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Oyster Harbor Hotels, Annapolis

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Our top choices for Oyster Harbor hotels

Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
26.2 km from Oyster Harbor
9.6 out of 10, Exceptional, (373 reviews)
"Friendly and attentive staff, good cleaning services"
United States
Nathan
The price is AU$843
includes taxes & fees
15 Jan - 16 Jan
Inn at Perry Cabin

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, (66 reviews)
"Gorgeous quaint historic house. Friendly owner, close to town "
United States
Christopher
The price is AU$279
includes taxes & fees
12 Jan - 13 Jan
George Brooks House B&B

The Wildset

The Wildset
2.5 star property
26.2 km from Oyster Harbor
9.8 out of 10, Exceptional, (413 reviews)
"Everything was lovely. "
United States
Erin
The price is AU$343
includes taxes & fees
11 Jan - 12 Jan
The Wildset

Parsonage Inn

Parsonage Inn
3.5 star property
26.1 km from Oyster Harbor
9.2 out of 10, Wonderful, (130 reviews)
"Hosts were wonderful, breakfast was delicious, everything was walkable "
United States
Nathaly
The price is AU$245
includes taxes & fees
12 Jan - 13 Jan
Parsonage 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

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 AU$328
includes taxes & fees
1 Feb - 2 Feb
The Tilghman Island Inn

Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
3.0 star property
6.3 km from Oyster Harbor
8.6 out of 10, Excellent, (1,012 reviews)
"Great value for stay with breakfast included "
United States
Aisling
The price is AU$155
includes taxes & fees
8 Feb - 9 Feb
Hilton Garden Inn Annapolis Downtown

Flag House Inn

Flag House Inn
3.5 star property
Historic District, 6.1 km from Oyster Harbor
9.4 out of 10, Exceptional, (85 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 AU$296
includes taxes & fees
11 Jan - 12 Jan
Flag House Inn

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, (473 reviews)
"Beautiful place to stay, we stay their one to two times a year."
United States
Marjorie
The price is AU$228
includes taxes & fees
11 Jan - 12 Jan
Anchored Inn at Hidden Harbour Marina

134 Prince - Luxury Boutique Hotel

134 Prince - Luxury Boutique Hotel
2.5 star property
6 km from Oyster Harbor
9.8 out of 10, Exceptional, (34 reviews)
"Wonderful place to go, especially during the Annapolis boat show... easy access to everything beautiful property and staff"
United States
Ian
134 Prince - Luxury Boutique Hotel

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
25.8 km from Oyster Harbor
9.4 out of 10, Exceptional, (365 reviews)
"nice clean room staff very nice would stay again "
United States
mario
The price is AU$164
includes taxes & fees
11 Jan - 12 Jan
Knapps Narrows Marina & Inn

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, (433 reviews)
"Beautiful hotel with friendly staff and great food! Comfortable bed, stayed at the Barn. "
United States
Rery
The price is AU$311
includes taxes & fees
18 Jan - 19 Jan
The Inn at Chesapeake Bay Beach Club

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
4.0 star property
6.3 km from Oyster Harbor
9.4 out of 10, Exceptional, (1,004 reviews)
"Room was spotless and all employees were very helpful and friendly."
United States
Denise
The price is AU$248
includes taxes & fees
18 Jan - 19 Jan
Graduate by Hilton Annapolis

Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis
2.5 star property
8.7 km from Oyster Harbor
8.2 out of 10, Very good, (1,001 reviews)
"Appreciated that it was in a quiet area. Great hospitality! Will stay again when visiting Maryland."
United States
robin
The price is AU$152
includes taxes & fees
25 Jan - 26 Jan
Hampton Inn & Suites Annapolis

Historic Inns of Annapolis

Historic Inns of Annapolis
3.5 star property
Historic District, 6.2 km from Oyster Harbor
9.0 out of 10, Wonderful, (1,885 reviews)
" Great place to stay!"
United States
Lewis
Historic Inns of Annapolis

86 State Circle - Luxury Boutique Hotel

86 State Circle - Luxury Boutique Hotel
2.0 star property
Historic District, 6.2 km from Oyster Harbor
10.0 out of 10, Exceptional, (3 reviews)
"Amazing hotel, friendly staff, super clean and comfortable. My best hotel ever, and I have been in 100 + hotels."
Norway
Jo
The price is AU$467
includes taxes & fees
12 Jan - 13 Jan
86 State Circle - Luxury Boutique Hotel

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
9 km from Oyster Harbor
8.6 out of 10, Excellent, (1,004 reviews)
"Great stay "
United States
Jose Miguel
The price is AU$128
includes taxes & fees
8 Feb - 9 Feb
DoubleTree by Hilton Hotel Annapolis

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, (695 reviews)
"Good breakfast, great view, clean and well run, pleasant staff, great dining options nearby. "
United States
Kevin
The price is AU$192
includes taxes & fees
19 Jan - 20 Jan
Hyatt Place Kent Narrows & Marina

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 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

The Westin Annapolis

The Westin Annapolis
4.0 star property
6.4 km from Oyster Harbor
8.6 out of 10, Excellent, (1,000 reviews)
"Great hotel love that they are pet friendly. Easy check in and valet parking staff great"
United States
Robert
The price is AU$216
includes taxes & fees
11 Jan - 12 Jan
The Westin Annapolis
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.

Our guide on where to stay in Oyster Harbor

Find the best Oyster Harbor areas for the activities you enjoy most.

Historic District

While visiting Historic District, you might make a stop by sights like Thurgood Marshall Memorial and Maryland State House.

Eastport

While visiting Eastport, you might make a stop by sights like Annapolis Maritime Museum and Annapolis Harbor.

Murray Hill

If you're spending some time in Murray Hill, Ballet Theater of Maryland and Spa Creek are top sights worth seeing.

Cape Saint Claire

While visiting Cape Saint Claire, you might make a stop by sights like Northern Chesapeake Bay and Chesapeake Bay.

Admiral Heights

If you're looking for some top things to see and do in Admiral Heights and surrounding area, you can visit Navy-Marine Corps Memorial Stadium and Maryland Hall for Creative Arts.

Top Oyster Harbor Hotel Reviews

Frequently asked questions

What's it like in Oyster Harbor?
Travellers to the Oyster Harbor neighbourhood in Annapolis will be sure to enjoy their stay. Make sure that you visit Northern Chesapeake Bay and Chesapeake Bay as part of your Oyster Harbor travel plans.
What's the best accommodation 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 traveller data.
How many hotels are there in Oyster Harbor?
Expedia has 5 Oyster Harbor hotels and other accommodation options, 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! You'll find that most hotel room reservations are fully 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 reservation that's non-refundable, it may still be possible to cancel it and be given a refund within 24 hours of your booking. Enter your dates, click on "Search", then use the filter option "fully refundable" to review the best options available in Oyster Harbor.
What is there to do around this Annapolis neighbourhood?
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.

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