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Our top choices for Oyster Harbor hotels

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)
" Great place,great location, was in town for St Michael Chocolate fest "
United States
Katherine
The price is ₩205,358
₩225,894 total
includes taxes & fees
Apr 5 - Apr 6
St Michaels Inn

Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
26.2 km from Oyster Harbor
9.6 out of 10, Exceptional, (376 reviews)
"everything was perfect!"
United States
John
The price is ₩863,622
₩949,984 total
includes taxes & fees
Apr 19 - Apr 20
Inn at Perry Cabin

The Wildset

The Wildset
2.5 star property
26.2 km from Oyster Harbor
9.8 out of 10, Exceptional, (429 reviews)
"Best HOTEL EVER!!!"
United States
Ama
The price is ₩330,942
₩397,281 total
includes taxes & fees
Apr 19 - Apr 20
The Wildset

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 ₩226,169
₩248,786 total
includes taxes & fees
Apr 1 - Apr 2
Parsonage 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, (70 reviews)
"A beautiful renovated historical house with charm, clean rooms, decorative furnishings and a wonderful hot breakfast. What we enjoyed the most was the warm hospitality of Willard, Valerie, and the other staff. Very close to downtown St. Michael’s, but just far enough away to give a nice feel of natural serenity. Great for a quick getaway from the city. We will be back. "
United States
Charles
The price is ₩256,896
₩282,586 total
includes taxes & fees
Apr 8 - Apr 9
George Brooks House B&B

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, (885 reviews)
"Staff was nice and room was clean "
United States
Lauren
The price is ₩148,361
₩164,680 total
includes taxes & fees
Apr 14 - Apr 15
Quality Inn Grasonville near Kent Island

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)
"Beautiful area"
United States
Dan
The price is ₩210,352
₩233,490 total
includes taxes & fees
Apr 26 - Apr 27
Hilton Garden Inn Kent Island Marina

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, (976 reviews)
"Very nice hotel, good breakfast selection, clean rooms."
United States
Linda
The price is ₩166,970
₩185,337 total
includes taxes & fees
Apr 12 - Apr 13
Holiday Inn Express Annapolis East-Kent Island by IHG

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)
"Wonderful staff,Clean rooms and comfortable bed!!"
United States
Evette
The price is ₩153,370
₩170,241 total
includes taxes & fees
Apr 13 - Apr 14
Best Western Kent Narrows Inn

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, (731 reviews)
"Clean hotel all around. Friendly stafff and comfortable environment."
United States
Jillian
The price is ₩229,204
₩254,416 total
includes taxes & fees
Apr 14 - Apr 15
Hyatt Place Kent Narrows & Marina

Inn at Huntingfield Creek

Inn at Huntingfield Creek
3.5 star property
29.4 km from Oyster Harbor
10.0 out of 10, Exceptional, (62 reviews)
"The owners and staff were very courteous and nice. The room layout was great and thoughtfully designed and decorated."
United States
Sandra
The price is ₩211,727
₩235,029 total
includes taxes & fees
Apr 1 - Apr 2
Inn at Huntingfield Creek

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
25.8 km from Oyster Harbor
9.4 out of 10, Exceptional, (375 reviews)
"Such a marvelous retreat! And the balcony facing the boats and the Bay at sunset is so welcome after exploring St Michael’s (a short 17 mins drive). Extremely friendly staff and good breakfast. Highly recommend to any nature lovers."
United States
Nadia
The price is ₩226,673
₩249,340 total
includes taxes & fees
Apr 15 - Apr 16
Knapps Narrows Marina & Inn

Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
26.6 km from Oyster Harbor
8.8 out of 10, Excellent, (93 reviews)
"We were"
United States
Guevara
The price is ₩173,404
₩257,236 total
includes taxes & fees
Apr 8 - Apr 9
Wylder Tilghman Island

Haven Point Inn and Gallery

Haven Point Inn and Gallery
2.0 star property
30.3 km from Oyster Harbor
The price is ₩234,228
₩259,993 total
includes taxes & fees
Apr 21 - Apr 22
Haven Point Inn and Gallery

The Tilghman Island Inn

The Tilghman Island Inn
3.5 star property
25.6 km from Oyster Harbor
9.6 out of 10, Exceptional, (126 reviews)
"A wonderful property with a fantastic location. Super friendly staff. Couldn't ask for a more pleasant stay anywhere. You should book right now."
United States
Timothy
The price is ₩355,120
₩390,632 total
includes taxes & fees
Apr 9 - Apr 10
The Tilghman Island Inn

Kent Island Resort

Kent Island Resort
3.5 star property
13.8 km from Oyster Harbor
9.2 out of 10, Wonderful, (134 reviews)
"Beautiful hotel, nice staff"
United States
Kim
The price is ₩180,631
₩246,037 total
includes taxes & fees
Apr 1 - Apr 2
Kent Island Resort

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, (442 reviews)
"Very clean room, staff was very nice. "
United States
Byron
The price is ₩281,995
₩351,631 total
includes taxes & fees
Apr 5 - Apr 6
The Inn at Chesapeake Bay Beach Club

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, (1,000 reviews)
"Great place to stay with lovely views"
United States
David
The price is ₩219,330
₩273,815 total
includes taxes & fees
Apr 14 - Apr 15
Rod 'N' Reel Resort

Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection
4.0 star property
Historic District, 5.7 km from Oyster Harbor
8.8 out of 10, Excellent, (914 reviews)
"Great waterfront room with roomy balcony. Gym was nice also. Can't wait for the var and restaurants to open."
United States
Douglas
The price is ₩408,318
₩465,482 total
includes taxes & fees
Apr 12 - Apr 13
Annapolis Waterfront Hotel, Autograph Collection

Flag House Inn

Flag House Inn
3.5 star property
Historic District, 6.1 km from Oyster Harbor
9.2 out of 10, Wonderful, (91 reviews)
"The room was over the garage. You couldn’t stand up in half the room as the ceiling was too low. Multiple tripping areas walking into and out of the space. No heat in bathroom. You have to walk to the front of house to enter for coffee in the morning. They have the nerve to charge you to park at the house. "
United States
Richard
The price is ₩264,298
₩301,305 total
includes taxes & fees
Apr 1 - Apr 2
Flag House Inn
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.

Arundel on the Bay

Former post village turned residential area, Arundel-on-the-Bay boasts a private beach, pier, boat ramp, and boat launch for community use, with the picturesque Thomas Point Lighthouse just a short boat ride away.

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 6 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.