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.

Outdoor dining
Inn at Perry Cabin
5.0 star property
9.6 out of 10, Exceptional, (296)
"Mason and Michael at the front desk were extremely helpful."
The price is AED 2,443
AED 2,956 total
includes taxes & fees
2 Jun - 3 Jun
Inn at Perry Cabin
Balcony
Parsonage Inn
3.5 star property
9.2 out of 10, Wonderful, (119)
"The owners were great hosts"
The price is AED 845
AED 929 total
includes taxes & fees
20 May - 21 May
Parsonage Inn
Front of property
St Michaels Inn
2.5 star property
8.2 out of 10, Very Good, (1001)
"The staff was frieendly and very helpful, and the motel was very nice. The only issue I had with the stay was the high sulfur content of the water. It stank, and that's quite unpleasant."
The price is AED 467
AED 514 total
includes taxes & fees
19 May - 20 May
St Michaels Inn
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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.

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 57 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.

Recent reviews of St. Michaels hotels
Expedia verified reviews

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

5/5 Excellent
"I was sadly visiting for a funeral and was there for a 4 nite stay. The staff was so kind and very helpful. The room was clean and comfortable. Perfect location to everything I needed. I will 100% stay at this double tree when I come back into town. "
A verified traveler stayed at DoubleTree by Hilton Hotel Annapolis
Posted 2 days ago
DoubleTree by Hilton Hotel Annapolis