Find Historic Hotels in St. Michaels, MD

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Check availability on St. Michaels Historic Hotels

Top St. Michaels Historic Hotels

Terrace/patio
The Tidewater Inn

The Tidewater Inn

3.0 star property
Easton
8.8 out of 10, Excellent, (835)
"Friendly staff, spotless room, great location. "
United States
Steven
The price is NT$5,579
NT$6,137 total
includes taxes & fees
Nov 30 - Dec 1
The Tidewater Inn
Seasonal outdoor pool
Wylder Tilghman Island

Wylder Tilghman Island

2.0 star property
Tilghman
8.8 out of 10, Excellent, (88)
"Very relaxing stay."
United States
Anne
The price is NT$4,346
NT$6,154 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, (1897)
"Front desk staff was very helpful, and the location was perfect for exploring downtown Annapolis!"
United States
Christine
The price is NT$9,330
NT$11,703 total
includes taxes & fees
Nov 21 - Nov 22
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$5,706
NT$6,505 total
includes taxes & fees
Nov 20 - Nov 21
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, (29)
"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$11,839
NT$13,496 total
includes taxes & fees
Nov 23 - Nov 24
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

Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG

10/10 Excellent
"Very helpful and friendly front desk staff, clean and well-appointed rooms. The free laundry room was a real bonus for us. Having a spacious kitchen in our room made our four-day stay during a long road trip so appreciated. "
Janet 4-night trip
Posted 2 days ago
Candlewood Suites Annapolis by IHG

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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.