Aerial panorama of shipyard and lighthouse in St. Michaels harbor in Maryland in the Chesapeake Bay

Historic Hotels & Resorts in St. Michaels from NZ$243

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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, (1,873 reviews)
"Great hotel..will definitely be back"
United States
Randy
The price is NZ$243
includes taxes & fees
1 July - 2 July
Historic Inns of Annapolis
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, (81 reviews)
"Parking availability and restaurant location"
United States
Sophie P.
Cozy 2br home w/ parking in downtown Annapolis
Exterior detail

Elegant & Bright Historic Home 3BR/2,5BA, 2 kings, 1 queen, 5 min to USNA

Elegant & Bright Historic Home 3BR/2,5BA, 2 kings, 1 queen, 5 min to USNA
Historic District
10.0 out of 10, Exceptional, (3 reviews)
"Very nice, comfortable, convenient property. Host was very communicative. "
United States
Brian L.
The price is NZ$1,312
includes taxes & fees
17 June - 18 June
Elegant & Bright Historic Home 3BR/2,5BA, 2 kings, 1 queen, 5 min to USNA
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

Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

6/10 Okay
"One elevator didn’t work and the other elevator was unreliable. The restaurant is closed. The hallway and rooms feel more like a 1970’s Best Western - well worn and not without a musty odor. The HVAC in room 518 is either off or cooling the room to 65 degrees (nothing in the middle). It’s an older property and ,other than scraping it, I don’t know how you could correct all of the issues."
John 2-night trip
Posted 7 hours ago
Annapolis Waterfront Hotel, Autograph Collection

Frequently asked questions

What should a history enthusiast expect from a trip to St. Michaels?
The historical places 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 historical hotels are there in St. Michaels?
St. Michaels is home to 63 lodging options bookable on Expedia though not many historic hotels to choose from.
What are the top 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 itinerary are St. Michaels Marina and Chesapeake Bay Maritime Museum.
What is a historic hotel like in St. Michaels?
Guests who book a historic hotel can spend a night or two in a place that has a national historic designation. A palace, castle, grand home or even an old police station, pub, lodge or skyscraper can be turned into a historic hotel provided that it's a place of special interest. Traditional architecture and period features can be admired in the public spaces and guestrooms of such hotels in St. Michaels, giving a historical feel.
What is the difference between a historic hotel and a heritage hotel?
The two are similar. "Historic hotel" is a term often used in the US, whereas "heritage hotel" is common in Asia and Europe. A historic hotel tends to put more importance on the physical building and architecture. A heritage hotel draws meaning mainly from the cultural value and how it inspired the surrounding community.
Do historic hotels in St. Michaels have modern facilities?
Yes, every effort is made to preserve treasured traditions and historic facades, but hotel interiors are fitted with modern conveniences and safety features. Visitors should expect the popular amenities you'd get from a hotel such as Smart TVs, WiFi and updated bathroom facilities. When you book a historic hotel in St. Michaels, it doesn't mean you will stay in a place that's uncomfortable for guests or simply rundown.