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Our top choices for Oyster Harbor hotels

Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
26.6 km from Oyster Harbor
8.8 out of 10, Excellent, (92 reviews)
"We were"
United States
Guevara
The price is ¥19,408
¥28,069 total
includes taxes & fees
Mar 1 - Mar 2
Wylder Tilghman Island

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
25.8 km from Oyster Harbor
9.4 out of 10, Exceptional, (368 reviews)
"Always a great time. "
United States
Randolph
The price is ¥13,743
¥15,117 total
includes taxes & fees
Feb 15 - Feb 16
Knapps Narrows Marina & Inn

George Brooks House B&B

George Brooks House B&B
3.0 star property
25.4 km from Oyster Harbor
8.8 out of 10, Excellent, (67 reviews)
"Gorgeous quaint historic house. Friendly owner, close to town "
United States
Christopher
The price is ¥25,959
¥28,555 total
includes taxes & fees
Feb 16 - Feb 17
George Brooks House B&B

Parsonage Inn

Parsonage Inn
3.5 star property
26.1 km from Oyster Harbor
9.2 out of 10, Wonderful, (131 reviews)
"Hosts were wonderful, breakfast was delicious, everything was walkable "
United States
Nathaly
The price is ¥22,752
¥25,027 total
includes taxes & fees
Feb 16 - Feb 17
Parsonage Inn

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
26.8 km from Oyster Harbor
8.4 out of 10, Very Good, (1,001 reviews)
"Yes the room was clean and the staff was great "
United States
Thurnell
The price is ¥15,382
¥20,128 total
includes taxes & fees
Feb 22 - Feb 23
Rod 'N' Reel Resort

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 reviews)
"Great room and water view! Staff is very friendly and welcoming. "
United States
Nicole
The price is ¥24,432
¥26,875 total
includes taxes & fees
Feb 15 - Feb 16
The Tilghman Island Inn

St Michaels Inn

St Michaels Inn
2.5 star property
28.7 km from Oyster Harbor
8.2 out of 10, Very Good, (1,000 reviews)
"Good value and close to downtown."
United States
John
St Michaels Inn

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, (12 reviews)
"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

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, (1,000 reviews)
"Nice breakfast, cleanroom. Great location."
United States
Wayne
The price is ¥14,352
¥15,931 total
includes taxes & fees
Feb 17 - Feb 18
Best Western Kent Narrows Inn

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 reviews)
"Quiet. Friendly staff. Beautiful grounds. Very clean."
United States
Brian
Inn at Huntingfield Creek

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, (476 reviews)
"Beautiful place to stay, we stay their one to two times a year."
United States
Marjorie
The price is ¥20,477
¥23,345 total
includes taxes & fees
Feb 15 - Feb 16
Anchored Inn at Hidden Harbour Marina

The Wildset

The Wildset
2.5 star property
26.2 km from Oyster Harbor
9.8 out of 10, Exceptional, (417 reviews)
"Clean rooms, great staff, awesome restaurant on site called Ruse & right in downtown. "
United States
Fred
The price is ¥27,349
¥33,443 total
includes taxes & fees
Feb 16 - Feb 17
The Wildset

Flag House Inn

Flag House Inn
3.5 star property
Historic District, 6.1 km from Oyster Harbor
9.4 out of 10, Exceptional, (86 reviews)
"The Inn is beautiful and the staff very welcoming. My room was spotless, cozy, and tastefully decorated. The location is directly across the street from the USNA. I skipped breakfast, but the offerings looked lovely. Will definitely stay here again. "
United States
Elizabeth
The price is ¥26,588
¥30,311 total
includes taxes & fees
Feb 16 - Feb 17
Flag House Inn

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, (870 reviews)
"Nice staff and rooms"
United States
Walter
The price is ¥12,850
¥14,264 total
includes taxes & fees
Feb 23 - Feb 24
Quality Inn Grasonville near Kent Island

Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
26.2 km from Oyster Harbor
9.6 out of 10, Exceptional, (374 reviews)
"Beautiful place to stay."
United States
Ellen
The price is ¥78,335
¥86,169 total
includes taxes & fees
Feb 25 - Feb 26
Inn at Perry Cabin

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, (1,012 reviews)
"Great staff & clean rooms. "
United States
Carmelo
The price is ¥12,980
¥14,797 total
includes taxes & fees
Mar 1 - Mar 2
Microtel Inn & Suites by Wyndham Gambrills

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, (1,000 reviews)
"Staff was friendly and rooms were clean. Beautiful area to visit. "
United States
Amy
The price is ¥17,405
¥19,320 total
includes taxes & fees
Feb 22 - Feb 23
Hilton Garden Inn Kent Island Marina

Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG
2.5 star property
8.5 km from Oyster Harbor
8.8 out of 10, Excellent, (206 reviews)
"Hotel was clean staff was friendly"
United States
Kim
The price is ¥12,222
¥13,933 total
includes taxes & fees
Mar 15 - Mar 16
Candlewood Suites Annapolis by IHG

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, (713 reviews)
"Amazing location and staff!"
United States
Bobbi J.
The price is ¥17,561
¥19,493 total
includes taxes & fees
Feb 24 - Feb 25
Hyatt Place Kent Narrows & Marina

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, (436 reviews)
"Amazing rooms and service!"
United States
Alicia
The price is ¥23,814
¥30,319 total
includes taxes & fees
Feb 16 - Feb 17
The Inn at Chesapeake Bay Beach Club
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 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.

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.
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.