Find Historic Hotels in St. Michaels, MD

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Check availability on St. Michaels Historic Hotels

Tonight
Nov 24 - Nov 25
Tomorrow
Nov 25 - Nov 26
This weekend
Nov 28 - Nov 30
Next weekend
Dec 5 - Dec 7

Top St. Michaels Historic Hotels

Terrace/patio
Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 star property
Historic District
9.0 out of 10, Wonderful, (1902)
"Front desk staff was very helpful, and the location was perfect for exploring downtown Annapolis!"
United States
Christine
$154 nightly
The price is $175
Dec 1 - Dec 2
Total with taxes and fees
Historic Inns of Annapolis
Terrace/patio
The Tidewater Inn

The Tidewater Inn

3.0 star property
Easton
8.8 out of 10, Excellent, (836)
"Friendly staff, spotless room, great location. "
United States
Steven
$179 nightly
The price is $197
Nov 30 - Dec 1
Total with taxes and fees
The Tidewater Inn
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
$191 nightly
The price is $217
Nov 30 - Dec 1
Total with taxes and fees
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
$213 nightly
The price is $243
Nov 30 - Dec 1
Total with taxes and fees
134 Prince - Luxury Boutique Hotel
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
$176 nightly
The price is $194
Dec 8 - Dec 9
Total with taxes and fees
Wylder Tilghman Island
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
$333 nightly
The price is $380
Nov 25 - Nov 26
Total with taxes and fees
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 St. Michaels Hotel Reviews

The Westin Annapolis

The Westin Annapolis

10/10 Excellent
"The room was clean and the amenities were great! I loved the lobby and valet very fast and professional. I will stay here again. "
Scott 3-night trip
Posted 1 day ago
The Westin Annapolis

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.

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