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Find Historic Hotels in Oyster Harbor, MD

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Check availability on Oyster Harbor Historic Hotels

Tonight
Nov 30 - Dec 1
Tomorrow
Dec 1 - Dec 2
Next weekend
Dec 5 - Dec 7
In two weeks
Dec 12 - Dec 14

Top Oyster Harbor Historic Hotels

Seasonal outdoor pool
Wylder Tilghman Island

Wylder Tilghman Island

2.0 star property
Tilghman
8.8 out of 10, Excellent, (89)
"Very relaxing stay."
United States
Anne
The price is NT$3,808
NT$5,570 total
includes taxes & fees
Dec 2 - Dec 3
Wylder Tilghman Island
Terrace/patio
Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 star property
Historic District
9.0 out of 10, Wonderful, (1910)
"Front desk staff was very helpful, and the location was perfect for exploring downtown Annapolis!"
United States
Christine
Historic Inns of Annapolis
Front of property
Flag House Inn

Flag House Inn

3.5 star property
Historic District
9.4 out of 10, Exceptional, (81)
"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 NT$5,740
NT$6,544 total
includes taxes & fees
Dec 2 - Dec 3
Flag House Inn
Exterior
134 Prince - Luxury Boutique Hotel

134 Prince - Luxury Boutique Hotel

2.5 star property
Annapolis
9.8 out of 10, Exceptional, (30)
"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
Exterior
86 State Circle - Luxury Boutique Hotel

86 State Circle - Luxury Boutique Hotel

2.0 star property
Historic District
10.0 out of 10, Exceptional, (3)
"Amazing hotel, friendly staff, super clean and comfortable. My best hotel ever, and I have been in 100 + hotels."
Norway
Jo
The price is NT$10,994
NT$12,533 total
includes taxes & fees
Dec 1 - Dec 2
86 State Circle - Luxury Boutique Hotel
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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Top Oyster Harbor Hotel Reviews

Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown

10/10 Excellent
"Evening bar staff was exceptional, as was the crew at the check-in desk. Excellent recommendations for places to eat. This hotel is within walking distance of everything we wanted to see and do. So much history here, cool stores, venues, and not far from the bay."
Jan Michael 2-night trip
Posted 12 hours ago
Hilton Garden Inn Annapolis Downtown

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Frequently asked questions

What should a history enthusiast expect from a trip to Oyster Harbor?
You're already probably planning a visit to places with historical relevance while you're staying in Oyster Harbor. And while you're visiting the area, why not also explore all you'll find to see and do here?
How many historical hotels will I find in Oyster Harbor?
In Oyster Harbor, there are 5 hotel accommodations bookable on Expedia but not many designated as historic hotels.
What are the must-see historical sites and other places to visit in Oyster Harbor?
A couple of favorite places to visit are Northern Chesapeake Bay and Chesapeake Bay. You'll also find Bay Ridge Beach and Maryland Quiet Waters Park in the area.
What is a historic hotel like in Oyster Harbor?
When you book a historic hotel, you'll enjoy a vacation someplace that has an officially recognized historic designation. A palace, castle, stately home or even a lodge, pub, or skyscraper can be transformed into a historic hotel provided that it has special significance. Traditional architecture and period features are typically preserved within the guestrooms or public spaces of these historic hotels in Oyster Harbor, bringing the history to life.
What is the difference between a historic hotel and a heritage hotel?
"Heritage hotel" is more common in Asia and Europe, wheareas the term "historic hotel" is more commonly used in the U.S. overall though the terms are similar. The architecture and building of historic hotels tend to be the most significant aspect. For a heritage hotel, it's mainly the cultural value along with how it influenced the community.
Do historic hotels in Oyster Harbor have modern facilities?
Hotel interiors feature the modern conveniences and safety features you might expect, but every effort is made to preserve historic facades and treasured traditions. Private rooms with updated bathroom facilities, heating and air conditioning, free and fast Internet, and the usual amenities found in any hotel should be available at a historic hotel. When you choose a historic hotel in Oyster Harbor, don't worry that you'll be staying at a place that's uncomfortable or rundown.