Find Historic Hotels in St. Michaels, MD

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Pick from 5 St. Michaels Historic Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

St Michaels Inn
Front of property
St Michaels Inn
2.5 star property
8.2 out of 10, Very Good, (1002)
"The staff and hosts were incredibly cheerful,, and helpful. Maintenance was a bit of a problem with towel bars falling off walls and broken up bathroom door. There was heavy stomping across the ceiling that went on for a long time early in the morning that kept me awake. May have been a guest or maybe the exercise studio was lined up above my room. All and all, the staff were wonderful and appeasing and the bed was comfortable. This Inn is a "bang for your buck" for being very close to downtown...
The price is SAR 321
SAR 353 total
includes taxes & fees
8 Dec - 9 Dec
St Michaels Inn
Parsonage Inn
Balcony
Parsonage Inn
3.5 star property
9.2 out of 10, Wonderful, (124)
"Hosts were wonderful, breakfast was delicious, everything was walkable "
The price is SAR 788
SAR 867 total
includes taxes & fees
16 Dec - 17 Dec
Parsonage Inn
Inn at Perry Cabin
Outdoor dining
Inn at Perry Cabin
5.0 star property
9.6 out of 10, Exceptional, (322)
"Everything about this property was exceptional! Definitely will be back!"
The price is SAR 1,075
SAR 1,293 total
includes taxes & fees
16 Dec - 17 Dec
Inn at Perry Cabin
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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Frequently asked questions

What should a history enthusiast expect from a trip to St. Michaels?
Significant historical sites in St. Michaels are likely at the top of your travel itinerary. Visit the waterfront and shops while you’re in town. During your stay in this romantic area, you can also relish a trip to the seafood restaurants.
How many historically relevant hotels are there in St. Michaels?
St. Michaels is home to 54 hotels and other accommodations bookable on Expedia though not many historic hotels to choose from.
What are the most important historical places and other sights in St. Michaels?
St. Michaels is notable for landmarks like St. Michaels Museum. Boating is a great activity, and St. Michaels Winery is one place to visit. Additionally, you might want to add Chesapeake Bay Maritime Museum to your agenda.
What is a historic hotel like in St. Michaels?
When you choose a historic hotel, you’ll enjoy a vacation someplace that has an officially recognized national historic designation. A castle, stately home, palace or even a pub, lodge, old police station, or skyscraper can be transformed into a historic hotel provided that it has special significance. Traditional architecture and period features can be admired in the communal spaces and guestrooms of these historic hotels in St. Michaels, bringing the history to life.
What is the difference between a historic hotel and a heritage hotel?
They are quite similar. The term “historic hotel” is more common in the U.S., while you’ll often hear “heritage hotel” in Asia and Europe. Historic hotels tend to place more significance on the architecture and actual building. Heritage hotels draw their meaning mainly from the cultural value that the place has and how it inspired the community.
Do historic hotels in St. Michaels have modern facilities?
Yes. Every effort is made to preserve historic facades and treasured traditions, but interiors include modern conveniences and safety features. Guests can expect the usual amenities you’d find in a hotel such as private rooms with updated bathroom facilities, WiFi, and more. In St. Michaels, booking a historic hotel doesn’t mean you’re picking a place that’s uncomfortable for guests or simply rundown.