Find Historic Hotels in St. Michaels, MD

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Check availability on St. Michaels Historic Hotels

Tonight
5 Feb - 6 Feb
Tomorrow
6 Feb - 7 Feb
This weekend
6 Feb - 8 Feb
Next weekend
13 Feb - 15 Feb

Our top choices for St. Michaels historic hotels

Meeting facility

Historic Inns of Annapolis

Historic Inns of Annapolis
3.5 star property
Historic District
9.0 out of 10, Wonderful, (1,884 reviews)
"Great rooms, very clean, loved our stay "
United States
Matthew
Historic Inns of Annapolis
Outdoor dining

Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants

Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
North Beach
10.0 out of 10, Exceptional, (31 reviews)
"Perfect place to spend quality time with our three adult children and their significant others. "
United States
Malarkey F.
The price is AED 424
AED 1,572 total
includes taxes & fees
11 Feb - 12 Feb
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
Marina

Cozy 2br home w/ parking in downtown Annapolis

Cozy 2br home w/ parking in downtown Annapolis
Historic District
10.0 out of 10, Exceptional, (74 reviews)
"Great location!"
United States
Burton S.
The price is AED 606
AED 1,361 total
includes taxes & fees
25 Feb - 26 Feb
Cozy 2br home w/ parking in downtown Annapolis
Interior

New Downtown Annapolis Condo With Free Parking

New Downtown Annapolis Condo With Free Parking
Historic District
10.0 out of 10, Exceptional, (38 reviews)
"Great location! Super host.definitely would stay again."
United States
Douglas M.
The price is AED 547
AED 1,352 total
includes taxes & fees
17 Feb - 18 Feb
New Downtown Annapolis Condo With Free Parking
Property grounds

Luxe Row Home Steps to USNA Gate 3!

Luxe Row Home Steps to USNA Gate 3!
Historic District
The price is AED 536
AED 2,240 total
includes taxes & fees
8 Feb - 9 Feb
Luxe Row Home Steps to USNA Gate 3!
4 bedrooms, iron/ironing board, travel crib, WiFi

Two Historic Rowhomes in Downtown Annapolis

Two Historic Rowhomes in Downtown Annapolis
Historic District
Two Historic Rowhomes in Downtown 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.
View all properties

Top St. Michaels Hotel Reviews

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

10/10 Excellent
"The room was very spacious. Staff were nice. Amenities were excellent. Good location for our stay."
Leigh 2-night trip
Posted 20 hours ago
Graduate by Hilton Annapolis

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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 64 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. The picturesque setting of Church Cove Park and CL Open Field exemplify the area's natural beauty. A couple of additional sights to add to your agenda are St. Michaels Marina and Chesapeake Bay Maritime Museum.
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.