wonderful, (130)
"Beautiful and peaceful property!"
United States
Jerry
The price is ₩184,450
₩255,367 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Kent Island Resort
Terrace/patio
Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
3.0 star property
20.3 km from Oyster Harbor
9.0 out of 10, Wonderful, (1001)
"Clean and friendly staff"
United States
Lisa
The price is ₩164,320
₩182,395 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Hilton Garden Inn Kent Island Marina
In-room safe, individually decorated, individually furnished, desk
Best Western Kent Narrows Inn

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
20.3 km from Oyster Harbor
8.0 out of 10, Very Good, (1002)
"Nice place "
United States
Tucker T
The price is ₩120,263
₩133,492 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Best Western Kent Narrows Inn
Front of property - evening/night
The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
4.0 star property
13.7 km from Oyster Harbor
9.4 out of 10, Exceptional, (432)
"Very nice and clean! Only complaints A few stains on the couch And no body lotion. We really enjoyed our stay! "
United States
DEANNA
The price is ₩237,874
₩300,716 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Inn at Chesapeake Bay Beach Club
Premium Room | Frette Italian sheets, premium bedding, iron/ironing board, free WiFi
The Wildset

The Wildset

The Wildset
2.5 star property
26.2 km from Oyster Harbor
9.8 out of 10, Exceptional, (411)
"Everything was lovely. "
United States
Erin
The price is ₩258,057
₩315,580 total
includes taxes & fees
Jan 1 - Jan 2, 2026
The Wildset
Horseback riding
The Inn at Tacaro Estate

The Inn at Tacaro Estate

The Inn at Tacaro Estate
5.0 star property
19.7 km from Oyster Harbor
9.4 out of 10, Exceptional, (11)
"Wonderful experience Felt like being in good friends home without having to help with the dishes Luxurious stay Recommend *****"
United States
Todd
The Inn at Tacaro Estate
Outdoor banquet area
The Tilghman Island Inn

The Tilghman Island Inn

The Tilghman Island Inn
3.5 star property
25.6 km from Oyster Harbor
9.6 out of 10, Exceptional, (121)
"Great room and water view! Staff is very friendly and welcoming. "
United States
Nicole
The price is ₩295,540
₩325,094 total
includes taxes & fees
Jan 18 - Jan 19, 2026
The Tilghman Island Inn
Seasonal outdoor pool
Wylder Tilghman Island

Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
26.6 km from Oyster Harbor
8.8 out of 10, Excellent, (90)
"Very relaxing stay."
United States
Anne
The price is ₩169,879
₩250,300 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Wylder Tilghman Island
Front of property
Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
17.4 km from Oyster Harbor
9.4 out of 10, Exceptional, (471)
"Beautiful place to stay, we stay their one to two times a year."
United States
Marjorie
The price is ₩193,326
₩220,392 total
includes taxes & fees
Dec 30 - Dec 31
Anchored Inn at Hidden Harbour Marina
Exterior
Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
25.8 km from Oyster Harbor
9.4 out of 10, Exceptional, (363)
"nice clean room staff very nice would stay again "
United States
mario
The price is ₩172,999
₩190,299 total
includes taxes & fees
Dec 30 - Dec 31
Knapps Narrows Marina & Inn
Exterior
Microtel Inn & Suites by Wyndham Gambrills

Microtel Inn & Suites by Wyndham Gambrills

Microtel Inn & Suites by Wyndham Gambrills
2.0 star property
22.1 km from Oyster Harbor
9.0 out of 10, Wonderful, (1006)
"Nice place to stay! Clean, friendly staff, close to restaurants,stores, and movies!"
United States
Valda
The price is ₩109,566
₩124,905 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Microtel Inn & Suites by Wyndham Gambrills
Exterior
Executive Inn And Suites

Executive Inn And Suites

Executive Inn And Suites
2.0 star property
23.8 km from Oyster Harbor
7.2 out of 10, Good, (554)
"The staff is so amazing here! "
United States
Selina
Executive Inn And Suites
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.
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Where to stay in Oyster Harbor

Find the best Oyster Harbor areas and neighborhoods for the activities you enjoy most.
Annapolis which includes street scenes and a city as well as a small group of people

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 Ballet Theater of Maryland and Spa Creek.

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.

Maryland Quiet Waters Park featuring a garden and a house

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

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.
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.